Rational Design and Development of Near-Infrared-Emitting Firefly Luciferins Available In Vivo

Shine on: A new rational design strategy for near‐infrared‐emitting firefly luciferins that are available in vivo has been developed using intramolecular bioluminescence resonance energy transfer (BRET). The emission wavelength could be freely tuned by the choice of BRET acceptor, and NIR biolumines...

Full description

Saved in:
Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 52; no. 4; pp. 1175 - 1179
Main Authors Kojima, Ryosuke, Takakura, Hideo, Ozawa, Takeaki, Tada, Yukio, Nagano, Tetsuo, Urano, Yasuteru
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 21.01.2013
WILEY‐VCH Verlag
Subjects
Online AccessGet full text

Cover

Loading…
Abstract Shine on: A new rational design strategy for near‐infrared‐emitting firefly luciferins that are available in vivo has been developed using intramolecular bioluminescence resonance energy transfer (BRET). The emission wavelength could be freely tuned by the choice of BRET acceptor, and NIR bioluminescence could be detected in living cells and mice without the need for luciferase manipulation.
AbstractList Shine on: A new rational design strategy for near‐infrared‐emitting firefly luciferins that are available in vivo has been developed using intramolecular bioluminescence resonance energy transfer (BRET). The emission wavelength could be freely tuned by the choice of BRET acceptor, and NIR bioluminescence could be detected in living cells and mice without the need for luciferase manipulation.
Author Nagano, Tetsuo
Kojima, Ryosuke
Tada, Yukio
Ozawa, Takeaki
Takakura, Hideo
Urano, Yasuteru
Author_xml – sequence: 1
  givenname: Ryosuke
  surname: Kojima
  fullname: Kojima, Ryosuke
  organization: Graduate School of Pharmaceutical Sciences, The University of Tokyo
– sequence: 2
  givenname: Hideo
  surname: Takakura
  fullname: Takakura, Hideo
  organization: Graduate School of Science, The University of Tokyo (Japan)
– sequence: 3
  givenname: Takeaki
  surname: Ozawa
  fullname: Ozawa, Takeaki
  organization: Graduate School of Science, The University of Tokyo (Japan)
– sequence: 4
  givenname: Yukio
  surname: Tada
  fullname: Tada, Yukio
  organization: Open Innovation Center for Drug Discovery, The University of Tokyo (Japan)
– sequence: 5
  givenname: Tetsuo
  surname: Nagano
  fullname: Nagano, Tetsuo
  email: tlong@mol.f.u-tokyo.ac.jp
  organization: Graduate School of Pharmaceutical Sciences, The University of Tokyo
– sequence: 6
  givenname: Yasuteru
  surname: Urano
  fullname: Urano, Yasuteru
  email: uranokun@m.u-tokyo.ac.jp
  organization: Graduate School of Medicine, The University of Tokyo, 7-3-1, Hongo, Bunkyo-ku, Tokyo (Japan)
BackLink https://www.ncbi.nlm.nih.gov/pubmed/23212783$$D View this record in MEDLINE/PubMed
BookMark eNqFkDtv2zAUhYkiRfNo146Fxi5y-BBFajRSxzEiuECQNiN7RV8FbCnKJWW33rL0j_aXRIFTo1ume4bvfMA9p-Qo9AEJec_ohFHKzyE4nHDKOJVMslfkhEnOcqGUOBpzIUSutGTH5DSl7yOvNS3fkGMuOONKixPy7QYG1wfw2SdM7j5kEFZj3KLv1x2GIevbbIkQ80VoI0Rc5bPODYML99mli9j6XVZvrGsxupCy6Rach8Zjtgh_H_58ddv-LXndgk_47vmekS-Xs9uLq7z-PF9cTOvcFrpiuRS01CCVVryiymIhdVEyDY1FW1nRsKICrlSjQQPnqmhbXWHb6KZkJTArxRn5uPeuY_9zg2kwnUsWvYeA_SaZ8V8hNeNCj-hkj9rYpzQ-YdbRdRB3hlHztKp5WtUcVh0LH57dm6bD1QH_N-MIVHvgl_O4e0FnpsvF7H95vu-6NODvQxfiD1MqoaS5W85NdXd7za_ntanFI8dnlSY
CitedBy_id crossref_primary_10_1016_j_ejmech_2020_113111
crossref_primary_10_1039_C7OB01985H
crossref_primary_10_1021_acs_analchem_9b04562
crossref_primary_10_1021_acsnano_6b03412
crossref_primary_10_1021_ja505795s
crossref_primary_10_1016_j_ymeth_2013_09_005
