Methylene-bridge tryptophan fatty acylation regulates PI3K-AKT signaling and glucose uptake

Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including cell signaling regulation, with underlying mechanisms to be fully understood. Herein, we report that docosahexaenoic acid (DHA) and eicosapenta...

Full description

Saved in:
Bibliographic Details
Published inCell reports (Cambridge) Vol. 38; no. 11; p. 110509
Main Authors Hu, Song-Hua, He, Xia-Di, Nie, Ji, Hou, Jun-Li, Wu, Jiang, Liu, Xiao-Yan, Wei, Yun, Tang, Hui-Ru, Sun, Wen-Xing, Zhou, Shu-Xian, Yuan, Yi-Yuan, An, Yan-Peng, Yan, Guo-Quan, Lin, Yan, Lin, Peng-Cheng, Zhao, Jean J., Ye, Ming-Liang, Zhao, Jian-Yuan, Xu, Wei, Zhao, Shi-Min
Format Journal Article
LanguageEnglish
Published United States Elsevier Inc 15.03.2022
Subjects
Acylation
Akt signaling
Animals
DHA/EPA
Docosahexaenoic Acids - metabolism
Docosahexaenoic Acids - pharmacology
Eicosapentaenoic Acid - metabolism
Eicosapentaenoic Acid - pharmacology
Fatty Acids, Unsaturated
fatty acylation
Glucose - metabolism
Mice
Phosphatidylinositol 3-Kinases - metabolism
Proto-Oncogene Proteins c-akt - metabolism
Signal Transduction
Tryptophan - metabolism
Akt signaling
fatty acylation
DHA/EPA
Online AccessGet full text

Cover

Abstract Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including cell signaling regulation, with underlying mechanisms to be fully understood. Herein, we report that docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) regulate PI3K-AKT signaling by modifying PDK1 and AKT2. DHA-administered mice exhibit altered phosphorylation of proteins in signaling pathways. Methylene bridge-containing DHA/EPA acylate δ1 carbon of tryptophan 448/543 in PDK1 and tryptophan 414 in AKT2 via free radical pathway, recruit both the proteins to the cytoplasmic membrane, and activate PI3K signaling and glucose uptake in a tryptophan acylation-dependent but insulin-independent manner in cultured cells and in mice. DHA/EPA deplete cytosolic PDK1 and AKT2 and induce insulin resistance. Akt2 knockout in mice abrogates DHA/EPA-induced PI3K-AKT signaling. Our results identify PUFA’s methylene bridge tryptophan acylation, a protein fatty acylation that regulates cell signaling and may underlie multifaceted effects of methylene-bridge-containing PUFAs. [Display omitted] •The methylene-bridge-containing polyunsaturated fatty acids EPA and DHA modify proteins•Tryptophan is a site of posttranslational modifications by polyunsaturated fatty acids•EPA and DHA activate AKT signaling by modifying PDK1 and AKT2•EPA and DHA promote glucose uptake but induce insulin resistance Hu et al. find that methylene-bridge-containing polyunsaturated fatty acids EPA and DHA covalently modify surface tryptophan of membrane-targeting proteins, including PDK1 and AKT2, and recruit them to the cytoplasmic membrane to activate AKT signaling. The EPA and DHA actions facilitate glucose uptake but can also induce insulin resistance.
AbstractList Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including cell signaling regulation, with underlying mechanisms to be fully understood. Herein, we report that docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) regulate PI3K-AKT signaling by modifying PDK1 and AKT2. DHA-administered mice exhibit altered phosphorylation of proteins in signaling pathways. Methylene bridge-containing DHA/EPA acylate δ1 carbon of tryptophan 448/543 in PDK1 and tryptophan 414 in AKT2 via free radical pathway, recruit both the proteins to the cytoplasmic membrane, and activate PI3K signaling and glucose uptake in a tryptophan acylation-dependent but insulin-independent manner in cultured cells and in mice. DHA/EPA deplete cytosolic PDK1 and AKT2 and induce insulin resistance. Akt2 knockout in mice abrogates DHA/EPA-induced PI3K-AKT signaling. Our results identify PUFA's methylene bridge tryptophan acylation, a protein fatty acylation that regulates cell signaling and may underlie multifaceted effects of methylene-bridge-containing PUFAs.Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including cell signaling regulation, with underlying mechanisms to be fully understood. Herein, we report that docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) regulate PI3K-AKT signaling by modifying PDK1 and AKT2. DHA-administered mice exhibit altered phosphorylation of proteins in signaling pathways. Methylene bridge-containing DHA/EPA acylate δ1 carbon of tryptophan 448/543 in PDK1 and tryptophan 414 in AKT2 via free radical pathway, recruit both the proteins to the cytoplasmic membrane, and activate PI3K signaling and glucose uptake in a tryptophan acylation-dependent but insulin-independent manner in cultured cells and in mice. DHA/EPA deplete cytosolic PDK1 and AKT2 and induce insulin resistance. Akt2 knockout in mice abrogates DHA/EPA-induced PI3K-AKT signaling. Our results identify PUFA's methylene bridge tryptophan acylation, a protein fatty acylation that regulates cell signaling and may underlie multifaceted effects of methylene-bridge-containing PUFAs.
Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including cell signaling regulation, with underlying mechanisms to be fully understood. Herein, we report that docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) regulate PI3K-AKT signaling by modifying PDK1 and AKT2. DHA-administered mice exhibit altered phosphorylation of proteins in signaling pathways. Methylene bridge-containing DHA/EPA acylate δ1 carbon of tryptophan 448/543 in PDK1 and tryptophan 414 in AKT2 via free radical pathway, recruit both the proteins to the cytoplasmic membrane, and activate PI3K signaling and glucose uptake in a tryptophan acylation-dependent but insulin-independent manner in cultured cells and in mice. DHA/EPA deplete cytosolic PDK1 and AKT2 and induce insulin resistance. Akt2 knockout in mice abrogates DHA/EPA-induced PI3K-AKT signaling. Our results identify PUFA’s methylene bridge tryptophan acylation, a protein fatty acylation that regulates cell signaling and may underlie multifaceted effects of methylene-bridge-containing PUFAs. Hu et al. find that methylene-bridge-containing polyunsaturated fatty acids EPA and DHA covalently modify surface tryptophan of membrane-targeting proteins, including PDK1 and AKT2, and recruit them to the cytoplasmic membrane to activate AKT signaling. The EPA and DHA actions facilitate glucose uptake but can also induce insulin resistance.
Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including cell signaling regulation, with underlying mechanisms to be fully understood. Herein, we report that docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) regulate PI3K-AKT signaling by modifying PDK1 and AKT2. DHA-administered mice exhibit altered phosphorylation of proteins in signaling pathways. Methylene bridge-containing DHA/EPA acylate δ1 carbon of tryptophan 448/543 in PDK1 and tryptophan 414 in AKT2 via free radical pathway, recruit both the proteins to the cytoplasmic membrane, and activate PI3K signaling and glucose uptake in a tryptophan acylation-dependent but insulin-independent manner in cultured cells and in mice. DHA/EPA deplete cytosolic PDK1 and AKT2 and induce insulin resistance. Akt2 knockout in mice abrogates DHA/EPA-induced PI3K-AKT signaling. Our results identify PUFA’s methylene bridge tryptophan acylation, a protein fatty acylation that regulates cell signaling and may underlie multifaceted effects of methylene-bridge-containing PUFAs. [Display omitted] •The methylene-bridge-containing polyunsaturated fatty acids EPA and DHA modify proteins•Tryptophan is a site of posttranslational modifications by polyunsaturated fatty acids•EPA and DHA activate AKT signaling by modifying PDK1 and AKT2•EPA and DHA promote glucose uptake but induce insulin resistance Hu et al. find that methylene-bridge-containing polyunsaturated fatty acids EPA and DHA covalently modify surface tryptophan of membrane-targeting proteins, including PDK1 and AKT2, and recruit them to the cytoplasmic membrane to activate AKT signaling. The EPA and DHA actions facilitate glucose uptake but can also induce insulin resistance.
Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including cell signaling regulation, with underlying mechanisms to be fully understood. Herein, we report that docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) regulate PI3K-AKT signaling by modifying PDK1 and AKT2. DHA-administered mice exhibit altered phosphorylation of proteins in signaling pathways. Methylene bridge-containing DHA/EPA acylate δ1 carbon of tryptophan 448/543 in PDK1 and tryptophan 414 in AKT2 via free radical pathway, recruit both the proteins to the cytoplasmic membrane, and activate PI3K signaling and glucose uptake in a tryptophan acylation-dependent but insulin-independent manner in cultured cells and in mice. DHA/EPA deplete cytosolic PDK1 and AKT2 and induce insulin resistance. Akt2 knockout in mice abrogates DHA/EPA-induced PI3K-AKT signaling. Our results identify PUFA's methylene bridge tryptophan acylation, a protein fatty acylation that regulates cell signaling and may underlie multifaceted effects of methylene-bridge-containing PUFAs.
ArticleNumber 110509
Author Ye, Ming-Liang
Sun, Wen-Xing
Zhao, Jian-Yuan
Liu, Xiao-Yan
Wei, Yun
Hu, Song-Hua
Nie, Ji
Tang, Hui-Ru
Xu, Wei
Yuan, Yi-Yuan
An, Yan-Peng
Yan, Guo-Quan
He, Xia-Di
Zhou, Shu-Xian
Wu, Jiang
Lin, Peng-Cheng
Zhao, Shi-Min
Lin, Yan
Hou, Jun-Li
Zhao, Jean J.
