Rapid and Specific Post-Synthesis Modification of DNA through a Biocompatible Condensation of 1,2-Aminothiols with 2-Cyanobenzothiazole

被引：24

作者：

Cheng, Yunfeng ^{[1
,2
]}

Peng, Hanjing ^{[1
,2
]}

Chen, Weixuan ^{[1
,2
]}

Ni, Nanting ^{[1
,2
]}

Ke, Bowen ^{[1
,2
]}

Dai, Chaofeng ^{[1
,2
]}

Wang, Binghe ^{[1
,2
]}

机构：

[1] Georgia State Univ, Dept Chem, Ctr Diagnost & Therapeut, Atlanta, GA 30302 USA

[2] Georgia State Univ, Ctr Biotechnol & Drug Design, Atlanta, GA 30302 USA

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 12期

基金：

美国国家卫生研究院;

关键词：

bioorthogonal reactions; click chemistry; cyanobenzothiazole; DNA; post-synthesis modification; MODIFIED NUCLEOTIDES; STAUDINGER REACTION; APTAMERS; CLICK; 1,4-BENZOQUINONE; CYCLOADDITIONS; LUCIFERIN; PROTEINS; ANALOGS; DESIGN;

D O I：

10.1002/chem.201201677

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Post-synthesis modification of DNA is an important way of functionalizing DNA molecules. Herein, we describe a method that first enzymatically incorporates a cyanobenzothiazole (CBT)-modified thymidine. The side-chain handle CBT can undergo a rapid and site-specific cyclization reaction with 1,2-aminothiols to afford DNA functionalization in aqueous solution. Another key advantage of this method is the formation of a single stereo/regioisomer in the process, which allows for precise control of DNA modification to yield a single component for aptamer selection work and other applications.

引用

页码：4036 / 4042

页数：7

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