crossref_primary_10_3390_ijms24010677
crossref_primary_10_1021_acs_analchem_9b03877
crossref_primary_10_1038_nmeth_2839
crossref_primary_10_1021_acs_analchem_6b03510
crossref_primary_10_1039_D1CS00798J
crossref_primary_10_1002_chem_201704349
crossref_primary_10_1038_ncomms11856
crossref_primary_10_2217_fvl_14_96
crossref_primary_10_3390_molecules26061618
crossref_primary_10_1016_j_trac_2020_116129
crossref_primary_10_1016_j_trac_2019_04_011
crossref_primary_10_1111_php_12654
crossref_primary_10_1016_j_bios_2016_04_067
crossref_primary_10_1021_acs_jpcb_6b12616
crossref_primary_10_1021_acschemneuro_7b00111
crossref_primary_10_1002_open_201600067
crossref_primary_10_1186_s12964_024_01548_3
crossref_primary_10_3390_ijms22010303
crossref_primary_10_1021_cb500078u
crossref_primary_10_1021_nn507382n
crossref_primary_10_1039_C4CC05831C
crossref_primary_10_1039_C3MD00288H
crossref_primary_10_1021_acs_chemrev_1c01047
crossref_primary_10_1016_j_cbpa_2014_07_003
crossref_primary_10_1016_j_tet_2013_09_018
crossref_primary_10_1246_cl_170361
crossref_primary_10_1021_acs_bioconjchem_8b00149
crossref_primary_10_1021_ja511014w
crossref_primary_10_1246_bcsj_20180350
crossref_primary_10_3390_ijms22041848
crossref_primary_10_1002_cbic_201900149
crossref_primary_10_1016_j_trac_2023_117326
crossref_primary_10_1021_acs_bioconjchem_8b00188
crossref_primary_10_1021_acschembio_7b00964
crossref_primary_10_3390_ijms232416074
crossref_primary_10_1016_j_tet_2013_03_050
crossref_primary_10_3390_ijms25137338
crossref_primary_10_1002_ange_201507530
crossref_primary_10_1039_C7CP04815G
crossref_primary_10_1007_s11426_018_9277_6
crossref_primary_10_1016_j_cplett_2013_11_023
crossref_primary_10_1002_chem_201503944
crossref_primary_10_1039_D0MA00273A
crossref_primary_10_1039_C7CC00999B
crossref_primary_10_1002_bio_3902
crossref_primary_10_1016_j_copbio_2017_04_001
crossref_primary_10_1002_anie_201706969
crossref_primary_10_1002_chem_201800416
crossref_primary_10_1186_s12915_020_00815_2
crossref_primary_10_1039_C9RA07011G
crossref_primary_10_1021_acs_analchem_4c00008
crossref_primary_10_1021_ct500681m
crossref_primary_10_1016_j_ccr_2022_214507
crossref_primary_10_1039_C6NP00067C
crossref_primary_10_1021_acs_jpcb_5b03827
crossref_primary_10_1002_anie_201507530
crossref_primary_10_1039_C4CC06886F
crossref_primary_10_3390_bios9010042
crossref_primary_10_1021_jacs_6b11737
crossref_primary_10_1021_acs_analchem_8b00682
crossref_primary_10_1038_s41467_017_02542_9
crossref_primary_10_1039_c4pp00250d
crossref_primary_10_1016_j_tetlet_2018_01_078
crossref_primary_10_1002_cbic_201700542
crossref_primary_10_1002_ange_201706969
crossref_primary_10_1002_cbic_201600564
crossref_primary_10_1016_j_dyepig_2019_107627
crossref_primary_10_1002_asia_201700385
crossref_primary_10_1016_j_tet_2017_11_051
crossref_primary_10_1016_j_jphotochemrev_2022_100537
crossref_primary_10_1016_j_trechm_2019_03_002
crossref_primary_10_2116_analsci_31_293
Cites_doi 10.1002/anie.201105653
10.1002/ange.200701931
10.1093/protein/gzi066
10.1016/S0969-2126(96)00033-0
10.1016/j.ab.2005.07.015
10.1021/nl301291g
10.1126/science.1168683
10.1246/bcsj.65.2604
10.1016/j.copbio.2009.01.007
10.1016/j.tibtech.2004.03.011
10.1021/ja210375e
10.1016/j.chembiol.2011.09.019
10.1002/pro.279
10.1002/cbic.201000115
10.1002/asia.201000873
10.1117/1.2032388
10.1073/pnas.0908594106
10.1016/0008-6215(90)80142-P
10.1016/j.ab.2006.10.043
10.1002/asia.201000219
10.1038/86684
10.1016/j.bbrc.2008.04.159
10.1021/bc100256d
10.1073/pnas.1012864107
10.1021/ja104525m
10.1038/nature04542
10.1016/j.ab.2009.09.009
10.1038/nbt1188
10.1021/bi800505u