AuthorAffiliation 6 Key Laboratory for Tibet Plateau Phytochemistry of Qinghai Province, College of Pharmacy, Qinghai University for Nationalities, Xining 810007, P. R. China
1 Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
3 Department of Chemistry, Fudan University, Shanghai 200438, P.R. China
8 Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA, USA
5 CAS Key Laboratory of Separation Sciences for Analytical Chemistry, National Chromatographic R&A Center, Dalian Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Dalian 116023, China
2 NHC Key Lab of Reproduction Regulation (Shanghai Institute of Planned Parenthood Research), Shanghai Key Laboratory of Medical Epigenetics, and Children’s Hospital of Fudan University, Shanghai 200438, P.R. China
9 Broad Insti
AuthorAffiliation_xml – name: 6 Key Laboratory for Tibet Plateau Phytochemistry of Qinghai Province, College of Pharmacy, Qinghai University for Nationalities, Xining 810007, P. R. China
– name: 3 Department of Chemistry, Fudan University, Shanghai 200438, P.R. China
– name: 7 Department of Cancer Biology, Dana-Farber Cancer Institute, Boston, MA, USA
– name: 8 Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA, USA
– name: 2 NHC Key Lab of Reproduction Regulation (Shanghai Institute of Planned Parenthood Research), Shanghai Key Laboratory of Medical Epigenetics, and Children’s Hospital of Fudan University, Shanghai 200438, P.R. China
– name: 4 Hefei National Laboratory for Physical Sciences at Microscale, the CAS Key Laboratory of Innate Immunity and Chronic Disease, School of Life Sciences, University of Science and Technology of China, Hefei 230027, P. R. China
– name: 9 Broad Institute of Harvard and MIT, Cambridge, MA, USA
– name: 5 CAS Key Laboratory of Separation Sciences for Analytical Chemistry, National Chromatographic R&A Center, Dalian Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Dalian 116023, China
– name: 1 Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
Author_xml – sequence: 1
  givenname: Song-Hua
  surname: Hu
  fullname: Hu, Song-Hua
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 2
  givenname: Xia-Di
  surname: He
  fullname: He, Xia-Di
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 3
  givenname: Ji
  surname: Nie
  fullname: Nie, Ji
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 4
  givenname: Jun-Li
  surname: Hou
  fullname: Hou, Jun-Li
  organization: Department of Chemistry, Fudan University, Shanghai 200438, P.R. China
– sequence: 5
  givenname: Jiang
  surname: Wu
  fullname: Wu, Jiang
  organization: Hefei National Laboratory for Physical Sciences at Microscale, the CAS Key Laboratory of Innate Immunity and Chronic Disease, School of Life Sciences, University of Science and Technology of China, Hefei 230027, P. R. China
– sequence: 6
  givenname: Xiao-Yan
  surname: Liu
  fullname: Liu, Xiao-Yan
  organization: CAS Key Laboratory of Separation Sciences for Analytical Chemistry, National Chromatographic R&A Center, Dalian Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Dalian 116023, China
– sequence: 7
  givenname: Yun
  surname: Wei
  fullname: Wei, Yun
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 8
  givenname: Hui-Ru
  surname: Tang
  fullname: Tang, Hui-Ru
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 9
  givenname: Wen-Xing
  surname: Sun
  fullname: Sun, Wen-Xing
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 10
  givenname: Shu-Xian
  surname: Zhou
  fullname: Zhou, Shu-Xian
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 11
  givenname: Yi-Yuan
  surname: Yuan
  fullname: Yuan, Yi-Yuan
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 12
  givenname: Yan-Peng
  surname: An
  fullname: An, Yan-Peng
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 13
  givenname: Guo-Quan
  surname: Yan
  fullname: Yan, Guo-Quan
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 14
  givenname: Yan
  surname: Lin
  fullname: Lin, Yan
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 15
  givenname: Peng-Cheng
  surname: Lin
  fullname: Lin, Peng-Cheng
  organization: Key Laboratory for Tibet Plateau Phytochemistry of Qinghai Province, College of Pharmacy, Qinghai University for Nationalities, Xining 810007, P. R. China
– sequence: 16
  givenname: Jean J.
  orcidid: 0000-0002-4561-5688
  surname: Zhao
  fullname: Zhao, Jean J.
  organization: Department of Cancer Biology, Dana-Farber Cancer Institute, Boston, MA, USA
– sequence: 17
  givenname: Ming-Liang
  surname: Ye
  fullname: Ye, Ming-Liang
  email: mingliang@dicp.ac.cn
  organization: CAS Key Laboratory of Separation Sciences for Analytical Chemistry, National Chromatographic R&A Center, Dalian Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Dalian 116023, China
– sequence: 18
  givenname: Jian-Yuan
  surname: Zhao
  fullname: Zhao, Jian-Yuan
  email: zhaojy@fudan.edu.cn
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 19
  givenname: Wei
  surname: Xu
  fullname: Xu, Wei
  email: xuwei_0706@fudan.edu.cn
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
– sequence: 20
  givenname: Shi-Min
  surname: Zhao
  fullname: Zhao, Shi-Min
  email: zhaosm@fudan.edu.cn
  organization: Obstetrics & Gynecology Hospital of Fudan University, Institutes of Metabolism and Integrative Biology, State Key Laboratory of Genetic Engineering, School of Life Sciences and Institutes of Biomedical Sciences, Shanghai 200438, P.R. China
BackLink https://www.ncbi.nlm.nih.gov/pubmed/35294873$$D View this record in MEDLINE/PubMed
BookMark eNqFkc1u1DAUhS1UREvbN0AoSzYZ_JPEMQukqipQtRUs2hULy3GuMx4ydrCdSnl7XGaKCgvqja90zz1H-s5rdOC8A4TeELwimDTvNysNY4BpRTGlK0JwjcULdEQpISWhFT94Mh-i0xg3OL8GEyKqV-iQ1VRULWdH6PsNpPUygoOyC7YfoEhhmZKf1soVRqW0FEovo0rWuyLAMOcRYvHtkl2VZ1e3RbSDU6N1Q6FcXwzjrH2EYp6S-gEn6KVRY4TT_X-M7j5d3J5_Ka-_fr48P7suddWwVArMu9pg0THamrbtBK44YcC4ht4ApZxTgalqu05VDXBNscGGasW5EYYZwY7Rx53vNHdb6DW4FNQop2C3KizSKyv_3ji7loO_l4KJRpAmG7zbGwT_c4aY5NbGDHhUDvwcJW0qzGhNapKlb59m_Ql5JJoFH3YCHXyMAYzUNv3Gl6PtKAmWDw3Kjdw1KB8alLsG83H1z_Gj_zNnewCQKd9bCDJqCy7zswF0kr23_zf4BRWouCE
CitedBy_id crossref_primary_10_1360_SSC_2024_0223
crossref_primary_10_1016_j_bcp_2023_115775
crossref_primary_10_1016_j_placenta_2024_08_012
crossref_primary_10_1016_j_jep_2024_118898
crossref_primary_10_1002_advs_202401738
crossref_primary_10_1002_mnfr_70001
crossref_primary_10_1016_j_jbc_2023_104909
crossref_primary_10_1038_s41589_024_01805_z
crossref_primary_10_1016_j_fbio_2023_102790
crossref_primary_10_1016_j_virol_2024_110198
crossref_primary_10_1016_j_jad_2024_08_123
Cites_doi 10.1056/NEJMoa1709691
10.1126/scisignal.aax2364
10.1038/nature05933
10.1172/JCI108559
10.3389/fimmu.2017.00751
10.1016/j.plipres.2016.05.002
10.1126/science.292.5522.1728
10.1074/jbc.271.49.31372
10.1016/S0140-6736(71)91658-8
10.1139/y59-099
10.2337/dc17-S003
10.1021/acs.jproteome.9b00045
10.1056/NEJMra1008153
10.1002/psc.328
10.1039/C4RA13315C
10.1093/ajcn/56.2.447
10.1056/NEJMoa1203858
10.1089/ars.2014.6098
10.1016/j.cmet.2017.10.015
10.1016/S0898-6568(96)00100-3
10.1016/0167-4889(87)90108-X
10.3390/nu8060329
10.1111/obr.12475
10.1007/978-1-4615-4861-4_7
10.1038/sj.ejcn.1602703
10.1136/bmj.l4697
10.1016/j.cell.2010.07.041
10.1016/0026-0495(88)90151-5
10.1056/NEJMoa1804989
10.1073/pnas.96.4.1553
10.1186/1475-2891-6-16
10.1039/C9CC06971B
10.1007/s00125-017-4528-4
10.1002/j.1460-2075.1996.tb01045.x
10.1161/STROKEAHA.115.010815
10.1016/j.cmet.2007.03.006
10.1016/j.str.2015.11.005
10.1038/378785a0
10.1074/jbc.274.38.27168
10.1016/S0140-6736(99)07072-5
10.1182/blood-2009-03-213876
10.1016/j.molcel.2007.03.003
10.1021/ja064399o
10.1093/ajcn/33.12.2657
10.1159/000365608
10.1161/STROKEAHA.107.509455
10.1038/nmeth.1322
10.1111/j.0954-6820.1976.tb08198.x
10.1007/s00125-017-4280-9
10.1080/07315724.2002.10719248
10.1038/nbt.3327
10.1016/j.chroma.2017.03.026
10.1074/jbc.M115.657379
10.1021/acs.jproteome.5b00032
10.4196/kjpp.2009.13.4.301
10.1007/s11010-006-9264-x
10.1016/S0005-2736(00)00322-9
10.1074/jbc.R700015200
10.1056/NEJMoa1205409
10.1021/ja047272c
10.1111/j.1471-4159.2004.02433.x
10.1016/S0753-3322(02)00253-6
10.1016/S0140-6736(78)91505-2
10.1056/NEJMoa1203859
10.1038/ncomms6951
10.1021/ol0613463
10.1021/acs.chemrev.8b00031
10.1146/annurev.biochem.73.011303.073954
10.1097/MCO.0b013e3283218299
10.1016/j.freeradbiomed.2017.07.015
10.1074/jbc.R100042200
10.1038/nrm2084
10.1038/ejcn.2008.45
ContentType Journal Article
Copyright 2022 The Author(s)
Copyright © 2022 The Author(s). Published by Elsevier Inc. All rights reserved.
Copyright_xml – notice: 2022 The Author(s)
– notice: Copyright © 2022 The Author(s). Published by Elsevier Inc. All rights reserved.
DBID 6I.
AAFTH
AAYXX
CITATION
CGR
CUY
CVF
ECM
EIF
NPM
7X8
5PM
DOI 10.1016/j.celrep.2022.110509
DatabaseName ScienceDirect Open Access Titles
Elsevier:ScienceDirect:Open Access
CrossRef
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
MEDLINE - Academic
PubMed Central (Full Participant titles)
DatabaseTitle CrossRef
MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
MEDLINE - Academic
DatabaseTitleList MEDLINE - Academic


MEDLINE
Database_xml – sequence: 1
  dbid: NPM
  name: PubMed
  url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
– sequence: 2
  dbid: EIF
  name: MEDLINE
  url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/medline/basic-search
  sourceTypes: Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Biology
EISSN 2211-1247
EndPage 110509
ExternalDocumentID PMC9396916
35294873
10_1016_j_celrep_2022_110509
S2211124722002455
Genre Research Support, Non-U.S. Gov't
Journal Article
GroupedDBID 0R~
4.4
457
53G
5VS
6I.
AACTN
AAEDT
AAEDW
AAFTH
AAIKJ
AAKRW
AALRI
AAMRU
AAXUO
ABMAC
ACGFO
ACGFS
ADBBV
ADEZE
ADVLN
AENEX
AEXQZ
AFTJW
AGHFR
AITUG
AKRWK
ALMA_UNASSIGNED_HOLDINGS
AMRAJ
BAWUL
BCNDV
DIK
EBS
EJD
FCP
FDB
FRP
GROUPED_DOAJ
GX1
IXB
KQ8
M41
M48
O-L
O9-
OK1
ROL
SSZ
AAYWO
AAYXX
ACVFH
ADCNI
AEUPX
AFPUW
AIGII
AKBMS
AKYEP
APXCP
CITATION
HZ~
IPNFZ
RIG
0SF
CGR
CUY
CVF
ECM
EIF
NCXOZ
NPM
RCE
7X8
5PM
ID FETCH-LOGICAL-c463t-907b5f09b328f88b904713e37cedfe22772902a8bba46e7c20f0f2ca77f9f3f93
IEDL.DBID M48
ISSN 2211-1247
IngestDate Thu Aug 21 17:59:29 EDT 2025
Fri Jul 11 05:49:15 EDT 2025
Thu Jan 02 22:54:56 EST 2025
Tue Jul 01 02:59:25 EDT 2025
Thu Apr 24 23:01:10 EDT 2025
Sun Apr 06 06:56:06 EDT 2025
IsDoiOpenAccess true
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 11
Keywords Akt signaling
fatty acylation
DHA/EPA
Language English
License This is an open access article under the CC BY-NC-ND license.
