A new tool for photoaffinity labeling studies: a partially constrained, benzophenone based, α-amino acid?

Organic & Biomolecular Chemistry Pub Date: 2010-05-26 DOI: 10.1039/C003943H

Abstract

The novel α-amino acid BpAib, a partially conformationally restricted analogue of the currently extensively used 3-(4-benzoylphenyl)alanine (Bpa) photoaffinity label, was synthesized, optically resolved, fully characterized, and appropriately derivatized. An intermolecular photocrosslinking experiment highlighted its regioselective reactivity towards the S-methyl side-chain group of a Met-based dipeptide, which is closely comparable to that of Bpa.

Graphical abstract: A new tool for photoaffinity labeling studies: a partially constrained, benzophenone based, α-amino acid
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