10.1073/pnas.0909141107
10.1016/S0006-2952(99)00096-9
10.1002/ange.201105653
10.1021/ja101378g
10.1002/anie.200701931
10.1021/ja101766r
10.1016/j.chembiol.2010.07.011
ContentType Journal Article
Copyright Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
Copyright_xml – notice: Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
DBID BSCLL
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
7X8
DOI 10.1002/anie.201205151
DatabaseName Istex
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
CrossRef
MEDLINE - Academic
DatabaseTitle MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
CrossRef
MEDLINE - Academic
DatabaseTitleList
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 Chemistry
EISSN 1521-3773
EndPage 1179
ExternalDocumentID 10_1002_anie_201205151
23212783
ANIE201205151
ark_67375_WNG_9WTK2KGL_L
Genre shortCommunication
Research Support, Non-U.S. Gov't
Journal Article
GrantInformation_xml – fundername: Ministry of Education, Culture, Sports, Science and Technology of Japan
  funderid: 20117003; 23249004
– fundername: JSPS
  funderid: 22000006
– fundername: Japan Science and Technology Agency
GroupedDBID ---
-DZ
-~X
.3N
.GA
.Y3
05W
0R~
10A
1L6
1OB
1OC
1ZS
23M
31~
33P
3SF
3WU
4.4
4ZD
50Y
50Z
51W
51X
52M
52N
52O
52P
52S
52T
52U
52W
52X
53G
5GY
5RE
5VS
66C
6TJ
702
7PT
8-0
8-1
8-3
8-4
8-5
8UM
930
A03
AAESR
AAEVG
AAHHS
AANLZ
AAONW
AASGY
AAXRX
AAZKR
ABCQN
ABCUV
ABEML
ABIJN
ABLJU
ABPPZ
ABPVW
ACAHQ
ACBWZ
ACCFJ
ACCZN
ACFBH
ACGFS
ACIWK
ACNCT
ACPOU
ACPRK
ACSCC
ACXBN
ACXQS
ADBBV
ADEOM
ADIZJ
ADKYN
ADMGS
ADOZA
ADXAS
ADZMN
ADZOD
AEEZP
AEIGN
AEIMD
AEQDE
AEUQT
AEUYR
AFBPY
AFFNX
AFFPM
AFGKR
AFPWT
AFRAH
AFZJQ
AHBTC
AHMBA
AITYG
AIURR
AIWBW
AJBDE
AJXKR
ALAGY
ALMA_UNASSIGNED_HOLDINGS
ALUQN
AMBMR
AMYDB
ATUGU
AUFTA
AZBYB
AZFZN
AZVAB
B-7
BAFTC
BDRZF
BFHJK
BHBCM
BMNLL
BMXJE
BNHUX
BROTX
BRXPI
BSCLL
BTSUX
BY8
CS3
D-E
D-F
D0L
DCZOG
DPXWK
DR1
DR2
DRFUL
DRSTM
EBS
EJD
F00
F01
F04
F5P
G-S
G.N
GNP
GODZA
H.T
H.X
HBH
HGLYW
HHY
HHZ
HZ~
IX1
J0M
JPC
KQQ
LATKE
LAW
LC2
LC3
LEEKS
LH4
LITHE
LOXES
LP6
LP7
LUTES
LW6
LYRES
M53
MEWTI
MK4
MRFUL
MRSTM
MSFUL
MSSTM
MXFUL
MXSTM
N04
N05
N9A
NF~
NNB
O66
O9-
OIG
P2P
P2W
P2X
P4D
PQQKQ
Q.N
Q11
QB0
QRW
R.K
RNS
ROL
RWI
RX1
RYL
SUPJJ
TN5
UB1
UPT
V2E
VQA
W8V
W99
WBFHL
WBKPD
WH7
WIB
WIH
WIK
WJL
WOHZO
WQJ
WRC
WXSBR
WYISQ
XG1
XPP
XSW
XV2
YZZ
ZZTAW
~IA
~KM
~WT
AETEA
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
7X8
ID FETCH-LOGICAL-c4891-53068a57872907ce4584618abcec9c3b149a277b8a8a2274ff89efb8b616a1c53
IEDL.DBID DR2
ISSN 1433-7851
IngestDate Fri Oct 25 08:25:15 EDT 2024
Thu Sep 26 19:01:52 EDT 2024
Sat Sep 28 07:57:06 EDT 2024
Sat Aug 24 01:09:00 EDT 2024
Wed Oct 30 09:57:21 EDT 2024
IsDoiOpenAccess false
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 4
Language English
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-c4891-53068a57872907ce4584618abcec9c3b149a277b8a8a2274ff89efb8b616a1c53
Notes ArticleID:ANIE201205151
Ministry of Education, Culture, Sports, Science and Technology of Japan - No. 20117003; No. 23249004
ark:/67375/WNG-9WTK2KGL-L
JSPS - No. 22000006
This work was supported in part by a Grant-in-Aid for JSPS Fellows (to R.K.), by a Grant-in Aid for Specially Promoted Research (22000006, to T.N.), by a Basic Research Program from the Japan Science and Technology Agency (to Y.U.), and by research grants from the Ministry of Education, Culture, Sports, Science and Technology of Japan (20117003 and 23249004, to Y.U.). We thank Dr. Yoshihiro Hayakawa (The University of Tokyo) for providing Colon26-luc2 cells, and Ms. Naomi Misawa for helping us to construct the luciferase expression vectors.
