Tetrazine ligation: Fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity

被引：1241

作者：

Blackman, Melissa L. ^{[1
]}

Royzen, Maksim ^{[1
]}

Fox, Joseph M. ^{[1
]}

机构：

[1] Univ Delaware, Dept Chem & Biochem, Brown Labs, Newark, DE 19716 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 41期

关键词：

D O I：

10.1021/ja8053805

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Described is a bioorthogonal reaction that proceeds with unusually fast reaction rates without need for catalysis: the cycloaddition of s-tetrazine and trans-cyclooctene derivatives. The reactions tolerate a broad range of functionality and proceed in high yield in organic solvents, water, cell media, or cell lysate. The rate of the ligation between trans-cyclooctene and 3,6-di-(2-pyridyl)-s-tetrazine is very rapid (k(2) 2000 M-1 s(-1)). This fast reactivity enables protein modification at low concentration.

引用

页码：13518 / +

页数：3

共 37 条

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