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

DOI: 10.1021/ol047955x

Source and publish data:

Organic Letters p. 4603 - 4606 (2004)

Update date:2022-08-04

Topics: Fluorescent Reaction 1,3-Dipolar Cycloaddition Experimental Acetylenes Molecule Fluorogenic

Authors:

Sivakumar, Krishnamoorthy

Xie, Fang

Cash, Brandon M.

Long, Su

Barnhill, Hannah N.

Wang, Qian

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Article abstract of DOI:10.1021/ol047955x

(Chemical equation presented) 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.

Full text of DOI:10.1021/ol047955x

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