Strain-promoted cycloadditions of cyclic nitrones with cyclooctynes for labeling human cancer cells

被引：56

作者：

McKay, Craig S. ^{[1
,2
]}

Blake, Jessie A. ^{[1
,2
]}

Cheng, Jenny ^{[1
]}

Danielson, Dana C. ^{[1
,3
]}

Pezacki, John Paul ^{[1
,2
,3
]}

机构：

[1] Natl Res Council Canada, Steacie Inst Mol Sci, Ottawa, ON, Canada

[2] Univ Ottawa, Dept Chem, Ottawa, ON, Canada

[3] Univ Ottawa, Dept Biochem Microbiol & Immunol, Ottawa, ON, Canada

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 36期

关键词：

FREE CLICK CHEMISTRY; COPPER-FREE; 1,3-DIPOLAR CYCLOADDITIONS; LIVING SYSTEMS; PROTEIN MODIFICATION; TERMINAL ALKYNES; AZIDE; SELECTIVITY; LIGATION; ANIMALS;

D O I：

10.1039/c1cc13808a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Strain-promoted cycloadditions of cyclic nitrones with cyclooctynes proceed with rate constants up to 3.38 +/- 0.31 M-1 s(-1) in CD3CN, or 59 times faster than the analogous reaction of azides. This highly specific modular labeling strategy can be applied for direct labeling of proteins and for live cell imaging of cancer cells.

引用

页码：10040 / 10042

页数：3

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