Butelase 1: A Versatile Ligase for Peptide and Protein Macrocyclization

Macrocyclization is a valuable tool for drug design and protein engineering. Although various methods have been developed to prepare macrocycles, a general and efficient strategy is needed. Here we report a highly efficient method using butelase 1 to macrocyclize peptides and proteins ranging in siz...

Full description

Saved in:
Bibliographic Details
Published inJournal of the American Chemical Society Vol. 137; no. 49; pp. 15398 - 15401
Main Authors Nguyen, Giang K. T, Kam, Antony, Loo, Shining, Jansson, Anna E, Pan, Lucy X, Tam, James P
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 16.12.2015
Amer Chemical Soc
Subjects
Online AccessGet full text

Cover

Loading…
Abstract Macrocyclization is a valuable tool for drug design and protein engineering. Although various methods have been developed to prepare macrocycles, a general and efficient strategy is needed. Here we report a highly efficient method using butelase 1 to macrocyclize peptides and proteins ranging in sizes from 26 to >200 residues. We achieved cyclizations that are 20,000 times faster than sortase A, the most widely used ligase for protein cyclization. The reactions completed within minutes with up to 95% yields.
AbstractList Macrocyclization is a valuable tool for drug design and protein engineering. Although various methods have been developed to prepare macrocycles, a general and efficient strategy is needed. Here we report a highly efficient method using butelase 1 to macrocyclize peptides and proteins ranging in sizes from 26 to >200 residues. We achieved cyclizations that are 20,000 times faster than sortase A, the most widely used ligase for protein cyclization. The reactions completed within minutes with up to 95% yields.
Macrocydization is a valuable tool for drug design and protein engineering. Although various methods have been developed to prepare macrocydes, a general and efficient strategy is needed. Here we report a highly efficient method using butelase 1 to macrocyclize peptides and proteins ranging in sizes from 26 to >200 residues. We achieved cyclizations that are 20,000 times faster than sortase A, the most widely used ligase for protein cyclization. The reactions completed within minutes with up to 95% yields.
Author Tam, James P
Kam, Antony
Jansson, Anna E
Nguyen, Giang K. T
Pan, Lucy X
Loo, Shining
AuthorAffiliation School of Biological Sciences
Nanyang Technological University
AuthorAffiliation_xml – name: School of Biological Sciences
– name: Nanyang Technological University
Author_xml – sequence: 1
  givenname: Giang K. T
  surname: Nguyen
  fullname: Nguyen, Giang K. T
– sequence: 2
  givenname: Antony
  surname: Kam
  fullname: Kam, Antony
– sequence: 3
  givenname: Shining
  surname: Loo
  fullname: Loo, Shining
– sequence: 4
  givenname: Anna E
  surname: Jansson
  fullname: Jansson, Anna E
– sequence: 5
  givenname: Lucy X
  surname: Pan
  fullname: Pan, Lucy X
– sequence: 6
  givenname: James P
  surname: Tam
  fullname: Tam, James P
  email: jptam@ntu.edu.sg
BackLink https://www.ncbi.nlm.nih.gov/pubmed/26633100$$D View this record in MEDLINE/PubMed
BookMark eNqNkUFv1DAQhS1URLeFG2eUI1JJ8dixk3Arq1KQtqIH4Go58QR5lbUX2xFqf30dNuWAQOVke_S9N_J7J-TIeYeEvAR6DpTB263u47noAChUT8gKBKOlACaPyIpSysq6kfyYnMS4zc-KNfCMHDMpOQdKV-Tq_ZRw1BELeFdcFN8wRJ3siMXGfp-ngw_FDe6TNVhoZ4qb4BNaV1zrPvj-th_tXea9e06eDnqM-GI5T8nXD5df1h_LzeerT-uLTal5K1KJNQekwgCnTDNsjdR1hcBQUGNq2QBjTALqpjI170QPckAh2k4aQYdGtPyUvD747oP_MWFMamdjj-OoHfopKpY_yYVshXwUhbpq21ZywTP6akGnbodG7YPd6XCrHnLKQHMAfmLnh9hbdD3-xuadUjZ1VecbyLVNvzJZ-8mlLD37f2mm2YHO8cYYcFD94paCtqMCqubW1dy6WlrPojd_iB7s_4EvwczDrZ-Cy439Hb0HnSi2Zw