Copyright © 2022 The Author(s). Published by Elsevier Inc. All rights reserved.
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-c463t-907b5f09b328f88b904713e37cedfe22772902a8bba46e7c20f0f2ca77f9f3f93
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
AUTHOR CONTRIBUTIONS
These authors contributed equally
S.-M.Z. conceived the project and wrote the manuscript. W.X. and J.-Y.Z. supervised the experiments and wrote the manuscript. M.-L.Y. supervised the phosphoproteomics experiments. S.-H.H., X.-D.H., J.N., Y.W., W.-X.S., S.-X.Z., Y.-Y.Y., Y.L., and P.-C.L. carried out the biological experiments. J.W. and J.-L.H. synthesized the tryptophan derivatives. H.-R.T., G.-Q.Y., and Y.−.P.A. performed the MS and NMR analysis. X.-Y.L. performed the phosphoproteomics experiments. J.J.Z. contributed to scientific discussions.
Lead contact
ORCID 0000-0002-4561-5688
OpenAccessLink https://www.sciencedirect.com/science/article/pii/S2211124722002455
PMID 35294873
PQID 2640325151
PQPubID 23479
PageCount 1
ParticipantIDs pubmedcentral_primary_oai_pubmedcentral_nih_gov_9396916
proquest_miscellaneous_2640325151
pubmed_primary_35294873
crossref_citationtrail_10_1016_j_celrep_2022_110509
crossref_primary_10_1016_j_celrep_2022_110509
elsevier_sciencedirect_doi_10_1016_j_celrep_2022_110509
ProviderPackageCode CITATION
AAYXX
PublicationCentury 2000
PublicationDate 2022-03-15
PublicationDateYYYYMMDD 2022-03-15
PublicationDate_xml – month: 03
  year: 2022
  text: 2022-03-15
  day: 15
PublicationDecade 2020
PublicationPlace United States
PublicationPlace_xml – name: United States
PublicationTitle Cell reports (Cambridge)
PublicationTitleAlternate Cell Rep
PublicationYear 2022
Publisher Elsevier Inc
Publisher_xml – name: Elsevier Inc
References Horton, Anderson, Hernandez, Barnhart, Norman, Parker (bib28) 1999; 96
William, MGeorge, Lawrence, Andrew, David, Mary, Eddie, Frank, Steven, Derek (bib73) 2017; 40
Novotny, Saleh, Novotna (bib51) 1984; 33
Davis, Gao, Yin, Morrow, Porter (bib18) 2006; 128
Tanaka, Ishikawa, Yokoyama, Origasa, Matsuzaki, Saito, Matsuzawa, Sasaki, Oikawa, Hishida (bib68) 2008; 39
Roncaglioni, Tombesi, Avanzini, Barlera, Caimi, Longoni, Marzona, Milani, Silletta, Tognoni (bib58) 2013; 368
Kharbanda, Walter, Gudiel, Schek, Feldser, Witze (bib34) 2020; 13
Yao, Dong, Dong, Liu, Wang, Mao, Ye, Zou (bib76) 2017; 1498
De Caterina (bib12) 2011; 364
Zhang, Liu, Hu, Li, Leak, Gao, Chen (bib79) 2015; 46
Brown, Brainard, Song, Wang, Abdelhamid, Hooper, Ajabnoor, Alabdulghafoor, Brainard, Brown (bib10) 2019; 366
He, Gong, Zhang, Nie, Yao, Guo, Lin, Wu, Li, Li (bib26) 2018; 27
Bang, Dyerberg, Sinclair (bib7) 1980; 33
Pironi, Agostini, Guidetti (bib56) 2015; 112
Spickett, Pitt (bib65) 2015; 22
Mostad, Bjerve, Lydersen, Grill (bib47) 2008; 62
Linder, Deschenes (bib44) 2007; 8
Topping, Trimble, Storer (bib69) 1987; 927
Kim, Edsall, Garcia, Zhang (bib36) 1999; 447
Niinisto, Takkinen, Erlund, Ahonen, Toppari, Ilonen, Veijola, Knip, Vaarala, Virtanen (bib48) 2017; 60
Guengerich, Yoshimoto (bib24) 2018; 118
Mika, Sledzinski (bib46) 2017; 18
Cross, Alessi, Cohen, Andjelkovich, Hemmings (bib15) 1995; 378
McIlhinney (bib45) 1998; 88
Asbell, Maguire, Pistilli, Ying, Szczotka-Flynn, Hardten, Lin, Shtein (bib19) 2018; 378
Bligh, Dyer (bib8) 1959; 37
Lee, Kim, Chang, Baek, Park, Shin, Choi, Lee, Paik (bib41) 2009; 13
Nimse, Pal (bib49) 2015; 5
Szachowicz-Petelska, Sulkowski, Figaszewski (bib67) 2007; 294
Li, Zhang, Dong, Liu, Li, Li, Lei, Hao, Wang, Zhu (bib42) 2015; 14
Zambon, Friday, Childs, Fujimoto, Bierman, Ensinck (bib78) 1992; 56
Simopoulos (bib60) 2002; 56
Wisniewski, Zougman, Nagaraj, Mann (bib74) 2009; 6
Resh (bib57) 2016; 63
Valagussa, Franzosi, Geraci, Mininni, Nicolosi, Santini, Tavazzi, Vecchio, Marchioli, Bomba (bib71) 1999; 354
Bang, Dyerberg, Nielsen (bib5) 1971; 1
(bib23) 2018; 379
Aliwarga, Raccor, Lemaitre, Sotoodehnia, Gharib, Xu, Totah (bib3) 2017; 112
Oh, Talukdar, Bae, Imamura, Morinaga, Fan, Li, Lu, Watkins, Olefsky (bib53) 2010; 142
Perez-Rizquez, Abian, Palomo (bib55) 2019; 55
Boutin (bib9) 1997; 9
Cuiffo, Ren (bib17) 2010; 115
Kim, Lee, Lee, Kim, Kim, Lee, Lee, Kim, Park, Kim (bib37) 2015; 290
Oh, Talukdar, Bae, Imamura, Morinaga, Fan, Li, Lu, Watkins, Olefsky (bib52) 2010; 142
Cuendet, Loten, Jeanrenaud, Renold (bib16) 1976; 58
Harris, Baxter, Mitchell, Hitzemann (bib25) 1984; 25
Ahren, Mari, Fyfe, Tsofliou, Sneddon, Wahle, Winzell, Pacini, Williams (bib1) 2009; 63
Antos, Francis (bib4) 2004; 126
Gerstein, Bosch, Dagenais, Diaz, Jung, Maggioni, Pogue, Probstfield, Ramachandran (bib32) 2012; 367
Bosch, Gerstein, Dagenais, Diaz, Dyal, Jung, Maggiono, Probstfield, Ramachandran (bib31) 2012; 367
Soulage, Puig, Soulere, Zarrouki, Guichardant, Lagarde, Pillon (bib64) 2018; 61
Jensen, Buch, Krag, Hemmings, Gammeltoft, Frodin (bib33) 1999; 274
Lalia, Lanza (bib39) 2016; 8
Cho, Mu, Kim, Thorvaldsen, Chu, Crenshaw, Kaestner, Bartolomei, Shulman, Birnbaum (bib14) 2001; 292
Kohn, Summers, Birnbaum, Roth (bib38) 1996; 271
Carpten, Faber, Horn, Donoho, Briggs, Robbins, Hostetter, Boguslawski, Moses, Savage (bib11) 2007; 448
Pantaler, Kamp, Haest (bib54) 2000; 1509
Yao, Wang, Wang, Liu, Liu, Li, Fang, Mao, Zheng, Ye (bib77) 2019; 18
Dyerberg, Bang, Stoffersen, Moncada, Vane (bib20) 1978; 2
Humphrey, Azimifar, Mann (bib30) 2015; 33
Smotrys, Linder (bib62) 2004; 73
Huang, Czech (bib29) 2007; 5
Woodcock, Marwitz, Bruno, Branchaud (bib75) 2006; 8
Bang, Dyerberg, Hjoorne (bib6) 1976; 200
Sorgi, Hallowell, Hutchins, Sears (bib63) 2007; 6
Lim, Bi, Wu, Kim, Gunning, Hong, Han (bib43) 2015; 6
Stacpoole, Alig, Kilgore, Ayala, Herbert, Zech, Fisher (bib66) 1988; 37
Farazi, Waksman, Gordon (bib21) 2001; 276
Sancak, Thoreen, Peterson, Lindquist, Kang, Spooner, Carr, Sabatini (bib59) 2007; 25
Udenwobele, Su, Good, Ball, Shrivastav, Shrivastav (bib70) 2017; 8
Henriot, Lepoittevin, Trifilieff (bib27) 2001; 7
Lee, Kim, Chang, Baek, Park, Shin, Choi, Lee, Paik (bib40) 2009; 13
Simopoulos (bib61) 2002; 21
Alessi, Andjelkovic, Caudwell, Cron, Morrice, Cohen, Hemmings (bib2) 1996; 15
Fedor, Kelley (bib22) 2009; 12
Noland, Gierke, Schnier, Murray, Sandoval, Sagolla, Dey, Hannoush, Fairbrother, Cunningham (bib50) 2016; 24
Chiariello, Ambrosio, Cappellibigazzi, Nevola, Perronefilardi, Marone, Condorelli (bib13) 1987; 241
Kim (bib35) 2007; 282
Wen, Kim (bib72) 2004; 89
Aliwarga (10.1016/j.celrep.2022.110509_bib3) 2017; 112
Asbell (10.1016/j.celrep.2022.110509_bib19) 2018; 378
Li (10.1016/j.celrep.2022.110509_bib42) 2015; 14
Wen (10.1016/j.celrep.2022.110509_bib72) 2004; 89
Bosch (10.1016/j.celrep.2022.110509_bib31) 2012; 367
Yao (10.1016/j.celrep.2022.110509_bib77) 2019; 18
Oh (10.1016/j.celrep.2022.110509_bib52) 2010; 142
Fedor (10.1016/j.celrep.2022.110509_bib22) 2009; 12
Resh (10.1016/j.celrep.2022.110509_bib57) 2016; 63
Lee (10.1016/j.celrep.2022.110509_bib40) 2009; 13
Bang (10.1016/j.celrep.2022.110509_bib7) 1980; 33
McIlhinney (10.1016/j.celrep.2022.110509_bib45) 1998; 88
Niinisto (10.1016/j.celrep.2022.110509_bib48) 2017; 60
Boutin (10.1016/j.celrep.2022.110509_bib9) 1997; 9
Jensen (10.1016/j.celrep.2022.110509_bib33) 1999; 274
(10.1016/j.celrep.2022.110509_bib23) 2018; 379
Sancak (10.1016/j.celrep.2022.110509_bib59) 2007; 25
Soulage (10.1016/j.celrep.2022.110509_bib64) 2018; 61
Kohn (10.1016/j.celrep.2022.110509_bib38) 1996; 271
Cuiffo (10.1016/j.celrep.2022.110509_bib17) 2010; 115
Humphrey (10.1016/j.celrep.2022.110509_bib30) 2015; 33
William (10.1016/j.celrep.2022.110509_bib73) 2017; 40
Noland (10.1016/j.celrep.2022.110509_bib50) 2016; 24
Zambon (10.1016/j.celrep.2022.110509_bib78) 1992; 56
Novotny (10.1016/j.celrep.2022.110509_bib51) 1984; 33
Topping (10.1016/j.celrep.2022.110509_bib69) 1987; 927
Brown (10.1016/j.celrep.2022.110509_bib10) 2019; 366
Pantaler (10.1016/j.celrep.2022.110509_bib54) 2000; 1509
Bligh (10.1016/j.celrep.2022.110509_bib8) 1959; 37
