Synthesis of peptides containing a sulfinamide or a sulfonamide transition-state isostere

Moree, W.J., van Gent, L.C., van der Marel, G.A. and Liskamp, R.M.J. (1993) Synthesis of peptides containing a sulfinamide or a sulfonamide transition-state isostere. Tetrahedron, 49(5), pp. 1133-1150. (doi:10.1016/S0040-4020(01)86293-1)

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Publisher's URL: http://dx.doi.org/10.1016/S0040-4020(01)86293-1

Abstract

A versatile synthesis of peptides incorporating the sulfinamide or sulfonamide transition-state analogue is described. Apart from the easily accessible Gly-Xxx isosteres used as haptens to elicit catalytic antibodies, other amino acids than Gly can be prepared by α-alkylation of the sulfonamide containing peptides. This is illustrated with the synthesis of a potential HIV-protease inhibitor 27.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Liskamp, Professor Robert
Authors: Moree, W.J., van Gent, L.C., van der Marel, G.A., and Liskamp, R.M.J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Tetrahedron
ISSN:0040-4020

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