CitedBy_id crossref_primary_10_1038_s41598_020_69452_7
crossref_primary_10_1038_s41589_023_01495_z
crossref_primary_10_1007_s10295_020_02289_1
crossref_primary_10_1016_j_cbpa_2017_01_017
crossref_primary_10_1002_psc_3657
crossref_primary_10_1007_s10989_021_10320_x
crossref_primary_10_1039_D2BM01237E
crossref_primary_10_1002_cbic_201900033
crossref_primary_10_1038_nprot_2016_118
crossref_primary_10_3390_ijms22041634
crossref_primary_10_1002_med_21792
crossref_primary_10_1016_j_cclet_2018_05_006
crossref_primary_10_3389_fchem_2020_00447
crossref_primary_10_1021_acschembio_8b00050
crossref_primary_10_1002_ange_201607188
crossref_primary_10_1002_anie_202212247
crossref_primary_10_1038_s41467_020_15418_2
crossref_primary_10_1021_acs_bioconjchem_3c00122
crossref_primary_10_1002_anie_201601564
crossref_primary_10_1021_acs_bioconjchem_8b00131
crossref_primary_10_3390_catal11010033
crossref_primary_10_1021_acs_bioconjchem_9b00236
crossref_primary_10_5059_yukigoseikyokaishi_77_1106
crossref_primary_10_1016_j_bbrc_2017_03_016
crossref_primary_10_1111_nph_14511
crossref_primary_10_1021_acscatal_4c04145
crossref_primary_10_1002_anie_202116672
crossref_primary_10_1074_jbc_M117_817031
crossref_primary_10_1016_j_nbt_2020_05_004
crossref_primary_10_5059_yukigoseikyokaishi_76_45
crossref_primary_10_1021_jacs_9b12002
crossref_primary_10_1002_ange_201703317
crossref_primary_10_1002_2211_5463_13692
crossref_primary_10_1021_acsmacrolett_8b00668
crossref_primary_10_1111_ppl_14131
crossref_primary_10_1093_nsr_nwad304
crossref_primary_10_1002_2211_5463_13575
crossref_primary_10_1016_j_cclet_2018_05_024
crossref_primary_10_1039_D2CS00909A
crossref_primary_10_1021_acs_chemrev_8b00657
crossref_primary_10_1021_acs_bioconjchem_6b00538
crossref_primary_10_1128_AEM_01239_17
crossref_primary_10_1021_jacs_1c03079
crossref_primary_10_1016_j_ijbiomac_2024_130443
crossref_primary_10_1038_s42004_024_01173_8
crossref_primary_10_1039_D0CB00075B
crossref_primary_10_1039_D4FD00002A
crossref_primary_10_1055_s_0043_1775459
crossref_primary_10_1016_j_jbc_2023_102997
crossref_primary_10_1021_jacsau_3c00591
crossref_primary_10_1016_j_matt_2019_11_011
crossref_primary_10_1021_acs_bioconjchem_1c00452
crossref_primary_10_1021_acs_jafc_1c01755
crossref_primary_10_3390_ijms23010458
crossref_primary_10_3390_molecules26102874
crossref_primary_10_1186_s12934_024_02598_5
crossref_primary_10_1093_plcell_koac281
crossref_primary_10_1021_jacs_8b07334
crossref_primary_10_1021_acschembio_3c00728
crossref_primary_10_1016_j_ab_2017_06_003
crossref_primary_10_1039_D1CB00246E
crossref_primary_10_1021_acs_bioconjchem_8b00244
crossref_primary_10_1038_s41570_023_00468_z
crossref_primary_10_3389_fchem_2021_768854
crossref_primary_10_1039_D1QO00892G
crossref_primary_10_1016_j_ddtec_2017_11_007
crossref_primary_10_1021_acs_bioconjchem_3c00037
crossref_primary_10_1002_ange_202212247
crossref_primary_10_1016_j_cbpa_2016_08_029
crossref_primary_10_3389_fmicb_2023_1110360
crossref_primary_10_1111_tpj_14293
crossref_primary_10_3389_fpls_2019_00602
crossref_primary_10_1021_jacs_2c13628
crossref_primary_10_1002_ange_202116672
crossref_primary_10_1016_j_jpba_2024_116488
crossref_primary_10_1016_j_ijbiomac_2024_133933
crossref_primary_10_1002_anie_201703317
crossref_primary_10_1021_acs_biochem_9b00263
crossref_primary_10_1007_s11426_017_9155_2
crossref_primary_10_1002_cbic_202100071
crossref_primary_10_1016_j_copbio_2017_10_006
crossref_primary_10_1007_s41745_018_0085_1
crossref_primary_10_1021_jacs_8b08250
crossref_primary_10_1002_cbic_202100111
crossref_primary_10_1021_acs_orglett_9b00378
