Generation and reaction of alanyl radicals in open flasks

The generation and Giese-type reaction of alanyl radicals under metal-free reaction conditions is described. The procedure is operationally simple, occurring at ambient temperature in an open reaction vessel, and requiring short reaction times (≤5 min). The reaction occurs without epimerization and...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2023-02, Vol.59 (15), p.294-297
Main Authors: Tatunashvili, Elene, Maloney, Callan J, Chan, Bun, McErlean, Christopher S. P
Format: Article
Language:English
Subjects:
Ambient temperature
Amino acids
Electromagnetic absorption
Flasks
Fluorescence
Peptides
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Summary:The generation and Giese-type reaction of alanyl radicals under metal-free reaction conditions is described. The procedure is operationally simple, occurring at ambient temperature in an open reaction vessel, and requiring short reaction times (≤5 min). The reaction occurs without epimerization and provides ready access to non-proteinogenic amino acids and peptides. Importantly, the process is tolerant of light absorbing groups including commonly used fluorescent tags. The generation and Giese-type reaction of alanyl radicals under metal-free reaction conditions is described.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc06211a