Antos (10.1016/j.celrep.2022.110509_bib4) 2004; 126
Henriot (10.1016/j.celrep.2022.110509_bib27) 2001; 7
Kim (10.1016/j.celrep.2022.110509_bib36) 1999; 447
Kharbanda (10.1016/j.celrep.2022.110509_bib34) 2020; 13
Roncaglioni (10.1016/j.celrep.2022.110509_bib58) 2013; 368
Alessi (10.1016/j.celrep.2022.110509_bib2) 1996; 15
Huang (10.1016/j.celrep.2022.110509_bib29) 2007; 5
Pironi (10.1016/j.celrep.2022.110509_bib56) 2015; 112
Zhang (10.1016/j.celrep.2022.110509_bib79) 2015; 46
Perez-Rizquez (10.1016/j.celrep.2022.110509_bib55) 2019; 55
Ahren (10.1016/j.celrep.2022.110509_bib1) 2009; 63
Davis (10.1016/j.celrep.2022.110509_bib18) 2006; 128
Szachowicz-Petelska (10.1016/j.celrep.2022.110509_bib67) 2007; 294
Cho (10.1016/j.celrep.2022.110509_bib14) 2001; 292
Harris (10.1016/j.celrep.2022.110509_bib25) 1984; 25
Simopoulos (10.1016/j.celrep.2022.110509_bib61) 2002; 21
Smotrys (10.1016/j.celrep.2022.110509_bib62) 2004; 73
Wisniewski (10.1016/j.celrep.2022.110509_bib74) 2009; 6
Woodcock (10.1016/j.celrep.2022.110509_bib75) 2006; 8
De Caterina (10.1016/j.celrep.2022.110509_bib12) 2011; 364
Lim (10.1016/j.celrep.2022.110509_bib43) 2015; 6
Simopoulos (10.1016/j.celrep.2022.110509_bib60) 2002; 56
Lee (10.1016/j.celrep.2022.110509_bib41) 2009; 13
Cuendet (10.1016/j.celrep.2022.110509_bib16) 1976; 58
Horton (10.1016/j.celrep.2022.110509_bib28) 1999; 96
Mostad (10.1016/j.celrep.2022.110509_bib47) 2008; 62
Guengerich (10.1016/j.celrep.2022.110509_bib24) 2018; 118
Spickett (10.1016/j.celrep.2022.110509_bib65) 2015; 22
Kim (10.1016/j.celrep.2022.110509_bib35) 2007; 282
Kim (10.1016/j.celrep.2022.110509_bib37) 2015; 290
Valagussa (10.1016/j.celrep.2022.110509_bib71) 1999; 354
Farazi (10.1016/j.celrep.2022.110509_bib21) 2001; 276
Tanaka (10.1016/j.celrep.2022.110509_bib68) 2008; 39
He (10.1016/j.celrep.2022.110509_bib26) 2018; 27
Sorgi (10.1016/j.celrep.2022.110509_bib63) 2007; 6
Mika (10.1016/j.celrep.2022.110509_bib46) 2017; 18
Bang (10.1016/j.celrep.2022.110509_bib5) 1971; 1
Gerstein (10.1016/j.celrep.2022.110509_bib32) 2012; 367
Stacpoole (10.1016/j.celrep.2022.110509_bib66) 1988; 37
Udenwobele (10.1016/j.celrep.2022.110509_bib70) 2017; 8
Linder (10.1016/j.celrep.2022.110509_bib44) 2007; 8
Nimse (10.1016/j.celrep.2022.110509_bib49) 2015; 5
Yao (10.1016/j.celrep.2022.110509_bib76) 2017; 1498
Cross (10.1016/j.celrep.2022.110509_bib15) 1995; 378
Bang (10.1016/j.celrep.2022.110509_bib6) 1976; 200
Chiariello (10.1016/j.celrep.2022.110509_bib13) 1987; 241
Dyerberg (10.1016/j.celrep.2022.110509_bib20) 1978; 2
Carpten (10.1016/j.celrep.2022.110509_bib11) 2007; 448
Oh (10.1016/j.celrep.2022.110509_bib53) 2010; 142
Lalia (10.1016/j.celrep.2022.110509_bib39) 2016; 8
References_xml – volume: 282
  start-page: 18661
  year: 2007
  end-page: 18665
  ident: bib35
  article-title: Novel metabolism of docosahexaenoic acid in neural cells
  publication-title: J. Biol. Chem.
– volume: 33
  start-page: 59
  year: 1984
  end-page: 65
  ident: bib51
  article-title: The effect of chlorpromazine and dibucaine on phospholipid-metabolism in the frog sartorius muscle
  publication-title: Physiol. Bohemoslov.
– volume: 25
  start-page: 401
  year: 1984
  end-page: 409
  ident: bib25
  article-title: Physical properties and lipid composition of brain membranes from ethanol tolerant-dependent mice
  publication-title: Mol. Pharmacol.
– volume: 6
  start-page: 16
  year: 2007
  ident: bib63
  article-title: Effects of an open-label pilot study with high-dose EPA/DHA concentrates on plasma phospholipids and behavior in children with attention deficit hyperactivity disorder
  publication-title: Nutr. J.
– volume: 12
  start-page: 138
  year: 2009
  end-page: 146
  ident: bib22
  article-title: Prevention of insulin resistance by n-3 polyunsaturated fatty acids
  publication-title: Curr. Opin. Clin. Nutr. Metab. Care
– volume: 447
  start-page: 75
  year: 1999
  end-page: 85
  ident: bib36
  article-title: The release of polyunsaturated fatty acids and their lipoxygenation in the brain
  publication-title: Adv. Exp. Med. Biol.
– volume: 142
  start-page: 687
  year: 2010
  end-page: 698
  ident: bib52
  article-title: GPR120 is an omega-3 fatty acid receptor mediating potent anti-inflammatory and insulin-sensitizing effects
  publication-title: Cell
– volume: 294
  start-page: 237
  year: 2007
  end-page: 242
  ident: bib67
  article-title: Altered membrane free unsaturated fatty acid composition in human colorectal cancer tissue
  publication-title: Mol. Cell Biochem.
– volume: 56
  start-page: 365
  year: 2002
  end-page: 379
  ident: bib60
  article-title: The importance of the ratio of omega-6/omega-3 essential fatty acids
  publication-title: Biomed. Pharmacother.
– volume: 1498
  start-page: 22
  year: 2017
  end-page: 28
  ident: bib76
  article-title: An immobilized titanium (IV) ion affinity chromatography adsorbent for solid phase extraction of phosphopeptides for phosphoproteome analysis
  publication-title: J. Chromatogr. A.
– volume: 448
  start-page: 439
  year: 2007
  end-page: 444
  ident: bib11
  article-title: A transforming mutation in the pleckstrin homology domain of AKT1 in cancer
  publication-title: Nature
– volume: 378
  start-page: 1681
  year: 2018
  end-page: 1690
  ident: bib19
  article-title: n-3 fatty acid supplementation for the treatment of Dry Eye disease
  publication-title: N. Engl. J. Med.
– volume: 96
  start-page: 1553
  year: 1999
  end-page: 1558
  ident: bib28
  article-title: A gene therapy for cancer using intramuscular injection of plasmid DNA encoding interferon alpha
  publication-title: Proc. Natl. Acad. Sci. U S A
– volume: 24
  start-page: 179
  year: 2016
  end-page: 186
  ident: bib50
  article-title: Palmitoylation of TEAD transcription factors is required for their stability and function in hippo pathway signaling
  publication-title: Structure
– volume: 128
  start-page: 14897
  year: 2006
  end-page: 14904
  ident: bib18
  article-title: In vivo and in vitro lipid peroxidation of arachidonate esters: the effect of fish oil omega-3 lipids on product distribution
  publication-title: J. Am. Chem. Soc.
– volume: 368
  start-page: 1800
  year: 2013
  end-page: 1808
  ident: bib58
  article-title: n-3 fatty acids in patients with multiple cardiovascular risk factors
  publication-title: N. Engl. J. Med.
– volume: 13
  start-page: 301
  year: 2009
  end-page: 307
  ident: bib40
  article-title: DHA and EPA down-regulate COX-2 expression through suppression of NF-kappaB activity in LPS-treated human umbilical vein endothelial cells
  publication-title: Korean J. Physiol. Pharmacol.
– volume: 56
  start-page: 447
  year: 1992
  end-page: 454
  ident: bib78
  article-title: Effect of glyburide and omega 3 fatty acid dietary supplements on glucose and lipid metabolism in patients with non-insulin-dependent diabetes mellitus
  publication-title: Am. J. Clin. Nutr.
– volume: 9
  start-page: 15
  year: 1997
  end-page: 35
  ident: bib9
  article-title: Myristoylation
  publication-title: Cell Signal.
– volume: 6
  start-page: 5951
  year: 2015
  ident: bib43
  article-title: Tropomodulin3 is a novel Akt2 effector regulating insulin-stimulated GLUT4 exocytosis through cortical actin remodeling
  publication-title: Nat. Commun.
– volume: 8
  start-page: 329
  year: 2016
  ident: bib39
  article-title: Insulin-sensitizing effects of omega-3 fatty acids: lost in translation?
  publication-title: Nutrients
– volume: 13
  start-page: eaax2364
  year: 2020
  ident: bib34
  article-title: Blocking EGFR palmitoylation suppresses PI3K signaling and mutant KRAS lung tumorigenesis
  publication-title: Sci. Signal.
– volume: 290
  start-page: 20438
  year: 2015
  end-page: 20447
  ident: bib37
  article-title: Endogenous ligand for GPR120, docosahexaenoic acid, exerts benign metabolic effects on the skeletal muscles via AMP-activated protein kinase pathway
  publication-title: J. Biol. Chem.