crossref_primary_10_1007_s12257_019_0363_4
crossref_primary_10_1002_chem_202402272
crossref_primary_10_1021_acscatal_0c02078
crossref_primary_10_1096_fasebj_2019_33_1_supplement_783_4
crossref_primary_10_1038_s41467_017_00862_4
crossref_primary_10_1038_s41557_019_0281_2
crossref_primary_10_1002_anie_201607188
crossref_primary_10_1021_acs_bioconjchem_1c00551
crossref_primary_10_1039_C7CC06550G
crossref_primary_10_1039_D1OB00411E
crossref_primary_10_1017_S0033583517000051
crossref_primary_10_1002_ange_201601564
crossref_primary_10_1071_CH16589
crossref_primary_10_1039_C6CC04210D
crossref_primary_10_1002_1873_3468_12640
crossref_primary_10_1016_j_ejmech_2024_117038
crossref_primary_10_1021_acs_joc_9b02524
crossref_primary_10_1021_jacs_1c02638
crossref_primary_10_1021_jacs_7b13237
crossref_primary_10_1021_acs_biochem_8b00114
crossref_primary_10_3390_life12091438
crossref_primary_10_1038_s41467_018_04669_9
crossref_primary_10_1021_jacs_6b12637
crossref_primary_10_3389_fpls_2022_899740
crossref_primary_10_3390_molecules26123521
crossref_primary_10_1042_BST20200001
crossref_primary_10_1021_acs_orglett_5c01007
crossref_primary_10_1021_acs_orglett_9b00151
crossref_primary_10_1016_j_bmcl_2017_03_035
crossref_primary_10_1039_D1OB00608H
crossref_primary_10_1111_febs_13720
crossref_primary_10_1016_j_biotechadv_2020_107651
crossref_primary_10_1016_j_biochi_2022_04_001
crossref_primary_10_1016_j_cclet_2021_06_011
crossref_primary_10_1016_j_biotechadv_2022_107908
crossref_primary_10_1016_j_sbi_2016_05_021
crossref_primary_10_1021_jacs_6b05413
crossref_primary_10_1111_nph_18841
crossref_primary_10_1039_C7SC00789B
crossref_primary_10_1002_asia_201801807
crossref_primary_10_1073_pnas_1818568116
crossref_primary_10_1021_acs_jafc_4c04749
crossref_primary_10_1016_j_enzmictec_2022_109990
crossref_primary_10_1016_j_ab_2020_113700
crossref_primary_10_3389_fchem_2019_00829
crossref_primary_10_1021_acscentsci_7b00104
crossref_primary_10_1042_BST20200908
crossref_primary_10_3389_fpls_2019_00645
crossref_primary_10_1021_jacs_7b13017
Cites_doi 10.1002/anie.200503882
10.1074/jbc.M112.437947
10.1016/S0014-5793(99)01220-X
10.1002/anie.201200984
10.1096/fj.11-182212
10.1021/ja9621105
10.1074/jbc.M111.338970
10.1073/pnas.1016863108
10.1038/nrd2590
10.1007/s00018-009-0122-3
10.1006/meth.2001.1187
10.1002/anie.201506810
10.1002/anie.201209219
10.1074/jbc.M111.229922
10.1016/j.toxicon.2010.12.003
10.1021/jm3015298
10.1126/science.7973629
10.1039/C5CC07227A
10.1016/j.febslet.2014.10.020
10.1016/j.chembiol.2014.10.015
10.1073/pnas.96.24.13638
10.1074/jbc.R114.552653
10.1074/jbc.M901752200
10.1073/pnas.1101046108
10.1016/j.ab.2003.10.023
10.1038/nchembio.1586
10.1039/C2NP20085F
10.1021/ja8092168
10.1006/jmbi.1999.3383
10.1016/j.addr.2009.05.003
10.1039/c2np20085f
10.1039/c5cc07227a
10.1038/NCHEMBIO.1586
ContentType Journal Article
Copyright Copyright © 2015 American Chemical Society
Copyright_xml – notice: Copyright © 2015 American Chemical Society
DBID AAYXX
CITATION
17B
1KM
BLEPL
DTL
EGQ
GVOUP
CGR
CUY
CVF
ECM
EIF
NPM
7X8
7S9
L.6
DOI 10.1021/jacs.5b11014
DatabaseName CrossRef
Web of Knowledge
Index Chemicus
Web of Science Core Collection
Science Citation Index Expanded
Web of Science Primary (SCIE, SSCI & AHCI)
Web of Science - Science Citation Index Expanded - 2015
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
MEDLINE - Academic
AGRICOLA
AGRICOLA - Academic
DatabaseTitle CrossRef
Web of Science
MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
MEDLINE - Academic
AGRICOLA
AGRICOLA - Academic
DatabaseTitleList MEDLINE - Academic
MEDLINE
Web of Science
AGRICOLA

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: 1KM
