A 'photorelease, catch and photorelease' strategy for bioconjugation utilizing a p-hydroxyphenacyl group
| Authors | |
|---|---|
| Year of publication | 2016 |
| Type | Article in Periodical |
| Magazine / Source | Chemical communications |
| MU Faculty or unit | |
| 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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