Publication details

A 'photorelease, catch and photorelease' strategy for bioconjugation utilizing a p-hydroxyphenacyl group

Authors

MADEA Dominik SLANINA Tomáš KLÁN Petr

Year of publication 2016
Type Article in Periodical
Magazine / Source Chemical communications
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.rsc.org/en/Content/ArticleLanding/2016/CC/C6CC07496K#!divAbstract
Doi http://dx.doi.org/10.1039/c6cc07496k
Field Organic chemistry
Keywords PHOTOREMOVABLE PROTECTING GROUPS; CLICK CHEMISTRY; BIOORTHOGONAL CHEMISTRY; AMINO-ACIDS; RELEASE; PROTEINS; PHOTOTRIGGERS; BINDING; CELLS; PHOTOCHEMISTRY
Description 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 photo-release of a strained alkyne and its Cu-free click reaction with azide.
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