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Updated: May 28, 2025

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
Published on: March 6, 2019
Thiolate-CLPG (chemiluminescent protecting groups) based on coumaranone thiolcarbamates
Tim Lippold1, Julia Kosolapova2, Niko T Flosbach2
1Faculty of Mathematics and Natural Sciences, Department of Chemistry and Biochemistry, Institute of Organic Chemistry, University of Cologne, Greinstr. 4, 50939 Köln, Germany. griesbeck@uni-koeln.de.
Abstract:
The base-induced oxidative release of aromatic and aliphatic thiols from novel coumaranone-thiolurethanes 3a-3e is accompanied by long-lasting blue or green chemiluminescence. Thus, these compounds serve as base/oxidation-labile protecting groups that decompose with strong visible luminescence and subsequent quantitative release of the protected thiolate as leaving group.
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