  name: Index Chemicus
  url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC
  sourceTypes:
    Enrichment Source
    Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1520-5126
EndPage 15401
ExternalDocumentID 26633100
000366874700016
10_1021_jacs_5b11014
b085846626
Genre Research Support, Non-U.S. Gov't
Journal Article
GrantInformation_xml – fundername: Singapore National Research Foundation; National Research Foundation, Singapore
  grantid: NRF-CRP8-2011-05
GroupedDBID -
.K2
02
53G
55A
5GY
5RE
5VS
7~N
85S
AABXI
ABFLS
ABMVS
ABPPZ
ABPTK
ABUCX
ABUFD
ACGFS
ACJ
ACNCT
ACS
AEESW
AENEX
AETEA
AFEFF
ALMA_UNASSIGNED_HOLDINGS
AQSVZ
BAANH
BKOMP
CS3
DU5
DZ
EBS
ED
ED~
EJD
ET
F5P
GNL
IH9
JG
JG~
K2
LG6
P2P
ROL
RXW
TAE
TAF
TN5
UHB
UI2
UKR
UPT
VF5
VG9
VQA
W1F
WH7
X
XFK
YZZ
ZHY
---
-DZ
-ET
-~X
.DC
4.4
AAHBH
AAYXX
ABBLG
ABJNI
ABLBI
ABQRX
ACBEA
ACGFO
ADHLV
AGXLV
AHDLI
AHGAQ
CITATION
CUPRZ
GGK
IH2
XSW
YQT
ZCA
~02
17B
1KM
AAYWT
BLEPL
DTL
GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED
GROUPED_WOS_WEB_OF_SCIENCE
CGR
CUY
CVF
ECM
EIF
NPM
7X8
7S9
L.6
ID FETCH-LOGICAL-a395t-e731e05d1302a2e9d6a74e12e50dd768122261ea84d73b5c16fe559b6d50f8593
IEDL.DBID ACS
ISICitedReferencesCount 143
ISICitedReferencesURI https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000366874700016
ISSN 0002-7863
1520-5126
IngestDate Mon Jul 21 10:55:57 EDT 2025
Fri Jul 11 10:57:29 EDT 2025
Mon Jul 21 06:01:13 EDT 2025
Wed Aug 06 08:40:15 EDT 2025
Fri Aug 29 16:00:43 EDT 2025
Thu Apr 24 23:04:32 EDT 2025
Tue Jul 01 04:33:21 EDT 2025
Thu Aug 27 13:41:56 EDT 2020
IsDoiOpenAccess false
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 49
Keywords CYCLOTIDES
IMPROVE
BIOSYNTHESIS
LIGATION
SORTASE
BACKBONE
PRECURSORS
CYCLIC-PEPTIDES
CYCLIZATION
FAMILY
Language English
LinkModel DirectLink
LogoURL https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg
MergedId FETCHMERGED-LOGICAL-a395t-e731e05d1302a2e9d6a74e12e50dd768122261ea84d73b5c16fe559b6d50f8593
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ORCID 0000-0003-2155-6887
0000-0003-4433-198X
OpenAccessLink https://dr.ntu.edu.sg/bitstream/10356/81713/1/Butelase%201%20A%20Versatile%20Ligase%20for%20Peptide%20and%20Protein%20Macrocyclization.pdf
PMID 26633100
PQID 1749996353
PQPubID 23479
PageCount 4
ParticipantIDs acs_journals_10_1021_jacs_5b11014
webofscience_primary_000366874700016
pubmed_primary_26633100
crossref_citationtrail_10_1021_jacs_5b11014
proquest_miscellaneous_1749996353
webofscience_primary_000366874700016CitationCount
proquest_miscellaneous_2000356956
crossref_primary_10_1021_jacs_5b11014
ProviderPackageCode JG~
55A
AABXI
GNL
VF5
7~N
ACJ
VG9
W1F
ACS
AEESW
AFEFF
.K2
ABMVS
ABUCX
IH9
BAANH
AQSVZ
ED~
UI2
CITATION
AAYXX
PublicationCentury 2000
PublicationDate 20151216
2015-12-16
2015-Dec-16
PublicationDateYYYYMMDD 2015-12-16
PublicationDate_xml – month: 12
  year: 2015
  text: 20151216
  day: 16
PublicationDecade 2010
PublicationPlace WASHINGTON
PublicationPlace_xml – name: WASHINGTON
– name: United States
PublicationTitle Journal of the American Chemical Society
PublicationTitleAbbrev J AM CHEM SOC
PublicationTitleAlternate J. Am. Chem. Soc
PublicationYear 2015
Publisher American Chemical Society
Amer Chemical Soc
Publisher_xml – name: American Chemical Society
– name: Amer Chemical Soc
References ref9/cit9
ref6/cit6
ref3/cit3
ref27/cit27
ref18/cit18
ref11/cit11
ref25/cit25
ref16/cit16
ref29/cit29
ref23/cit23
ref14/cit14
ref8/cit8
ref5/cit5
ref2/cit2
ref28/cit28
ref20/cit20
ref17/cit17
ref10/cit10
ref26/cit26
ref19/cit19
ref21/cit21
ref12/cit12
ref15/cit15
ref22/cit22
ref13/cit13
ref4/cit4
ref30/cit30
ref1/cit1
ref24/cit24
ref7/cit7
