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

Authors :
Wright K
Moretto A
Crisma M
Wakselman M
Mazaleyrat JP
Formaggio F
Toniolo C
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2010 Jul 21; Vol. 8 (14), pp. 3281-6. Date of Electronic Publication: 2010 May 26.
Publication Year :
2010

Abstract

The novel alpha-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.

Details

Language :
English
ISSN :
1477-0539
Volume :
8
Issue :
14
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
20505870
Full Text :
https://doi.org/10.1039/c003943h