Water-soluble and UV traceable isatoic anhydride-based reagents for bioconjugation

被引：10

作者：

Fessler, Adam ^{[1
]}

Garmon, Corey ^{[1
]}

Heavey, Thomas ^{[1
]}

Fowler, Anthony ^{[1
]}

Ogle, Craig ^{[1
]}

机构：

[1] Univ North Carolina Charlotte, Dept Chem, 9201 Univ City Blvd, Charlotte, NC 28223 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 45期

基金：

美国国家科学基金会;

关键词：

CYCLOADDITION; ACYLATION;

D O I：

10.1039/c7ob02377d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Isatoic anhydride is elaborated to water soluble bioconjugation reagents that gives functionality and water solubility in one self-cleaning step. This new platform offers high atom economy with carbon dioxide being the only byproduct, and is shown to very quickly and efficiently label proteins in bicarbonate buffered solutions.

引用

页码：9599 / 9602

页数：4

共 17 条

[1]

Barre A., 2017, SYNTHESIS-STUTTGART, P472

[2] Protein Chemical Modification on Endogenous Amino Acids [J].

Basle, Emmanuel ;

Joubert, Nicolas ;

Pucheault, Mathieu .

CHEMISTRY & BIOLOGY, 2010, 17 (03) :213-227

[3] Selective lysine modification of native peptides via aza-Michael addition [J].

Chen, Hongli ;

Huang, Rong ;

Li, Zhihong ;

Zhu, Wei ;

Chen, Jiakang ;

Zhan, Yuexiong ;

Jiang, Biao .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (35) :7339-7345

[4] Accurate SHAPE-directed RNA structure determination [J].

Deigan, Katherine E. ;

Li, Tian W. ;

Mathews, David H. ;

Weeks, Kevin M. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2009, 106 (01) :97-102

[5]

Gupta A. K., 2004, Part of: Statistics: A Series of Textbooks and Monographs

[6] CORRELATION OF THE BASE STRENGTHS OF AMINES [J].

HALL, HK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (20) :5441-5444

[7] Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides [J].

Hein, Jason E. ;

Fokin, Valery V. .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (04) :1302-1315

[8]

Hermanson GT, 2013, BIOCONJUGATE TECHNIQUES, 3RD EDITION, P1

[9] Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation [J].

Hong, Vu ;

Presolski, Stanislav I. ;

Ma, Celia ;

Finn, M. G. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) :9879-9883

[10] Click Chemistry in Complex Mixtures: Bioorthogonal Bioconjugation [J].

McKay, Craig S. ;

Finn, M. G. .

CHEMISTRY & BIOLOGY, 2014, 21 (09) :1075-1101

← 1 2 →