Kimura, RH (WOS:000235246600027) 2006; 45
Luo, H (WOS:000346509200005) 2014; 21
Clark, RJ (WOS:000301689900003) 2012; 59
Chen, I (WOS:000292635200027) 2011; 108
Cao, Y (WOS:000366954800021) 2015; 51
Giang, KTN (WOS:000292294900069) 2011; 286
Zhou, HB (WOS:000315182100041) 2013; 56
Wong, CTT (WOS:000304814000016) 2012; 51
Daly, NL (WOS:000271137600004) 2009; 61
Xu, MQ (WOS:000169576900008) 2001; 24
Stanger, K (WOS:000345291800030) 2014; 588
Popp, MW (WOS:000287580400022) 2011; 108
Bolscher, JGM (WOS:000293337800015) 2011; 25
Nguyen, GKT (WOS:000306373000058) 2012; 287
Scott, CP (WOS:000083872900011) 1999; 96
Nguyen, GKT (WOS:000341126800009) 2014; 10
Berrade, L (WOS:000271809100007) 2009; 66
Nguyen, G. K. (000366874700016.19) 2015
Kruger, RG (WOS:000188975300006) 2004; 326
Jagadish, K (WOS:000316340700008) 2013; 52
Craik, DJ (WOS:000084596800023) 1999; 294
Iwai, H (WOS:000083127600004) 1999; 459
Wood, DW (WOS:000337248100010) 2014; 289
Lee, J (WOS:000264792200040) 2009; 131
Zhang, LS (WOS:A1997WM81400004) 1997; 119
DAWSON, PE (WOS:A1994PP75300031) 1994; 266
Driggers, EM (WOS:000257268200015) 2008; 7
Barber, CJS (WOS:000318555100009) 2013; 288
Arnison, PG (WOS:000312074400003) 2013; 30
Antos, JM (WOS:000266501000068) 2009; 284
References_xml – ident: ref26/cit26
  doi: 10.1002/anie.200503882
– ident: ref11/cit11
  doi: 10.1074/jbc.M112.437947
– ident: ref30/cit30
  doi: 10.1016/S0014-5793(99)01220-X
– ident: ref1/cit1
  doi: 10.1002/anie.201200984
– ident: ref7/cit7
  doi: 10.1096/fj.11-182212
– ident: ref10/cit10
  doi: 10.1021/ja9621105
– ident: ref21/cit21
  doi: 10.1074/jbc.M111.338970
– ident: ref6/cit6
  doi: 10.1073/pnas.1016863108
– ident: ref3/cit3
  doi: 10.1038/nrd2590
– ident: ref16/cit16
  doi: 10.1007/s00018-009-0122-3
– ident: ref14/cit14
  doi: 10.1006/meth.2001.1187
– ident: ref28/cit28
  doi: 10.1002/anie.201506810
– ident: ref27/cit27
  doi: 10.1002/anie.201209219
– ident: ref18/cit18
  doi: 10.1074/jbc.M111.229922
– ident: ref2/cit2
  doi: 10.1016/j.toxicon.2010.12.003
– ident: ref4/cit4
  doi: 10.1021/jm3015298
– ident: ref9/cit9
  doi: 10.1126/science.7973629
– ident: ref19/cit19
  doi: 10.1039/C5CC07227A
– ident: ref25/cit25
  doi: 10.1016/j.febslet.2014.10.020
– ident: ref13/cit13
  doi: 10.1016/j.chembiol.2014.10.015
– ident: ref29/cit29
  doi: 10.1073/pnas.96.24.13638
– ident: ref15/cit15
  doi: 10.1074/jbc.R114.552653
– ident: ref8/cit8
  doi: 10.1074/jbc.M901752200
– ident: ref24/cit24
  doi: 10.1073/pnas.1101046108
– ident: ref23/cit23
  doi: 10.1016/j.ab.2003.10.023
– ident: ref17/cit17
  doi: 10.1038/nchembio.1586
– ident: ref5/cit5
  doi: 10.1039/C2NP20085F
– ident: ref12/cit12
  doi: 10.1021/ja8092168
– ident: ref20/cit20
  doi: 10.1006/jmbi.1999.3383
– ident: ref22/cit22
  doi: 10.1016/j.addr.2009.05.003
– volume: 25
  start-page: 2650
  year: 2011
  ident: WOS:000293337800015
  article-title: Sortase A as a tool for high-yield histatin cyclization
  publication-title: FASEB JOURNAL
  doi: 10.1096/fj.11-182212
– volume: 30
  start-page: 108
  year: 2013
  ident: WOS:000312074400003
  article-title: Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature
  publication-title: NATURAL PRODUCT REPORTS
  doi: 10.1039/c2np20085f
– volume: 45
  start-page: 973
  year: 2006
  ident: WOS:000235246600027
  article-title: Biosynthesis of the cyclotide Kalata B1 by using protein splicing
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.200503882
– volume: 326
  start-page: 42
  year: 2004
  ident: WOS:000188975300006
  article-title: Development of a high-performance liquid chromatography assay and revision of kinetic parameters for the Staphylococcus aureus sortase transpeptidase SrtA