Japan Science and Technology Agency
istex:C3D86C4B70FA6C8A04310A920EB32D6BAE86E6AA
This work was supported in part by a Grant‐in‐Aid for JSPS Fellows (to R.K.), by a Grant‐in Aid for Specially Promoted Research (22000006, to T.N.), by a Basic Research Program from the Japan Science and Technology Agency (to Y.U.), and by research grants from the Ministry of Education, Culture, Sports, Science and Technology of Japan (20117003 and 23249004, to Y.U.). We thank Dr. Yoshihiro Hayakawa (The University of Tokyo) for providing Colon26‐luc2 cells, and Ms. Naomi Misawa for helping us to construct the luciferase expression vectors.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
OpenAccessLink https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/anie.201205151
PMID 23212783
PQID 1273581238
PQPubID 23479
PageCount 5
ParticipantIDs proquest_miscellaneous_1273581238
crossref_primary_10_1002_anie_201205151
pubmed_primary_23212783
wiley_primary_10_1002_anie_201205151_ANIE201205151
istex_primary_ark_67375_WNG_9WTK2KGL_L
PublicationCentury 2000
PublicationDate January 21, 2013
PublicationDateYYYYMMDD 2013-01-21
PublicationDate_xml – month: 01
  year: 2013
  text: January 21, 2013
  day: 21
PublicationDecade 2010
PublicationPlace Weinheim
PublicationPlace_xml – name: Weinheim
– name: Germany
PublicationTitle Angewandte Chemie International Edition
PublicationTitleAlternate Angew. Chem. Int. Ed
PublicationYear 2013
Publisher WILEY-VCH Verlag
WILEY‐VCH Verlag
Publisher_xml – name: WILEY-VCH Verlag
– name: WILEY‐VCH Verlag
References H. Yao, M. K. So, J. Rao, Angew. Chem. 2007, 119, 7161
Y. Toya, M. Takagi, T. Kondo, H. Nakata, M. Isobe, T. Goto, Bull. Chem. Soc. Jpn. 1992, 65, 2604
M. Kindermann, H. Roschitzki-Voser, D. Caglic, U. Repnik, C. Miniejew, P. R. Mittl, G. Kosec, M. G. Grutter, B. Turk, K. U. Wendt, Chem. Biol. 2010, 17, 999
K. R. Harwood, D. M. Mofford, G. R. Reddy, S. C. Miller, Chem. Biol. 2011, 18, 1649.
H. Takakura, K. Sasakura, T. Ueno, Y. Urano, T. Terai, K. Hanaoka, T. Tsuboi, T. Nagano, Chem. Asian J. 2010, 5, 2053
Y. Koide, Y. Urano, K. Hanaoka, W. Piao, M. Kusakabe, N. Saito, T. Terai, T. Okabe, T. Nagano, J. Am. Chem. Soc. 2012, 134, 5029.
H. Zhao, T. C. Doyle, O. Coquoz, F. Kalish, B. W. Rice, C. H. Contag, J. Biomed. Opt. 2005, 10, 041210
B. R. Branchini, T. L. Southworth, N. F. Khattak, E. Michelini, A. Roda, Anal. Biochem. 2005, 345, 140
Angew. Chem. Int. Ed. 2007, 46, 7031.
