A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes
K. Sivakumar(University of South Carolina Sumter), Fang Xie(University of South Carolina Sumter), Brandon Cash(University of South Carolina Sumter), Su Long(University of South Carolina Sumter), Hannah N. Barnhill(University of South Carolina Sumter), Qian Wang(University of South Carolina Sumter)
Cited by 687
Abstract
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. [reaction: see text]
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