– volume: 8
  start-page: 3931
  year: 2006
  end-page: 3934
  ident: bib75
  article-title: Synthesis of nitrolipids. All four possible diastereomers of nitrooleic acids: (E)- and (Z)-, 9- and 10-nitro-octadec-9-enoic acids
  publication-title: Org. Lett.
– volume: 274
  start-page: 27168
  year: 1999
  end-page: 27176
  ident: bib33
  article-title: 90-kDa ribosomal S6 kinase is phosphorylated and activated by 3-phosphoinositide-dependent protein kinase-1
  publication-title: J. Biol. Chem.
– volume: 89
  start-page: 1368
  year: 2004
  end-page: 1377
  ident: bib72
  article-title: Alterations in hippocampal phospholipid profile by prenatal exposure to ethanol
  publication-title: J. Neurochem.
– volume: 6
  start-page: 359
  year: 2009
  end-page: U360
  ident: bib74
  article-title: Universal sample preparation method for proteome analysis
  publication-title: Nat. Methods
– volume: 1509
  start-page: 397
  year: 2000
  end-page: 408
  ident: bib54
  article-title: Acceleration of phospholipid flip-flop in the erythrocyte membrane by detergents differing in polar head group and alkyl chain length
  publication-title: Biochim. Biophys. Acta
– volume: 63
  start-page: 778
  year: 2009
  end-page: 786
  ident: bib1
  article-title: Effects of conjugated linoleic acid plus n-3 polyunsaturated fatty acids on insulin secretion and estimated insulin sensitivity in men
  publication-title: Eur. J. Clin. Nutr.
– volume: 25
  start-page: 903
  year: 2007
  end-page: 915
  ident: bib59
  article-title: PRAS40 is an insulin-regulated inhibitor of the mTORC1 protein kinase
  publication-title: Mol. Cell
– volume: 7
  start-page: 331
  year: 2001
  end-page: 337
  ident: bib27
  article-title: Haptenization of ovalbumin with the skin sensitizer methyl octanesulfonate: characterization of the methylated OVA323-339 T-cell epitope at His331
  publication-title: J. Pept. Sci.
– volume: 37
  start-page: 911
  year: 1959
  end-page: 917
  ident: bib8
  article-title: A rapid method of total lipid extraction and purification
  publication-title: Can. J. Biochem. Phys.
– volume: 367
  start-page: 309
  year: 2012
  end-page: 318
  ident: bib31
  article-title: n-3 fatty acids and cardiovascular outcomes in patients with dysglycemia
  publication-title: N. Engl. J. Med.
– volume: 62
  start-page: 419
  year: 2008
  end-page: 429
  ident: bib47
  article-title: Effects of marine n-3 fatty acid supplementation on lipoprotein subclasses measured by nuclear magnetic resonance in subjects with type II diabetes
  publication-title: Eur. J. Clin. Nutr.
– volume: 61
  start-page: 688
  year: 2018
  end-page: 699
  ident: bib64
  article-title: Skeletal muscle insulin resistance is induced by 4-hydroxy-2-hexenal, a by-product of n-3 fatty acid peroxidation
  publication-title: Diabetologia
– volume: 241
  start-page: 560
  year: 1987
  end-page: 568
  ident: bib13
  article-title: Inhibition of ischemia-induced phospholipase activation by quinacrine protects jeopardized myocardium in rats with coronary-artery occlusion
  publication-title: J. Pharmacol. Exp. Ther.
– volume: 13
  start-page: 301
  year: 2009
  end-page: 307
  ident: bib41
  article-title: DHA and EPA down-regulate COX-2 expression through suppression of NF-kappaB activity in LPS-treated human umbilical vein endothelial cells
  publication-title: Korean J. Physiol. Pharmacol.
– volume: 14
  start-page: 2237
  year: 2015
  end-page: 2254
  ident: bib42
  article-title: Metabonomic changes associated with atherosclerosis progression for LDLR-/- mice
  publication-title: J. Proteome Res.
– volume: 927
  start-page: 423
  year: 1987
  end-page: 428
  ident: bib69
  article-title: Failure of insulin to stimulate lipogenesis and triacylglycerol secretion in perfused livers from rats adapted to dietary fish oil
  publication-title: Biochim. Biophys. Acta
– volume: 379
  start-page: 1540
  year: 2018
  end-page: 1550
  ident: bib23
  article-title: Effects of n-3 fatty acid supplements in diabetes mellitus
  publication-title: N. Engl. J. Med.
– volume: 27
  start-page: 151
  year: 2018
  end-page: 166.e6
  ident: bib26
  article-title: Sensing and transmitting intracellular amino acid signals through reversible lysine aminoacylations
  publication-title: Cell Metab.
– volume: 22
  start-page: 1646
  year: 2015
  end-page: 1666
  ident: bib65
  article-title: Oxidative lipidomics coming of age: advances in analysis of oxidized phospholipids in physiology and pathology
  publication-title: Antioxidants Redox Signal.
– volume: 276
  start-page: 39501
  year: 2001
  end-page: 39504
  ident: bib21
  article-title: The biology and enzymology of protein N-myristoylation
  publication-title: J. Biol. Chem.
– volume: 63
  start-page: 120
  year: 2016
  end-page: 131
  ident: bib57
  article-title: Fatty acylation of proteins: the long and the short of it
  publication-title: Prog. Lipid Res.
– volume: 39
  start-page: 2052
  year: 2008
  end-page: 2058
  ident: bib68
  article-title: Reduction in the recurrence of stroke by eicosapentaenoic acid for hypercholesterolemic patients - subanalysis of the JELIS trial
  publication-title: Stroke
– volume: 366
  start-page: l4697
  year: 2019
  ident: bib10
  article-title: Omega-3, omega-6, and total dietary polyunsaturated fat for prevention and treatment of type 2 diabetes mellitus: systematic review and meta-analysis of randomised controlled trials
  publication-title: BMJ
– volume: 40
  start-page: S4
  year: 2017
  end-page: S5
  ident: bib73
  article-title: Standards of medical care in diabetes-2017: summary of revisions
  publication-title: Diabetes care
– volume: 1
  start-page: 1143
  year: 1971
  end-page: 1145
  ident: bib5
  article-title: Plasma lipid and lipoprotein pattern in Greenlandic West-coast Eskimos
  publication-title: Lancet
– volume: 292
  start-page: 1728
  year: 2001
  end-page: 1731
  ident: bib14
  article-title: Insulin resistance and a diabetes mellitus-like syndrome in mice lacking the protein kinase Akt2 (PKB beta)
  publication-title: Science
– volume: 354
  start-page: 447
  year: 1999
  end-page: 455
  ident: bib71
  article-title: Dietary supplementation with n-3 polyunsaturated fatty acids and vitamin E after myocardial infarction: results of the GISSI-Prevenzione trial
  publication-title: Lancet
– volume: 33
  start-page: 990
  year: 2015
  end-page: U142
  ident: bib30
  article-title: High-throughput phosphoproteomics reveals in vivo insulin signaling dynamics
  publication-title: Nat. Biotechnol.
– volume: 367
  start-page: 319
  year: 2012
  end-page: 328
  ident: bib32
  article-title: Basal insulin and cardiovascular and other outcomes in dysglycemia
  publication-title: N. Engl. J. Med.
– volume: 60
  start-page: 1223
  year: 2017
  end-page: 1233
  ident: bib48
  article-title: Fatty acid status in infancy is associated with the risk of type 1 diabetes-associated autoimmunity
  publication-title: Diabetologia
– volume: 142
  start-page: 687
  year: 2010
  end-page: 698
  ident: bib53
  article-title: GPR120 is an omega-3 fatty acid receptor mediating potent anti-inflammatory and insulin-sensitizing effects
  publication-title: Cell
– volume: 112
  start-page: 131
  year: 2017
  end-page: 140
  ident: bib3
  article-title: Enzymatic and free radical formation of cis- and trans- epoxyeicosatrienoic acids in vitro and in vivo
  publication-title: Free Radical Biol. Med.
– volume: 21
  start-page: 495
  year: 2002
  end-page: 505
  ident: bib61
  article-title: Omega-3 fatty acids in inflammation and autoimmune diseases
  publication-title: J. Am. Coll. Nutr.
– volume: 15
  start-page: 6541
  year: 1996
  end-page: 6551
  ident: bib2
  article-title: Mechanism of activation of protein kinase B by insulin and IGF-1
  publication-title: EMBO J.
– volume: 271
  start-page: 31372
  year: 1996
  end-page: 31378
  ident: bib38
  article-title: Expression of a constitutively active Akt Ser/Thr kinase in 3T3-L1 adipocytes stimulates glucose uptake and glucose transporter 4 translocation
  publication-title: J. Biol. Chem.
– volume: 46
  start-page: 2943
  year: 2015
  end-page: 2950
  ident: bib79
  article-title: n-3 polyunsaturated fatty acids reduce neonatal hypoxic/ischemic brain injury by promoting phosphatidylserine formation and Akt signaling
  publication-title: Stroke
– volume: 37
  start-page: 944
  year: 1988
  end-page: 951
  ident: bib66
  article-title: Lipodystrophic diabetes-mellitus - investigations of lipoprotein metabolism and the effects of omega-3 fatty-acid administration in 2 patients
  publication-title: Metab., Clin. Exp.
– volume: 200
  start-page: 69
  year: 1976
  end-page: 73
  ident: bib6
  article-title: The composition of food consumed by Greenland Eskimos
  publication-title: Acta Med. Scand.
– volume: 5
  start-page: 237
  year: 2007
  end-page: 252
  ident: bib29
  article-title: The GLUT4 glucose transporter
  publication-title: Cell Metab.
– volume: 8
  start-page: 751
  year: 2017
  ident: bib70
  article-title: Myristoylation: an important protein modification in the immune response
  publication-title: Front. Immunol.
– volume: 18
  start-page: 247
  year: 2017
  end-page: 272
  ident: bib46
  article-title: Alterations of specific lipid groups in serum of obese humans: a review
  publication-title: Obes. Rev.
– volume: 5
  start-page: 27986
  year: 2015
  end-page: 28006
  ident: bib49
  article-title: Free radicals, natural antioxidants, and their reaction mechanisms
  publication-title: RSC Adv.
– volume: 73
  start-page: 559
  year: 2004
  end-page: 587
  ident: bib62
  article-title: Palmitoylation of intracellular signaling proteins: regulation and function
  publication-title: Annu. Rev. Biochem.
– volume: 18
  start-page: 1870
  year: 2019
  end-page: 1879
  ident: bib77
  article-title: One-step SH2 superbinder-based approach for sensitive analysis of tyrosine phosphoproteome
  publication-title: J. Proteome Res.
– volume: 378
  start-page: 785
  year: 1995
  end-page: 789
  ident: bib15
  article-title: Inhibition of glycogen-synthase kinase-3 by insulin-mediated by protein-kinase-B
  publication-title: Nature
– volume: 58
  start-page: 1078
  year: 1976
  end-page: 1088
  ident: bib16
  article-title: Decreased basal, noninsulin-stimulated glucose uptake and metabolism by skeletal soleus muscle isolated from obese-hyperglycemic (ob/ob) mice
  publication-title: J. Clin. Invest.