  publication-title: ANALYTICAL BIOCHEMISTRY
  doi: 10.1016/j.ab.2003.10.023
– volume: 289
  start-page: 14512
  year: 2014
  ident: WOS:000337248100010
  article-title: Intein Applications: From Protein Purification and Labeling to Metabolic Control Methods
  publication-title: JOURNAL OF BIOLOGICAL CHEMISTRY
  doi: 10.1074/jbc.R114.552653
– volume: 284
  start-page: 16028
  year: 2009
  ident: WOS:000266501000068
  article-title: A Straight Path to Circular Proteins
  publication-title: JOURNAL OF BIOLOGICAL CHEMISTRY
  doi: 10.1074/jbc.M901752200
– volume: 96
  start-page: 13638
  year: 1999
  ident: WOS:000083872900011
  article-title: Production of cyclic peptides and proteins in vivo
  publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
– volume: 131
  start-page: 2122
  year: 2009
  ident: WOS:000264792200040
  article-title: Using Marine Natural Products to Discover a Protease that Catalyzes Peptide Macrocyclization of Diverse Substrates
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja8092168
– volume: 51
  start-page: 5620
  year: 2012
  ident: WOS:000304814000016
  article-title: Orally Active Peptidic Bradykinin B-1 Receptor Antagonists Engineered from a Cyclotide Scaffold for Inflammatory Pain Treatment
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201200984
– volume: 266
  start-page: 776
  year: 1994
  ident: WOS:A1994PP75300031
  article-title: SYNTHESIS OF PROTEINS BY NATIVE CHEMICAL LIGATION
  publication-title: SCIENCE
– volume: 66
  start-page: 3909
  year: 2009
  ident: WOS:000271809100007
  article-title: Expressed protein ligation: a resourceful tool to study protein structure and function
  publication-title: CELLULAR AND MOLECULAR LIFE SCIENCES
  doi: 10.1007/s00018-009-0122-3
– volume: 52
  start-page: 3126
  year: 2013
  ident: WOS:000316340700008
  article-title: Expression of Fluorescent Cyclotides using Protein Trans-Splicing for Easy Monitoring of Cyclotide-Protein Interactions
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201209219
– volume: 119
  start-page: 2363
  year: 1997
  ident: WOS:A1997WM81400004
  article-title: Synthesis and application of unprotected cyclic peptides as building blocks for peptide dendrimers
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
– volume: 108
  start-page: 11399
  year: 2011
  ident: WOS:000292635200027
  article-title: A general strategy for the evolution of bond-forming enzymes using yeast display
  publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
  doi: 10.1073/pnas.1101046108
– start-page: 6810
  year: 2015
  ident: 000366874700016.19
  publication-title: Angew. Chem., Int. Ed.
– volume: 294
  start-page: 1327
  year: 1999
  ident: WOS:000084596800023
  article-title: Plant cyclotides: A unique family of cyclic and knotted proteins that defines the cyclic cystine knot structural motif
  publication-title: JOURNAL OF MOLECULAR BIOLOGY
– volume: 459
  start-page: 166
  year: 1999
  ident: WOS:000083127600004
  article-title: Circular beta-lactamase: stability enhancement by cyclizing the backbone
  publication-title: FEBS LETTERS
– volume: 51
  start-page: 17289
  year: 2015
  ident: WOS:000366954800021
  article-title: Butelase-mediated synthesis of protein thioesters and its application for tandem chemoenzymatic ligation
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/c5cc07227a
– volume: 588
  start-page: 4487
  year: 2014
  ident: WOS:000345291800030
  article-title: Backbone cyclization of a recombinant cystine-knot peptide by engineered Sortase A
  publication-title: FEBS LETTERS
  doi: 10.1016/j.febslet.2014.10.020