H. Takakura, R. Kojima, Y. Urano, T. Terai, K. Hanaoka, T. Nagano, Chem. Asian J. 2011, 6, 1800.
G. R. Reddy, W. C. Thompson, S. C. Miller, J. Am. Chem. Soc. 2010, 132, 13586.
G. C. Van de Bittner, E. A. Dubikovskaya, C. R. Bertozzi, C. J. Chang, Proc. Natl. Acad. Sci. USA 2010, 107, 21316
L. H. Naylor, Biochem. Pharmacol. 1999, 58, 749.
B. R. Branchini, D. M. Ablamsky, M. H. Murtiashaw, L. Uzasci, H. Fraga, T. L. Southworth, Anal. Biochem. 2007, 361, 253.
R. Amess, N. Baggett, P. R. Darby, A. R. Goode, E. E. Vickers, Carbohydr. Res. 1990, 205, 225
T. Nakatsu, S. Ichiyama, J. Hiratake, A. Saldanha, N. Kobashi, K. Sakata, H. Kato, Nature 2006, 440, 372.
R. Weissleder, Nat. Biotechnol. 2001, 19, 316.
X. Li, Y. Nakajima, K. Niwa, V. R. Viviani, Y. Ohmiya, Protein Sci. 2010, 19, 26
R. S. Dothager, K. Flentie, B. Moss, M. H. Pan, A. Kesarwala, D. Piwnica-Worms, Curr. Opin. Biotechnol. 2009, 20, 45
N. R. Conley, A. Dragulescu-Andrasi, J. Rao, W. E. Moerner, Angew. Chem. 2012, 124, 3406
R. Alam, D. M. Fontaine, B. R. Branchini, M. M. Maye, Nano Lett. 2012, 12, 3251.
X. Shu, A. Royant, M. Z. Lin, T. A. Aguilera, V. Lev-Ram, P. A. Steinbach, R. Y. Tsien, Science 2009, 324, 804.
C. Wu, K. Mino, H. Akimoto, M. Kawabata, K. Nakamura, M. Ozaki, Y. Ohmiya, Proc. Natl. Acad. Sci. USA 2009, 106, 15599.
J. S. Rush, K. E. Beatty, C. R. Bertozzi, ChemBioChem 2010, 11, 2096
Angew. Chem. Int. Ed. 2012, 51, 3350
A. Roda, P. Pasini, M. Mirasoli, E. Michelini, M. Guardigli, Trends Biotechnol. 2004, 22, 295
A. S. Cohen, E. A. Dubikovskaya, J. S. Rush, C. R. Bertozzi, J. Am. Chem. Soc. 2010, 132, 8563
E. Shapiro, C. Lu, F. Baneyx, Protein Eng. Des. Sel. 2005, 18, 581
B. R. Branchini, D. M. Ablamsky, A. L. Davis, T. L. Southworth, B. Butler, F. Fan, A. P. Jathoul, M. A. Pule, Anal. Biochem. 2010, 396, 290
N. Ma, A. F. Marshall, J. H. Rao, J. Am. Chem. Soc. 2010, 132, 6884.
M. K. So, C. J. Xu, A. M. Loening, S. S. Gambhir, J. H. Rao, Nat. Biotechnol. 2006, 24, 339
E. Conti, N. P. Franks, P. Brick, Structure 1996, 4, 287.
D. S. Auld, S. Lovell, N. Thorne, W. A. Lea, D. J. Maloney, M. Shen, G. Rai, K. P. Battaile, C. J. Thomas, A. Simeonov, R. P. Hanzlik, J. Inglese, Proc. Natl. Acad. Sci. USA 2010, 107, 4878.
C. C. Woodroofe, J. W. Shultz, M. G. Wood, J. Osterman, J. J. Cali, W. J. Daily, P. L. Meisenheimer, D. H. Klaubert, Biochemistry 2008, 47, 10383
B. R. Branchini, D. M. Ablamsky, J. C. Rosenberg, Bioconjugate Chem. 2010, 21, 2023.
Y. Xing, M. K. So, A. L. Koh, R. Sinclair, J. Rao, Biochem. Biophys. Res. Commun. 2008, 372, 388
2004; 22
2010; 11
1990; 205
2009; 20
2010; 107
2010; 19
2010
2010; 17
2007; 361
2012; 12
2011; 6
2011; 18
2010; 21
2012; 134
2006; 24
2005; 345
1999; 58
2001; 19
2010; 396
2010; 132
2008; 47
2006; 440
2005; 10
2012 2012; 124 51
2007 2007; 119 46
1996; 4
1992; 65
2010; 5
2005; 18
2008; 372
2009; 324
2009; 106
e_1_2_2_3_2
e_1_2_2_24_2
e_1_2_2_4_2
e_1_2_2_23_2
e_1_2_2_5_2
e_1_2_2_22_2
e_1_2_2_6_2
e_1_2_2_21_2
e_1_2_2_20_2
e_1_2_2_1_2
e_1_2_2_2_2
e_1_2_2_40_2
e_1_2_2_41_2
e_1_2_2_29_2
e_1_2_2_6_3
e_1_2_2_7_2
e_1_2_2_8_2
e_1_2_2_28_2
e_1_2_2_27_2
e_1_2_2_26_2
e_1_2_2_9_2
e_1_2_2_25_2
e_1_2_2_13_2
e_1_2_2_36_2
e_1_2_2_12_2
e_1_2_2_37_2
e_1_2_2_11_2
e_1_2_2_38_2
e_1_2_2_10_2
e_1_2_2_39_2
e_1_2_2_19_2
e_1_2_2_30_2
e_1_2_2_18_2
e_1_2_2_30_3
e_1_2_2_31_2
e_1_2_2_17_2
e_1_2_2_32_2
e_1_2_2_16_2
e_1_2_2_33_2
e_1_2_2_15_2
e_1_2_2_34_2
e_1_2_2_14_2
e_1_2_2_35_2
References_xml – volume: 12
  start-page: 3251
  year: 2012
  publication-title: Nano Lett.