– volume: 55
  start-page: 12928
  year: 2019
  end-page: 12931
  ident: bib55
  article-title: Site-selective modification of tryptophan and protein tryptophan residues through PdNP bionanohybrid-catalysed C-H activation in aqueous media
  publication-title: Chem. Commun.
– volume: 118
  start-page: 6573
  year: 2018
  end-page: 6655
  ident: bib24
  article-title: formation and cleavage of C-C bonds by enzymatic oxidation reduction reactions
  publication-title: Chem. Rev.
– volume: 112
  start-page: 141
  year: 2015
  end-page: 149
  ident: bib56
  article-title: Intravenous lipids in home parenteral nutrition
  publication-title: World Rev. Nutr. Diet.
– volume: 126
  start-page: 10256
  year: 2004
  end-page: 10257
  ident: bib4
  article-title: Selective tryptophan modification with rhodium carbenoids in aqueous solution
  publication-title: J. Am. Chem. Soc.
– volume: 2
  start-page: 117
  year: 1978
  end-page: 119
  ident: bib20
  article-title: Eicosapentaenoic acid and prevention of thrombosis and atherosclerosis?
  publication-title: Lancet
– volume: 364
  start-page: 2439
  year: 2011
  end-page: 2450
  ident: bib12
  article-title: n-3 fatty acids in cardiovascular disease
  publication-title: N. Engl. J. Med.
– volume: 8
  start-page: 74
  year: 2007
  end-page: 84
  ident: bib44
  article-title: Palmitoylation: policing protein stability and traffic
  publication-title: Nat. Rev. Mol. Cell Biol
– volume: 33
  start-page: 2657
  year: 1980
  end-page: 2661
  ident: bib7
  article-title: The composition of the Eskimo food in north western Greenland
  publication-title: Am. J. Clin. Nutr.
– volume: 88
  start-page: 211
  year: 1998
  end-page: 225
  ident: bib45
  article-title: Membrane targeting via protein N-myristoylation
  publication-title: Methods Mol. Biol.
– volume: 115
  start-page: 3598
  year: 2010
  end-page: 3605
  ident: bib17
  article-title: Palmitoylation of oncogenic NRAS is essential for leukemogenesis
  publication-title: Blood
– volume: 378
  start-page: 1681
  year: 2018
  ident: 10.1016/j.celrep.2022.110509_bib19
  article-title: n-3 fatty acid supplementation for the treatment of Dry Eye disease
  publication-title: N. Engl. J. Med.
  doi: 10.1056/NEJMoa1709691
– volume: 13
  start-page: eaax2364
  year: 2020
  ident: 10.1016/j.celrep.2022.110509_bib34
  article-title: Blocking EGFR palmitoylation suppresses PI3K signaling and mutant KRAS lung tumorigenesis
  publication-title: Sci. Signal.
  doi: 10.1126/scisignal.aax2364
– volume: 448
  start-page: 439
  year: 2007
  ident: 10.1016/j.celrep.2022.110509_bib11
  article-title: A transforming mutation in the pleckstrin homology domain of AKT1 in cancer
  publication-title: Nature
  doi: 10.1038/nature05933
– volume: 58
  start-page: 1078
  year: 1976
  ident: 10.1016/j.celrep.2022.110509_bib16
  article-title: Decreased basal, noninsulin-stimulated glucose uptake and metabolism by skeletal soleus muscle isolated from obese-hyperglycemic (ob/ob) mice
  publication-title: J. Clin. Invest.
  doi: 10.1172/JCI108559
– volume: 8
  start-page: 751
  year: 2017
  ident: 10.1016/j.celrep.2022.110509_bib70
  article-title: Myristoylation: an important protein modification in the immune response
  publication-title: Front. Immunol.
  doi: 10.3389/fimmu.2017.00751
– volume: 63
  start-page: 120
  year: 2016
  ident: 10.1016/j.celrep.2022.110509_bib57
  article-title: Fatty acylation of proteins: the long and the short of it
  publication-title: Prog. Lipid Res.
  doi: 10.1016/j.plipres.2016.05.002
– volume: 292
  start-page: 1728
  year: 2001
  ident: 10.1016/j.celrep.2022.110509_bib14
  article-title: Insulin resistance and a diabetes mellitus-like syndrome in mice lacking the protein kinase Akt2 (PKB beta)
  publication-title: Science
  doi: 10.1126/science.292.5522.1728
– volume: 271
  start-page: 31372
  year: 1996
  ident: 10.1016/j.celrep.2022.110509_bib38
  article-title: Expression of a constitutively active Akt Ser/Thr kinase in 3T3-L1 adipocytes stimulates glucose uptake and glucose transporter 4 translocation
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.271.49.31372
– volume: 1
  start-page: 1143
  year: 1971
  ident: 10.1016/j.celrep.2022.110509_bib5
  article-title: Plasma lipid and lipoprotein pattern in Greenlandic West-coast Eskimos
  publication-title: Lancet
  doi: 10.1016/S0140-6736(71)91658-8
– volume: 37
  start-page: 911
  year: 1959
  ident: 10.1016/j.celrep.2022.110509_bib8
  article-title: A rapid method of total lipid extraction and purification
  publication-title: Can. J. Biochem. Phys.
  doi: 10.1139/y59-099
– volume: 40
  start-page: S4
  year: 2017
  ident: 10.1016/j.celrep.2022.110509_bib73
  article-title: Standards of medical care in diabetes-2017: summary of revisions
  publication-title: Diabetes care
  doi: 10.2337/dc17-S003
– volume: 18
  start-page: 1870
  year: 2019
  ident: 10.1016/j.celrep.2022.110509_bib77
  article-title: One-step SH2 superbinder-based approach for sensitive analysis of tyrosine phosphoproteome
  publication-title: J. Proteome Res.
  doi: 10.1021/acs.jproteome.9b00045
– volume: 364
  start-page: 2439
  year: 2011
  ident: 10.1016/j.celrep.2022.110509_bib12
  article-title: n-3 fatty acids in cardiovascular disease
  publication-title: N. Engl. J. Med.
  doi: 10.1056/NEJMra1008153
– volume: 7
  start-page: 331
  year: 2001
  ident: 10.1016/j.celrep.2022.110509_bib27
  article-title: Haptenization of ovalbumin with the skin sensitizer methyl octanesulfonate: characterization of the methylated OVA323-339 T-cell epitope at His331
  publication-title: J. Pept. Sci.
  doi: 10.1002/psc.328
– volume: 5
  start-page: 27986
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib49
  article-title: Free radicals, natural antioxidants, and their reaction mechanisms
  publication-title: RSC Adv.
  doi: 10.1039/C4RA13315C
– volume: 56
  start-page: 447
  year: 1992
  ident: 10.1016/j.celrep.2022.110509_bib78
  article-title: Effect of glyburide and omega 3 fatty acid dietary supplements on glucose and lipid metabolism in patients with non-insulin-dependent diabetes mellitus
  publication-title: Am. J. Clin. Nutr.
  doi: 10.1093/ajcn/56.2.447
– volume: 367
  start-page: 319
  year: 2012
  ident: 10.1016/j.celrep.2022.110509_bib32
  article-title: Basal insulin and cardiovascular and other outcomes in dysglycemia
  publication-title: N. Engl. J. Med.
  doi: 10.1056/NEJMoa1203858
– volume: 22
  start-page: 1646
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib65
  article-title: Oxidative lipidomics coming of age: advances in analysis of oxidized phospholipids in physiology and pathology
  publication-title: Antioxidants Redox Signal.
  doi: 10.1089/ars.2014.6098
– volume: 27
  start-page: 151
  year: 2018
  ident: 10.1016/j.celrep.2022.110509_bib26
  article-title: Sensing and transmitting intracellular amino acid signals through reversible lysine aminoacylations
  publication-title: Cell Metab.
  doi: 10.1016/j.cmet.2017.10.015
– volume: 9
  start-page: 15
  year: 1997
  ident: 10.1016/j.celrep.2022.110509_bib9
  article-title: Myristoylation
  publication-title: Cell Signal.
  doi: 10.1016/S0898-6568(96)00100-3
– volume: 927
  start-page: 423
  year: 1987
  ident: 10.1016/j.celrep.2022.110509_bib69
  article-title: Failure of insulin to stimulate lipogenesis and triacylglycerol secretion in perfused livers from rats adapted to dietary fish oil
  publication-title: Biochim. Biophys. Acta
  doi: 10.1016/0167-4889(87)90108-X
– volume: 8
  start-page: 329
  year: 2016
  ident: 10.1016/j.celrep.2022.110509_bib39
  article-title: Insulin-sensitizing effects of omega-3 fatty acids: lost in translation?
  publication-title: Nutrients
  doi: 10.3390/nu8060329
– volume: 18
  start-page: 247
  year: 2017
  ident: 10.1016/j.celrep.2022.110509_bib46
  article-title: Alterations of specific lipid groups in serum of obese humans: a review
  publication-title: Obes. Rev.
  doi: 10.1111/obr.12475
– volume: 447
  start-page: 75
  year: 1999
  ident: 10.1016/j.celrep.2022.110509_bib36
  article-title: The release of polyunsaturated fatty acids and their lipoxygenation in the brain
  publication-title: Adv. Exp. Med. Biol.
  doi: 10.1007/978-1-4615-4861-4_7
– volume: 62
  start-page: 419
  year: 2008
  ident: 10.1016/j.celrep.2022.110509_bib47
  article-title: Effects of marine n-3 fatty acid supplementation on lipoprotein subclasses measured by nuclear magnetic resonance in subjects with type II diabetes
  publication-title: Eur. J. Clin. Nutr.
  doi: 10.1038/sj.ejcn.1602703
– volume: 366
  start-page: l4697
  year: 2019
  ident: 10.1016/j.celrep.2022.110509_bib10
  article-title: Omega-3, omega-6, and total dietary polyunsaturated fat for prevention and treatment of type 2 diabetes mellitus: systematic review and meta-analysis of randomised controlled trials
  publication-title: BMJ
  doi: 10.1136/bmj.l4697
– volume: 142
  start-page: 687
  year: 2010
  ident: 10.1016/j.celrep.2022.110509_bib52
  article-title: GPR120 is an omega-3 fatty acid receptor mediating potent anti-inflammatory and insulin-sensitizing effects
  publication-title: Cell
  doi: 10.1016/j.cell.2010.07.041
– volume: 37
  start-page: 944
  year: 1988
  ident: 10.1016/j.celrep.2022.110509_bib66
  article-title: Lipodystrophic diabetes-mellitus - investigations of lipoprotein metabolism and the effects of omega-3 fatty-acid administration in 2 patients
  publication-title: Metab., Clin. Exp.
  doi: 10.1016/0026-0495(88)90151-5
– volume: 379
  start-page: 1540
  year: 2018
  ident: 10.1016/j.celrep.2022.110509_bib23
  article-title: Effects of n-3 fatty acid supplements in diabetes mellitus
  publication-title: N. Engl. J. Med.