– volume: 108
  start-page: 3169
  year: 2011
  ident: WOS:000287580400022
  article-title: Sortase-catalyzed transformations that improve the properties of cytokines
  publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
  doi: 10.1073/pnas.1016863108
– volume: 21
  start-page: 1610
  year: 2014
  ident: WOS:000346509200005
  article-title: Peptide Macrocyclization Catalyzed by a Prolyl Oligopeptidase Involved in alpha-Amanitin Biosynthesis
  publication-title: CHEMISTRY & BIOLOGY
  doi: 10.1016/j.chembiol.2014.10.015
– volume: 7
  start-page: 608
  year: 2008
  ident: WOS:000257268200015
  article-title: The exploration of macrocycles for drug discovery - an underexploited structural class
  publication-title: NATURE REVIEWS DRUG DISCOVERY
  doi: 10.1038/nrd2590
– volume: 56
  start-page: 1113
  year: 2013
  ident: WOS:000315182100041
  article-title: Structure-Based Design of High-Affinity Macrocyclic Peptidomimetics to Block the Menin-Mixed Lineage Leukemia 1 (MLL1) Protein-Protein Interaction
  publication-title: JOURNAL OF MEDICINAL CHEMISTRY
  doi: 10.1021/jm3015298
– volume: 59
  start-page: 446
  year: 2012
  ident: WOS:000301689900003
  article-title: Cyclization of conotoxins to improve their biopharmaceutical properties
  publication-title: TOXICON
  doi: 10.1016/j.toxicon.2010.12.003
– volume: 288
  start-page: 12500
  year: 2013
  ident: WOS:000318555100009
  article-title: The Two-step Biosynthesis of Cyclic Peptides from Linear Precursors in a Member of the Plant Family Caryophyllaceae Involves Cyclization by a Serine Protease-like Enzyme
  publication-title: JOURNAL OF BIOLOGICAL CHEMISTRY
  doi: 10.1074/jbc.M112.437947
– volume: 61
  start-page: 918
  year: 2009
  ident: WOS:000271137600004
  article-title: Discovery, structure and biological activities of cyclotides
  publication-title: ADVANCED DRUG DELIVERY REVIEWS
  doi: 10.1016/j.addr.2009.05.003
– volume: 24
  start-page: 257
  year: 2001
  ident: WOS:000169576900008
  article-title: Intein-mediated ligation and cyclization of expressed proteins
  publication-title: METHODS
– volume: 286
  start-page: 24275
  year: 2011
  ident: WOS:000292294900069
  article-title: Discovery and Characterization of Novel Cyclotides Originated from Chimeric Precursors Consisting of Albumin-1 Chain a and Cyclotide Domains in the Fabaceae Family
  publication-title: JOURNAL OF BIOLOGICAL CHEMISTRY
  doi: 10.1074/jbc.M111.229922
– volume: 287
  start-page: 17598
  year: 2012
  ident: WOS:000306373000058
  article-title: Novel Cyclotides and Uncyclotides with Highly Shortened Precursors from Chassalia chartacea and Effects of Methionine Oxidation on Bioactivities
  publication-title: JOURNAL OF BIOLOGICAL CHEMISTRY
  doi: 10.1074/jbc.M111.338970
– volume: 10
  start-page: 732
  year: 2014
  ident: WOS:000341126800009
  article-title: Butelase 1 is an Asx-specific ligase enabling peptide macrocyclization and synthesis
  publication-title: NATURE CHEMICAL BIOLOGY
  doi: 10.1038/NCHEMBIO.1586
SSID ssj0004281
Score 2.5358
Snippet Macrocyclization is a valuable tool for drug design and protein engineering. Although various methods have been developed to prepare macrocycles, a general and...
Macrocydization is a valuable tool for drug design and protein engineering. Although various methods have been developed to prepare macrocydes, a general and...
Source Web of Science
SourceID proquest
pubmed
webofscience
crossref
acs
SourceType Aggregation Database
Index Database
Enrichment Source
Publisher
StartPage 15398
SubjectTerms Amino Acid Sequence
Animals
Chemistry
Chemistry, Multidisciplinary
Cyclization
drugs
Humans