– volume: 119 46
  start-page: 7161 7031
  year: 2007 2007
  publication-title: Angew. Chem. Angew. Chem. Int. Ed.
– volume: 205
  start-page: 225
  year: 1990
  publication-title: Carbohydr. Res.
– volume: 20
  start-page: 45
  year: 2009
  publication-title: Curr. Opin. Biotechnol.
– volume: 58
  start-page: 749
  year: 1999
  publication-title: Biochem. Pharmacol.
– volume: 47
  start-page: 10383
  year: 2008
  publication-title: Biochemistry
– volume: 19
  start-page: 316
  year: 2001
  publication-title: Nat. Biotechnol.
– volume: 324
  start-page: 804
  year: 2009
  publication-title: Science
– volume: 134
  start-page: 5029
  year: 2012
  publication-title: J. Am. Chem. Soc.
– volume: 5
  start-page: 2053
  year: 2010
  publication-title: Chem. Asian J.
– volume: 4
  start-page: 287
  year: 1996
  publication-title: Structure
– volume: 107
  start-page: 4878
  year: 2010
  publication-title: Proc. Natl. Acad. Sci. USA
– volume: 22
  start-page: 295
  year: 2004
  publication-title: Trends Biotechnol.
– volume: 107
  start-page: 21316
  year: 2010
  publication-title: Proc. Natl. Acad. Sci. USA
– volume: 132
  start-page: 13586
  year: 2010
  publication-title: J. Am. Chem. Soc.
– volume: 10
  start-page: 041210
  year: 2005
  publication-title: J. Biomed. Opt.
– year: 2010
– volume: 21
  start-page: 2023
  year: 2010
  publication-title: Bioconjugate Chem.
– volume: 18
  start-page: 1649
  year: 2011
  publication-title: Chem. Biol.
– volume: 18
  start-page: 581
  year: 2005
  publication-title: Protein Eng. Des. Sel.
– volume: 11
  start-page: 2096
  year: 2010
  publication-title: ChemBioChem
– volume: 19
  start-page: 26
  year: 2010
  publication-title: Protein Sci.
– volume: 65
  start-page: 2604
  year: 1992
  publication-title: Bull. Chem. Soc. Jpn.
– volume: 132
  start-page: 8563
  year: 2010
  publication-title: J. Am. Chem. Soc.
– volume: 440
  start-page: 372
  year: 2006
  publication-title: Nature
– volume: 361
  start-page: 253
  year: 2007
  publication-title: Anal. Biochem.
– volume: 17
  start-page: 999
  year: 2010
  publication-title: Chem. Biol.
– volume: 132
  start-page: 6884
  year: 2010
  publication-title: J. Am. Chem. Soc.
– volume: 372
  start-page: 388
  year: 2008
  publication-title: Biochem. Biophys. Res. Commun.
– volume: 124 51
  start-page: 3406 3350
  year: 2012 2012
  publication-title: Angew. Chem. Angew. Chem. Int. Ed.
– volume: 6
  start-page: 1800
  year: 2011
  publication-title: Chem. Asian J.
– volume: 106
  start-page: 15599
  year: 2009
  publication-title: Proc. Natl. Acad. Sci. USA
– volume: 396
  start-page: 290
  year: 2010
  publication-title: Anal. Biochem.
– volume: 24
  start-page: 339
  year: 2006
  publication-title: Nat. Biotechnol.
– volume: 345
  start-page: 140
  year: 2005
  publication-title: Anal. Biochem.