  doi: 10.1056/NEJMoa1804989
– volume: 96
  start-page: 1553
  year: 1999
  ident: 10.1016/j.celrep.2022.110509_bib28
  article-title: A gene therapy for cancer using intramuscular injection of plasmid DNA encoding interferon alpha
  publication-title: Proc. Natl. Acad. Sci. U S A
  doi: 10.1073/pnas.96.4.1553
– volume: 6
  start-page: 16
  year: 2007
  ident: 10.1016/j.celrep.2022.110509_bib63
  article-title: Effects of an open-label pilot study with high-dose EPA/DHA concentrates on plasma phospholipids and behavior in children with attention deficit hyperactivity disorder
  publication-title: Nutr. J.
  doi: 10.1186/1475-2891-6-16
– volume: 55
  start-page: 12928
  year: 2019
  ident: 10.1016/j.celrep.2022.110509_bib55
  article-title: Site-selective modification of tryptophan and protein tryptophan residues through PdNP bionanohybrid-catalysed C-H activation in aqueous media
  publication-title: Chem. Commun.
  doi: 10.1039/C9CC06971B
– volume: 61
  start-page: 688
  year: 2018
  ident: 10.1016/j.celrep.2022.110509_bib64
  article-title: Skeletal muscle insulin resistance is induced by 4-hydroxy-2-hexenal, a by-product of n-3 fatty acid peroxidation
  publication-title: Diabetologia
  doi: 10.1007/s00125-017-4528-4
– volume: 142
  start-page: 687
  year: 2010
  ident: 10.1016/j.celrep.2022.110509_bib53
  article-title: GPR120 is an omega-3 fatty acid receptor mediating potent anti-inflammatory and insulin-sensitizing effects
  publication-title: Cell
  doi: 10.1016/j.cell.2010.07.041
– volume: 15
  start-page: 6541
  year: 1996
  ident: 10.1016/j.celrep.2022.110509_bib2
  article-title: Mechanism of activation of protein kinase B by insulin and IGF-1
  publication-title: EMBO J.
  doi: 10.1002/j.1460-2075.1996.tb01045.x
– volume: 46
  start-page: 2943
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib79
  article-title: n-3 polyunsaturated fatty acids reduce neonatal hypoxic/ischemic brain injury by promoting phosphatidylserine formation and Akt signaling
  publication-title: Stroke
  doi: 10.1161/STROKEAHA.115.010815
– volume: 5
  start-page: 237
  year: 2007
  ident: 10.1016/j.celrep.2022.110509_bib29
  article-title: The GLUT4 glucose transporter
  publication-title: Cell Metab.
  doi: 10.1016/j.cmet.2007.03.006
– volume: 24
  start-page: 179
  year: 2016
  ident: 10.1016/j.celrep.2022.110509_bib50
  article-title: Palmitoylation of TEAD transcription factors is required for their stability and function in hippo pathway signaling
  publication-title: Structure
  doi: 10.1016/j.str.2015.11.005
– volume: 378
  start-page: 785
  year: 1995
  ident: 10.1016/j.celrep.2022.110509_bib15
  article-title: Inhibition of glycogen-synthase kinase-3 by insulin-mediated by protein-kinase-B
  publication-title: Nature
  doi: 10.1038/378785a0
– volume: 274
  start-page: 27168
  year: 1999
  ident: 10.1016/j.celrep.2022.110509_bib33
  article-title: 90-kDa ribosomal S6 kinase is phosphorylated and activated by 3-phosphoinositide-dependent protein kinase-1
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.274.38.27168
– volume: 25
  start-page: 401
  year: 1984
  ident: 10.1016/j.celrep.2022.110509_bib25
  article-title: Physical properties and lipid composition of brain membranes from ethanol tolerant-dependent mice
  publication-title: Mol. Pharmacol.
– volume: 354
  start-page: 447
  year: 1999
  ident: 10.1016/j.celrep.2022.110509_bib71
  article-title: Dietary supplementation with n-3 polyunsaturated fatty acids and vitamin E after myocardial infarction: results of the GISSI-Prevenzione trial
  publication-title: Lancet
  doi: 10.1016/S0140-6736(99)07072-5
– volume: 115
  start-page: 3598
  year: 2010
  ident: 10.1016/j.celrep.2022.110509_bib17
  article-title: Palmitoylation of oncogenic NRAS is essential for leukemogenesis
  publication-title: Blood
  doi: 10.1182/blood-2009-03-213876
– volume: 25
  start-page: 903
  year: 2007
  ident: 10.1016/j.celrep.2022.110509_bib59
  article-title: PRAS40 is an insulin-regulated inhibitor of the mTORC1 protein kinase
  publication-title: Mol. Cell
  doi: 10.1016/j.molcel.2007.03.003
– volume: 128
  start-page: 14897
  year: 2006
  ident: 10.1016/j.celrep.2022.110509_bib18
  article-title: In vivo and in vitro lipid peroxidation of arachidonate esters: the effect of fish oil omega-3 lipids on product distribution
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja064399o
– volume: 33
  start-page: 2657
  year: 1980
  ident: 10.1016/j.celrep.2022.110509_bib7
  article-title: The composition of the Eskimo food in north western Greenland
  publication-title: Am. J. Clin. Nutr.
  doi: 10.1093/ajcn/33.12.2657
– volume: 112
  start-page: 141
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib56
  article-title: Intravenous lipids in home parenteral nutrition
  publication-title: World Rev. Nutr. Diet.
  doi: 10.1159/000365608
– volume: 39
  start-page: 2052
  year: 2008
  ident: 10.1016/j.celrep.2022.110509_bib68
  article-title: Reduction in the recurrence of stroke by eicosapentaenoic acid for hypercholesterolemic patients - subanalysis of the JELIS trial
  publication-title: Stroke
  doi: 10.1161/STROKEAHA.107.509455
– volume: 6
  start-page: 359
  year: 2009
  ident: 10.1016/j.celrep.2022.110509_bib74
  article-title: Universal sample preparation method for proteome analysis
  publication-title: Nat. Methods
  doi: 10.1038/nmeth.1322
– volume: 200
  start-page: 69
  year: 1976
  ident: 10.1016/j.celrep.2022.110509_bib6
  article-title: The composition of food consumed by Greenland Eskimos
  publication-title: Acta Med. Scand.
  doi: 10.1111/j.0954-6820.1976.tb08198.x
– volume: 60
  start-page: 1223
  year: 2017
  ident: 10.1016/j.celrep.2022.110509_bib48
  article-title: Fatty acid status in infancy is associated with the risk of type 1 diabetes-associated autoimmunity
  publication-title: Diabetologia
  doi: 10.1007/s00125-017-4280-9
– volume: 21
  start-page: 495
  year: 2002
  ident: 10.1016/j.celrep.2022.110509_bib61
  article-title: Omega-3 fatty acids in inflammation and autoimmune diseases
  publication-title: J. Am. Coll. Nutr.
  doi: 10.1080/07315724.2002.10719248
– volume: 33
  start-page: 59
  year: 1984
  ident: 10.1016/j.celrep.2022.110509_bib51
  article-title: The effect of chlorpromazine and dibucaine on phospholipid-metabolism in the frog sartorius muscle
  publication-title: Physiol. Bohemoslov.
– volume: 33
  start-page: 990
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib30
  article-title: High-throughput phosphoproteomics reveals in vivo insulin signaling dynamics
  publication-title: Nat. Biotechnol.
  doi: 10.1038/nbt.3327
– volume: 1498
  start-page: 22
  year: 2017
  ident: 10.1016/j.celrep.2022.110509_bib76
  article-title: An immobilized titanium (IV) ion affinity chromatography adsorbent for solid phase extraction of phosphopeptides for phosphoproteome analysis
  publication-title: J. Chromatogr. A.
  doi: 10.1016/j.chroma.2017.03.026
– volume: 290
  start-page: 20438
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib37
  article-title: Endogenous ligand for GPR120, docosahexaenoic acid, exerts benign metabolic effects on the skeletal muscles via AMP-activated protein kinase pathway
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.M115.657379
– volume: 14
  start-page: 2237
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib42
  article-title: Metabonomic changes associated with atherosclerosis progression for LDLR-/- mice
  publication-title: J. Proteome Res.
  doi: 10.1021/acs.jproteome.5b00032
– volume: 13
  start-page: 301
  year: 2009
  ident: 10.1016/j.celrep.2022.110509_bib40
  article-title: DHA and EPA down-regulate COX-2 expression through suppression of NF-kappaB activity in LPS-treated human umbilical vein endothelial cells
  publication-title: Korean J. Physiol. Pharmacol.
  doi: 10.4196/kjpp.2009.13.4.301
– volume: 294
  start-page: 237
  year: 2007
  ident: 10.1016/j.celrep.2022.110509_bib67
  article-title: Altered membrane free unsaturated fatty acid composition in human colorectal cancer tissue
  publication-title: Mol. Cell Biochem.
  doi: 10.1007/s11010-006-9264-x
– volume: 1509
  start-page: 397
  year: 2000
  ident: 10.1016/j.celrep.2022.110509_bib54
  article-title: Acceleration of phospholipid flip-flop in the erythrocyte membrane by detergents differing in polar head group and alkyl chain length
  publication-title: Biochim. Biophys. Acta
  doi: 10.1016/S0005-2736(00)00322-9
– volume: 282
  start-page: 18661
  year: 2007
  ident: 10.1016/j.celrep.2022.110509_bib35
  article-title: Novel metabolism of docosahexaenoic acid in neural cells
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.R700015200
– volume: 368
  start-page: 1800
  year: 2013
  ident: 10.1016/j.celrep.2022.110509_bib58
  article-title: n-3 fatty acids in patients with multiple cardiovascular risk factors
  publication-title: N. Engl. J. Med.
  doi: 10.1056/NEJMoa1205409
– volume: 126
  start-page: 10256
  year: 2004
  ident: 10.1016/j.celrep.2022.110509_bib4
  article-title: Selective tryptophan modification with rhodium carbenoids in aqueous solution
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja047272c
– volume: 89
  start-page: 1368
  year: 2004
  ident: 10.1016/j.celrep.2022.110509_bib72
  article-title: Alterations in hippocampal phospholipid profile by prenatal exposure to ethanol
  publication-title: J. Neurochem.
  doi: 10.1111/j.1471-4159.2004.02433.x
– volume: 88
  start-page: 211
  year: 1998
  ident: 10.1016/j.celrep.2022.110509_bib45
  article-title: Membrane targeting via protein N-myristoylation
  publication-title: Methods Mol. Biol.