Ligases - chemistry
Ligases - metabolism
Models, Molecular
Molecular Sequence Data
Peptide Synthases - chemistry
Peptide Synthases - genetics
Peptide Synthases - metabolism
peptides
Peptides - chemistry
Peptides - metabolism
Physical Sciences
Plant Proteins - chemistry
Plant Proteins - genetics
Plant Proteins - metabolism
protein engineering
proteins
Proteins - chemistry
Proteins - metabolism
Rats
Science & Technology
sortase A
Title Butelase 1: A Versatile Ligase for Peptide and Protein Macrocyclization
URI http://dx.doi.org/10.1021/jacs.5b11014
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000366874700016
https://www.ncbi.nlm.nih.gov/pubmed/26633100
https://www.proquest.com/docview/1749996353
https://www.proquest.com/docview/2000356956
Volume 137
WOS 000366874700016
WOSCitedRecordID wos000366874700016
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1Lb9RADLagHOBCeZNC0VQqJ5RVZiYzSXorqz6EKKoElXpbzcOpKlYpYrMH-PW1s8mWtqzaa-Io8YxH_hzbnwG289LWupZV6r2OaU4uOnVOxjSaOne1ChSycO_w0Td7eJJ_OTWnVwWyNzP4ivmBwmxkvOShsg_hkbJ0fhkCjb9f9T-qUg4wtyit7gvcbz7NDijMrjugW6jyvw6oczb763AwtOwsakx-juatH4W_txkc79DjGTzt8abYXRjIc3iAzQt4PB7GvL2Eg8_zFglCo5A7Ylfw_zParCmKr-dnfJVArTjm0peIwjVRHDOxw3kjjhzpF_6Ead_I-QpO9vd-jA_TfrpC6nRl2hQLLTEzkTOXTmEVrStylApNFmPBtGSEzCS6Mo-F9iZIWyOFH95Gk9XMkvYa1pqLBt-CMBJVlWWosiISvHJeli6WQRlfKemqLIEtUn7Sn47ZpEt8Kwo8-Gq_JAl8GrZlEnp6cp6SMV0h_XEp_WtBy7FCbmvY4QmtKydDXIMXc_qGoov1tNGrZVSXaLUUQibwZmEey7cRsNGcHElg-197Wd7vmH7IVvOig9UJyPuIjXvNmZCg3bjHsr2DJwThDBfYSPse1trfc9wkmNT6D90ZuQS6OgfX
linkProvider American Chemical Society
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV3db9MwED_BeBgvfDPCpyeNJ5QptmMn4a1UjAJtNYlN2ltkxw6aqLJpTR_gr-fOdTsYVOqrc0l89kX3u5zvdwAHealb2fIqtVa6NEcXnRrDXepUm5tWNBiyUO3wZKpHp_mXM3UWi9WpFgYnMccnzUMS_5pdgGiCcFBZTr1lb8MdxCGCDHow_HZdBilKvkK7RallPOd-827yQ838bz_0D7j8rx8KPufoPkzXsw1HTX4cLnp72Py6QeS4tToP4F5En2ywNJeHcMt3j2B3uGr69hg-fVj0HgG1Z_w9GzD6m4ZbN_NsfP6dRhHismM6COM8M51jx0TzcN6xiUE1m5_NLJZ1PoHTo48nw1Eaey2kRlaqT30huc-UozymEb5y2hS558KrzLmCSMoQp3FvytwV0qqG69ZjMGK1U1lLnGlPYae76PwzYIp7UWWZF1nhEGwZy0vjykYoWwluqiyBfVS-jt_KvA5pcIFhCI3GJUng3Wp36iaSlVPPjNkG6bdr6cslSccGuf3VRte4rpQaMZ2_WOAcihD5SSU3y4iQdtUYUCawt7SS9dsQ5khKlSRw8KfZrK8H3h9dYuwWQHYCfBuxYdSc6An651ss2xvYHZ1MxvX48_TrC7iL4E7R0RuuX8JOf7XwrxBA9fZ1-Gx-A-e_EDg
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV1Lb9QwEB6VIgEX3tDwdKVyQqliO3YSbsvCUqCtVkCl3iI7dlDVVVqx2QP8ema8zgKFlcrVniQePzTfZMbfAOzkpW5ly6vUWunSHE10agx3qVNtblrRoMtCd4cPDvXeUf7hWB1vAB_uwuAg5vimeQji06k-d21kGCCqIOxQllN92StwlSJ2tKlH48-_rkKKkg-Ityi1jLnuF58mW9TM_7RFfwHMf9qiYHcmt-DTasQh3eR0d9Hb3ebHBTLH_1LpNtyMKJSNltvmDmz47i5cHw_F3-7Bu9eL3iOw9oy_YiNGf9VwCWee7Z98pVaEumxKCTHOM9M5NiW6h5OOHRhUtfnezOL1zvtwNHn7ZbyXxpoLqZGV6lNfSO4z5SieaYSvnDZF7rnwKnOuILIyxGvcmzJ3hbSq4br16JRY7VTWEnfaA9jszjq_BUxxL6os8yIrHIIuY3lpXNkIZSvBTZUlsI3K1_HMzOsQDhfojlBrnJIEXg4rVDeRtJxqZ8zWSL9YSZ8vyTrWyG0Pi13jvFKIxHT-bIFjKIIHKJVcLyNC-FWjY5nAw-VOWX0N4Y6kkEkCO79vnVV_4P_RJfpwAWwnwC8jNo6aE01B_-gS0_Ycrk3fTOr994cfH8MNxHiKMnC4fgKb_beFf4o4qrfPwsn5Cd4IErs
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=Butelase+1%3A+A+Versatile+Ligase+for+Peptide+and+Protein+Macrocyclization&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.au=Nguyen%2C+Giang+K+T&rft.au=Kam%2C+Antony&rft.au=Loo%2C+Shining&rft.au=Jansson%2C+Anna+E&rft.date=2015-12-16&rft.eissn=1520-5126&rft.volume=137&rft.issue=49&rft.spage=15398&rft_id=info:doi/10.1021%2Fjacs.5b11014&rft_id=info%3Apmid%2F26633100&rft.externalDocID=26633100
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0002-7863&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0002-7863&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0002-7863&client=summon