– ident: e_1_2_2_6_3
  doi: 10.1002/anie.201105653
– ident: e_1_2_2_30_2
  doi: 10.1002/ange.200701931
– ident: e_1_2_2_12_2
  doi: 10.1093/protein/gzi066
– ident: e_1_2_2_37_2
  doi: 10.1016/S0969-2126(96)00033-0
– ident: e_1_2_2_13_2
  doi: 10.1016/j.ab.2005.07.015
– ident: e_1_2_2_21_2
  doi: 10.1021/nl301291g
– ident: e_1_2_2_22_2
  doi: 10.1126/science.1168683
– ident: e_1_2_2_33_2
– ident: e_1_2_2_5_2
– ident: e_1_2_2_17_2
– ident: e_1_2_2_26_2
  doi: 10.1246/bcsj.65.2604
– ident: e_1_2_2_2_2
  doi: 10.1016/j.copbio.2009.01.007
– ident: e_1_2_2_9_2
– ident: e_1_2_2_3_2
  doi: 10.1016/j.tibtech.2004.03.011
– ident: e_1_2_2_40_2
  doi: 10.1021/ja210375e
– ident: e_1_2_2_41_2
  doi: 10.1016/j.chembiol.2011.09.019
– ident: e_1_2_2_11_2
  doi: 10.1002/pro.279
– ident: e_1_2_2_29_2
  doi: 10.1002/cbic.201000115
– ident: e_1_2_2_32_2
  doi: 10.1002/asia.201000873
– ident: e_1_2_2_7_2
  doi: 10.1117/1.2032388
– ident: e_1_2_2_16_2
  doi: 10.1073/pnas.0908594106
– ident: e_1_2_2_27_2
  doi: 10.1016/0008-6215(90)80142-P
– ident: e_1_2_2_1_2
– ident: e_1_2_2_14_2
  doi: 10.1016/j.ab.2006.10.043
– ident: e_1_2_2_34_2
  doi: 10.1002/asia.201000219
– ident: e_1_2_2_8_2
  doi: 10.1038/86684
– ident: e_1_2_2_18_2
  doi: 10.1016/j.bbrc.2008.04.159
– ident: e_1_2_2_15_2
  doi: 10.1021/bc100256d
– ident: e_1_2_2_24_2
  doi: 10.1073/pnas.1012864107
– ident: e_1_2_2_36_2
  doi: 10.1021/ja104525m
– ident: e_1_2_2_39_2
  doi: 10.1038/nature04542
– ident: e_1_2_2_10_2
  doi: 10.1016/j.ab.2009.09.009
– ident: e_1_2_2_19_2
  doi: 10.1038/nbt1188
– ident: e_1_2_2_31_2
– ident: e_1_2_2_35_2
  doi: 10.1021/bi800505u
– ident: e_1_2_2_38_2
  doi: 10.1073/pnas.0909141107
– ident: e_1_2_2_4_2
  doi: 10.1016/S0006-2952(99)00096-9
– ident: e_1_2_2_6_2
  doi: 10.1002/ange.201105653
– ident: e_1_2_2_23_2
– ident: e_1_2_2_20_2
  doi: 10.1021/ja101378g
– ident: e_1_2_2_30_3
  doi: 10.1002/anie.200701931
– ident: e_1_2_2_25_2
  doi: 10.1021/ja101766r
– ident: e_1_2_2_28_2
  doi: 10.1016/j.chembiol.2010.07.011
SSID ssj0028806
Score 2.4318554
Snippet Shine on: A new rational design strategy for near‐infrared‐emitting firefly luciferins that are available in vivo has been developed using intramolecular...
SourceID proquest
crossref
pubmed
wiley
istex
SourceType Aggregation Database
Index Database
Publisher
StartPage 1175
SubjectTerms Animals
Binding Sites
bioluminescence
Boron Compounds - chemistry
Carbocyanines - chemistry
Cell Line, Tumor
Fireflies - enzymology
Firefly Luciferin - chemistry
Firefly Luciferin - metabolism
Fluorescence Resonance Energy Transfer
Fluorescent Dyes - chemistry
HEK293 Cells
Humans
imaging agents
Luciferases, Firefly - chemistry
Luciferases, Firefly - metabolism
luciferin
Mice
Mice, Nude
Molecular Docking Simulation
near-infrared emission
Protein Structure, Tertiary
Quantum Dots
Research Design
Software
Spectroscopy, Near-Infrared
structure-activity relationships
Transplantation, Heterologous
Transplantation, Homologous
Title Rational Design and Development of Near-Infrared-Emitting Firefly Luciferins Available In Vivo
URI https://api.istex.fr/ark:/67375/WNG-9WTK2KGL-L/fulltext.pdf
https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.201205151
