A 'photorelease, catch and photorelease' strategy for bioconjugation utilizing a p-hydroxyphenacyl group. Issue 87 (14th October 2016)

• Record Type: Journal Article
• Authors: Madea, D.; Slanina, T.; Klán, P.
• Is Part Of: Chemical communications. Volume 52:Issue 87(2016)
• Page Start: 12901
• Page End: 12904
• Publication Date: 2016-10-14
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c6cc07496k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A bioorthogonal strategy, which combines photorelease of a strained alkyne, its cycloaddition with p -hydroxyphenacyl azide to form a 1, 2, 3-triazole adduct, and subsequent photochemical release of the triazole moiety via a photo-Favorskii rearrangement, is presented. Abstract : A bioorthogonal 'catch and photorelease' strategy, which combines alkyne–azide cycloaddition between p -hydroxyphenacyl azide and alkyne derivatives to form a 1, 2, 3-triazole adduct and subsequent photochemical release of the triazole moiety via a photo-Favorskii rearrangement, is introduced. The first step can also involve photorelease of a strained alkyne and its Cu-free click reaction with azide.