– volume: 56
  start-page: 365
  year: 2002
  ident: 10.1016/j.celrep.2022.110509_bib60
  article-title: The importance of the ratio of omega-6/omega-3 essential fatty acids
  publication-title: Biomed. Pharmacother.
  doi: 10.1016/S0753-3322(02)00253-6
– volume: 2
  start-page: 117
  year: 1978
  ident: 10.1016/j.celrep.2022.110509_bib20
  article-title: Eicosapentaenoic acid and prevention of thrombosis and atherosclerosis?
  publication-title: Lancet
  doi: 10.1016/S0140-6736(78)91505-2
– volume: 367
  start-page: 309
  year: 2012
  ident: 10.1016/j.celrep.2022.110509_bib31
  article-title: n-3 fatty acids and cardiovascular outcomes in patients with dysglycemia
  publication-title: N. Engl. J. Med.
  doi: 10.1056/NEJMoa1203859
– volume: 6
  start-page: 5951
  year: 2015
  ident: 10.1016/j.celrep.2022.110509_bib43
  article-title: Tropomodulin3 is a novel Akt2 effector regulating insulin-stimulated GLUT4 exocytosis through cortical actin remodeling
  publication-title: Nat. Commun.
  doi: 10.1038/ncomms6951
– volume: 8
  start-page: 3931
  year: 2006
  ident: 10.1016/j.celrep.2022.110509_bib75
  article-title: Synthesis of nitrolipids. All four possible diastereomers of nitrooleic acids: (E)- and (Z)-, 9- and 10-nitro-octadec-9-enoic acids
  publication-title: Org. Lett.
  doi: 10.1021/ol0613463
– volume: 13
  start-page: 301
  year: 2009
  ident: 10.1016/j.celrep.2022.110509_bib41
  article-title: DHA and EPA down-regulate COX-2 expression through suppression of NF-kappaB activity in LPS-treated human umbilical vein endothelial cells
  publication-title: Korean J. Physiol. Pharmacol.
  doi: 10.4196/kjpp.2009.13.4.301
– volume: 118
  start-page: 6573
  year: 2018
  ident: 10.1016/j.celrep.2022.110509_bib24
  article-title: formation and cleavage of C-C bonds by enzymatic oxidation reduction reactions
  publication-title: Chem. Rev.
  doi: 10.1021/acs.chemrev.8b00031
– volume: 73
  start-page: 559
  year: 2004
  ident: 10.1016/j.celrep.2022.110509_bib62
  article-title: Palmitoylation of intracellular signaling proteins: regulation and function
  publication-title: Annu. Rev. Biochem.
  doi: 10.1146/annurev.biochem.73.011303.073954
– volume: 241
  start-page: 560
  year: 1987
  ident: 10.1016/j.celrep.2022.110509_bib13
  article-title: Inhibition of ischemia-induced phospholipase activation by quinacrine protects jeopardized myocardium in rats with coronary-artery occlusion
  publication-title: J. Pharmacol. Exp. Ther.
– volume: 12
  start-page: 138
  year: 2009
  ident: 10.1016/j.celrep.2022.110509_bib22
  article-title: Prevention of insulin resistance by n-3 polyunsaturated fatty acids
  publication-title: Curr. Opin. Clin. Nutr. Metab. Care
  doi: 10.1097/MCO.0b013e3283218299
– volume: 112
  start-page: 131
  year: 2017
  ident: 10.1016/j.celrep.2022.110509_bib3
  article-title: Enzymatic and free radical formation of cis- and trans- epoxyeicosatrienoic acids in vitro and in vivo
  publication-title: Free Radical Biol. Med.
  doi: 10.1016/j.freeradbiomed.2017.07.015
– volume: 276
  start-page: 39501
  year: 2001
  ident: 10.1016/j.celrep.2022.110509_bib21
  article-title: The biology and enzymology of protein N-myristoylation
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.R100042200
– volume: 8
  start-page: 74
  year: 2007
  ident: 10.1016/j.celrep.2022.110509_bib44
  article-title: Palmitoylation: policing protein stability and traffic
  publication-title: Nat. Rev. Mol. Cell Biol
  doi: 10.1038/nrm2084
– volume: 63
  start-page: 778
  year: 2009
  ident: 10.1016/j.celrep.2022.110509_bib1
  article-title: Effects of conjugated linoleic acid plus n-3 polyunsaturated fatty acids on insulin secretion and estimated insulin sensitivity in men
  publication-title: Eur. J. Clin. Nutr.
  doi: 10.1038/ejcn.2008.45
SSID ssj0000601194
Score 2.4042532
Snippet Protein fatty acylation regulates numerous cell signaling pathways. Polyunsaturated fatty acids (PUFAs) exert a plethora of physiological effects, including...
SourceID pubmedcentral
proquest
pubmed
crossref
elsevier
SourceType Open Access Repository
Aggregation Database
Index Database
Enrichment Source
Publisher
StartPage 110509
SubjectTerms Acylation
Akt signaling
Animals
DHA/EPA
Docosahexaenoic Acids - metabolism
Docosahexaenoic Acids - pharmacology
Eicosapentaenoic Acid - metabolism
Eicosapentaenoic Acid - pharmacology
Fatty Acids, Unsaturated
fatty acylation
Glucose - metabolism
Mice
Phosphatidylinositol 3-Kinases - metabolism
Proto-Oncogene Proteins c-akt - metabolism
Signal Transduction
Tryptophan - metabolism
SummonAdditionalLinks – databaseName: ScienceDirect Open Access Journals (Elsevier)
  dbid: IXB
  link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3fi9QwEA7HgeCL-Ns9fxDB17Bt0jbNox4ep6IIerDgQ5hkJ7h69Ja97sP-98407eKqcOBj2wTSmTTfl-abGSFe1bWO1qFTMVmtqhAbFaAplYZIs4UwB-IgkP3UnF9U7xf14kicTrEwLKsc1_68pg-r9XhnPlpzvl6t5l807V0InazWw_khB5qbqh2C-BZv9v9ZON9IOdRD5PaKO0wRdIPMK-LlBjlxpdYsia9ZmfhvhPqbgf4ppPwNmc7uijsjpZSv86jviSPs7otbucjk7oH49hHJGQQuqHJ0luw3uzXnE4BOJuj7nYS4y5I4ucml6fFafn5nPihigJIVHsBB6xK6pRwl7nK77uEnPhQXZ2-_np6rsaSCilVjekVb4VCnwgWj29S2wRUETgaNJXMn1Jq5dqGhDQGqBm3URSqSjmBtcskkZx6J4-6qwydCQpMslGm5LJypMNoWiCvGGhNCaOzSzISZzOjjmG-cy15c-klY9sNn43s2vs_Gnwm177XO-TZuaG8nD_mDeeMJEm7o-XJyqKdPis9JoMOr7bUnjlgY4n11OROPs4P3YyG-6miPR29nD1y_b8Dpug-fdKvvQ9puZ1xDZPzkv0f8VNzmK1bAlfUzcdxvtvicKFEfXgxz_hcOsgtS
  priority: 102
  providerName: Elsevier
Title Methylene-bridge tryptophan fatty acylation regulates PI3K-AKT signaling and glucose uptake
URI https://dx.doi.org/10.1016/j.celrep.2022.110509
https://www.ncbi.nlm.nih.gov/pubmed/35294873
https://www.proquest.com/docview/2640325151
https://pubmed.ncbi.nlm.nih.gov/PMC9396916
Volume 38
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV1La9wwEBYhodBLSfrcPoIKvap4JduyDiW0pSFpSemhCws9CEke0cfibL1eiP99Zlb2tmkbQi8GY8lYMyPPJ-mbGcZeFIUM2oARIWopch9K4V05FdIFtBb0OS5sCLIfy5NZ_n5ezHfYWLN1EODqn0s7qic1axcvL372RzjhX_3iagVYtEDZJ6UkXntBEX176Js01TQ4GwB_-jdTjjM6apaSuFwy12M83TUvus5f_Y1H_6RV_uanjvfZnQFg8tfJIg7YDjR32a1UcrK_x76cAaoGXQ2IFKvFu7ZfUnYB1_Douq7nLvSJIMfbVKgeVvzTqfogEA9y4ns4CmHnrqn5QHjn62XnfsB9Njt-9_ntiRgKLIiQl6oTuDD2RcyMV7KKVeVNhq5KgdIB6ghSEvLOpKu8d3kJOsgsZlEGp3U0UUWjHrDd5ryBR4y7Mmo3jXWdGZVD0JVD5BgKiOB8qWs1YWoUow1D9nEqgrGwI83su03CtyR8m4Q_YWLba5myb9zQXo8asgOCSMjAor3c0PP5qFCLE4xOTVwD5-uVRcSYKUSBxXTCHiYFb78F0avBFR-OTl9R_bYBJe---qT59nWTxNsoUyI0f_yfI3zCbtMdseCmxVO227VreIawqPOHm-0EvJ7O3xxurP4SQ-0N9A
linkProvider Scholars Portal
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwtV3db9MwELemIQQvaHyujA8jwaPVxE7i5IEHvqaWbhMSm1SJB-O4ZyhMWdWmQvm7-Ae5i5OKAtIkpL3GtuLc2Xc_x7-7Y-x5mkqnCyiE81qKpHSZKG0WC2kdrhb0Oda1BNmTbHSWvJ-m0x32s4-FIVplZ_uDTW-tdfdk2ElzuJjPhx8lnl3QO2kp2_vDnlk5geYHnttWL8dvUckvpDx8d_pmJLrSAsIlmaoFHgnL1EdFqWTu87wsIjTSCpTG13qQkjBnJG1eljbJQDsZ-chLZ7X2hVeeMjCh3b-G6EOTNRhPX29-7FCCk7gtwEgTFDTDPmSv5ZU5OF8CZcqUkjj4KVEh_-0S_4a8fzI3f3OFh3vsVodh-asgpttsB6o77HqoatncZZ-OAbWP3gxECAfj9bJZUAIDW3Fv67rh1jWBg8eX8IUKiMGKfxiriUDIyYlSYilKnttqxjtOPV8vavsd7rGzKxH0fbZbXVSwz7jNvLaxn82iQiXgdG4RnLoUPNgy0zM1YKoXo3FdgnOqs3FueibbNxOEb0j4Jgh_wMRm1CIk-Likv-41ZLYWqkEfdMnIZ71CDe5hupixFVysVwZBaaQQaKbxgD0ICt7MBQFygYdK_Dq9pfpNB8oPvt1Szb-2ecILVWSI_h_-94yfshuj0-MjczQ-mRywm9RC9Ls4fcR26-UaHiMeq8sn7frn7PNVb7hffpBIdg
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Methylene-bridge+tryptophan+fatty+acylation+regulates+PI3K-AKT+signaling+and+glucose+uptake&rft.jtitle=Cell+reports+%28Cambridge%29&rft.au=Hu%2C+Song-Hua&rft.au=He%2C+Xia-Di&rft.au=Nie%2C+Ji&rft.au=Hou%2C+Jun-Li&rft.date=2022-03-15&rft.issn=2211-1247&rft.eissn=2211-1247&rft.volume=38&rft.issue=11&rft.spage=110509&rft_id=info:doi/10.1016%2Fj.celrep.2022.110509&rft.externalDBID=n%2Fa&rft.externalDocID=10_1016_j_celrep_2022_110509
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=2211-1247&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=2211-1247&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=2211-1247&client=summon