Single electron transfer-based peptide/protein bioconjugations driven by biocompatible energy input

被引:42
作者
Weng, Yue [1 ,2 ]
Song, Chunlan [3 ]
Chiang, Chien-Wei [3 ]
Lei, Aiwen [3 ]
机构
[1] Hubei Univ, Key Lab Synth & Applicat Organ Funct Mol, Minist Of Educ, Wuhan 430062, Hubei, Peoples R China
[2] Hubei Univ, Sch Chem & Chem Engn, Wuhan 430062, Hubei, Peoples R China
[3] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China
基金
中国国家自然科学基金;
关键词
PEPTIDE; SITE; ARYLATION; PROTEINS; CHEMISTRY; TYROSINE; BATCH; TRIFLUOROMETHYLATION; FUNCTIONALIZATION; MACROCYCLIZATION;
D O I
10.1038/s42004-020-00413-x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bioconjugation reactions play a central facilitating role in engendering modified peptides and proteins. Early progress in this area was inhibited by challenges such as the limited range of substrates and the relatively poor biocompatibility of bioconjugation reagents. However, the recent developments in visible-light induced photoredox catalysis and electrochemical catalysis reactions have permitted significant novel reactivities to be developed in the field of synthetic and bioconjugation chemistry. This perspective describes recent advances in the use of biocompatible energy input for the modification of peptides and proteins mainly, via the single electron transfer (SET) process, as well as key future developments in this area.
引用
收藏
页数:11
相关论文
共 79 条
[11]   Selective chemical labeling of proteins [J].
Chen, Xi ;
Wu, Yao-Wen .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (24) :5417-5439
[12]   Histidine-Specific Peptide Modification via Visible-Light-Promoted C-H Alkylation [J].
Chen, Xiaoping ;
Ye, Farong ;
Luo, Xiaosheng ;
Liu, Xueyi ;
Zhao, Jie ;
Wang, Siyao ;
Zhou, Qingqing ;
Chen, Gong ;
Wang, Ping .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (45) :18230-18237
[13]   A chemoselective strategy for late-stage functionalization of complex small molecules with polypeptides and proteins [J].
Cohen, Daniel T. ;
Zhang, Chi ;
Fadzen, Colin M. ;
Mijalis, Alexander J. ;
Hie, Liana ;
Johnson, Kenneth D. ;
Shriver, Zachary ;
Plante, Obadiah ;
Miller, Scott J. ;
Buchwald, Stephen L. ;
Pentelute, Bradley L. .
NATURE CHEMISTRY, 2019, 11 (01) :78-85
[14]   Residue-Specific Peptide Modification: A Chemist's Guide [J].
deGruyter, Justine N. ;
Malins, Lara R. ;
Baran, Phil S. .
BIOCHEMISTRY, 2017, 56 (30) :3863-3873
[15]   Functional Modification of Thioether Groups in Peptides, Polypeptides, and Proteins [J].
Deming, Timothy J. .
BIOCONJUGATE CHEMISTRY, 2017, 28 (03) :691-700
[16]   Selective Photoredox Trifluoromethylation of Tryptophan-Containing Peptides [J].
Ding, Bo ;
Weng, Yue ;
Liu, Yunqing ;
Song, Chunlan ;
Yin, Le ;
Yuan, Jiafan ;
Ren, Yanrui ;
Lei, Aiwen ;
Chiang, Chien-Wei .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (46) :7596-7605
[17]   Development of Oxidative Coupling Strategies for Site-Selective Protein Modification [J].
ElSohly, Adel M. ;
Francis, Matthew B. .
ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (07) :1971-1978
[18]   Chemistry for the analysis of protein-protein interactions: Rapid and efficient cross-linking triggered by long wavelength light [J].
Fancy, DA ;
Kodadek, T .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1999, 96 (11) :6020-6024
[19]   Visible-Light-Induced Specific Desulfurization of Cysteinyl Peptide and Glycopeptide in Aqueous Solution [J].
Gao, Xiao-Fei ;
Du, Jing-Jing ;
Liu, Zheng ;
Guo, Jun .
ORGANIC LETTERS, 2016, 18 (05) :1166-1169
[20]   Diagonal reverse-phase chromatography applications in peptide-centric proteomics: Ahead of catalogue-omics? [J].
Gevaert, K ;
Van Damme, P ;
Martens, L ;
Vandekerckhove, J .
ANALYTICAL BIOCHEMISTRY, 2005, 345 (01) :18-29