4.7 Article

Biocompatible photoinduced CuAAC using sodium pyruvate

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 95, Pages 12844-12847

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc05566f

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Funding

  1. NSF [CHE-2000391]
  2. Polish Ministry of Science and Higher Education [1646/MOB/V/2017/0]

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This study demonstrates the use of sodium pyruvate as a reducing agent in a biocompatible aqueous photoinduced azide-alkyne cycloaddition reaction. Triggered by UV light irradiation, this reaction shows oxygen tolerance and temporal control, providing a convenient alternative to current CuAAC systems, especially for biomolecular conjugations.
Sodium pyruvate, a natural intermediate produced during cellular metabolism, is commonly used in buffer solutions and media for biochemical applications. Here we show the use of sodium pyruvate (SP) as a reducing agent in a biocompatible aqueous photoinduced azide-alkyne cycloaddition (CuAAC) reaction. This copper(i)catalyzed 1,3-dipolar cycloaddition is triggered by SP under UV light irradiation, exhibits oxygen tolerance and temporal control, and provides a convenient alternative to current CuAAC systems, particularly for biomolecular conjugations.

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