https://www.ncbi.nlm.nih.gov/pubmed/23212783
https://search.proquest.com/docview/1273581238
Volume 52
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LT9wwEB5V9NBe-qCv0IdcqWpPhrW9yTrHFezClu0eEBRulu3Y0gqarfaBKCcu3Psb-SX1OJvAVpUqtbdEiqNkHvaM_c03AB98IR0XIqVZyznaDksezW0uqBPOSSdlYSKZzpdRtnfU_nySntyp4q_4IZoNN_SMOF-jg2sz27olDcUKbIRmcexSgvkPEx3EdO0cNPxRPBhnVV4kBMUu9DVrY4tvrQ5fWZXuo4Av_hRyrkawcQnqPwZdf3yFPDndXMzNpr38jdfxf_7uCTxaxqekWxnUU7jnynV4sF23hXsGxcFy-5DsRPAH0WVB7kCPyMSTUXCfm6ufg9JPEd8eLnvfxhFgTfphivVnP8hwYRFUMy5npHuux2dYwUUG5c3V9dfx-eQ5HPV7h9t7dNmqgdq2zBlNQ-YhNXo_D9m2dXj6mjGpjXU2t8KEPEzzTsdILTUPibD3MnfeSJOxTDObihewVk5K9woIctL5IswNhUYuG6ZFYW3Lt7XNWyH3ShP4VKtKfa8YOVTFvcwVSk01UkvgY9Rk85ieniKOrZOq49Guyo8P9_n-7lANE3hfq1oFaeKRiS7dZDFTLER3aYiBhEzgZWUDzdtCLMqwT0kCPGryL1-juqNBr7nb-JdBr-Ehj904GOXsDazNpwv3NsREc_Mu2v0vGmgEGw
link.rule.ids 315,783,787,1378,27938,27939,46308,46732
linkProvider Wiley-Blackwell
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3Pb9MwFLbQdhgXYPwMMDASgpO32m5S51ht7Vra5TB1jJvlOLZUbaSoayfgtAv3_Y37S_ae0wSKkJDglkhJ5Lzn9_ye_b3vEfLWF8oJKWOWtJxjbVjyWGpTyZx0TjmlijyQ6RxlyeCk_eFTXKMJsRam4odoNtzQMoK_RgPHDem9n6yhWIKN2CyBbUogAdoEm5fYxODguGGQEjA9qwIjKRn2oa95G1tib_39tXVpE0X89U9B53oMGxah_n2S18OvsCdnu8tFvmu__8bs-F__94DcW4WotFvNqW1yx5UPydZ-3RnuESmOVzuI9CDgP6gpC_oL-ojOPM3Agm6uroelnyPEHS57n6cBY0374GX9-Tc6XlrE1UzLC9q9NNNzLOKiw_Lm6sfH6eXsMTnp9yb7A7bq1sBsW6WcxZB8KIMOQEDCbR0ewCZcmdw6m1qZQypmRKeTK6OMgFzYe5U6n6s84YnhNpZPyEY5K90zQpGWzhfgHgqDdDbcyMLalm8bm7Yg_Yoj8r7Wlf5SkXLoin5ZaJSabqQWkXdBlc1jZn6GULZOrE-zQ52eTkZidDjW44i8qXWtQZp4amJKN1teaA4BXgxhkFQReVpNguZrEI5ybFUSERFU-ZfR6G427DV3z__lpddkazA5ggEPs9ELcleE5hycCf6SbCzmS7cDIdIifxWM4BZUfAg1
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3db9MwED-hTQJeGJ8jfBoJwZO32E5S57Fa2620RGja2N4sx7GlaiOdunYaPO2Fd_7G_SX4kiasCAkJ3hIptpw7n31n_-53AG9dIS0XIqZJaC2N_JZHU5MKaoW10kpZ5BWZzscs2TuMPhzHxzey-Gt-iPbADS2jWq_RwM8Kt_2LNBQzsBGaxbFKiY9_1qNEhAjq6u23BFLcz846v0gIimXoG9rGkG-vtl_ZltZRwpd_8jlXXdhqDxpsgG5GX0NPTrYW83zLfPuN2PF_fu8-3Fs6qKRbz6gHcMuWD-HOTlMX7hEU-8vzQ9Kr0B9ElwW5gT0iU0cybz_XVz-GpZshwN0_9r9MKoQ1Gfg11p1-JeOFQVTNpDwn3Qs9OcUULjIsr6--f55cTB_D4aB_sLNHl7UaqIlkymjsQw-p0fy5D7eNxevXhEmdG2tSI3IfiGne6eRSS819JOycTK3LZZ6wRDMTiyewVk5L-xQIktK5wi8OhUYyG6ZFYUzoIm3S0AdfcQDvG1Wps5qSQ9Xky1yh1FQrtQDeVZpsP9OzEwSydWJ1lO2q9OhgxEe7YzUO4E2jauWliXcmurTTxbli3r2LvRMkZACb9Rxoe_POKMNCJQHwSpN_GY3qZsN--_bsXxq9htufegM1Hmaj53CXV5U5GOXsBazNZwv70vtH8_xVZQI_ATSEBuQ
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=Rational+Design+and+Development+of+Near%E2%80%90Infrared%E2%80%90Emitting+Firefly+Luciferins+Available+In%E2%80%85Vivo&rft.jtitle=Angewandte+Chemie+International+Edition&rft.au=Kojima%2C+Ryosuke&rft.au=Takakura%2C+Hideo&rft.au=Ozawa%2C+Takeaki&rft.au=Tada%2C+Yukio&rft.date=2013-01-21&rft.issn=1433-7851&rft.eissn=1521-3773&rft.volume=52&rft.issue=4&rft.spage=1175&rft.epage=1179&rft_id=info:doi/10.1002%2Fanie.201205151&rft.externalDBID=n%2Fa&rft.externalDocID=10_1002_anie_201205151
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1433-7851&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1433-7851&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1433-7851&client=summon