A fluorogenic 1,3-dipolar cycloaddition reaction of 3-azidocoumarins and acetylenes

被引:608
作者
Sivakumar, K [1 ]
Xie, F [1 ]
Cash, BM [1 ]
Long, S [1 ]
Barnhill, HN [1 ]
Wang, Q [1 ]
机构
[1] Univ S Carolina, Dept Chem & Biochem, Columbia, SC 29208 USA
关键词
D O I
10.1021/ol047955x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of nonfluorescent 3-azidocoumarins and terminal alkynes afforded intense fluorescent 1,2,3-triazole products. The mild condition of this reaction allowed us to construct a large library of pure fluorescent coumarin dyes. Since both azide and alkyne are quite inert to biological systems, this reaction has potential in bioconjugation and bioimaging applications.
引用
收藏
页码:4603 / 4606
页数:4
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