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Synthesis and structure of a hydrophilic β-turn mimetic

✍ Scribed by Armin Geyer; Dirk Bockelmann; Kerstin Weissenbach; Helmut Fischer

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
143 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

and L-cysteine form the thiazolidine lactam 2a in a stereoselective and quantitative reaction. Condensation of 5-azido-5-deoxy-D-glucurono-3,6-1actone (lb) with L-cysteine methyl ester followed by the reduction of the azido group yields the rigid [3-tum mimetic 2d in a minimum of reaction steps.

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This letter describes a scenario which provides for the stereospecific intro uction of both the amino and carboxyl termini portion of a designed B-turn mimetic. Peptides and proteins are ubiquitously distributed in nature, and play critical roles in the regulation of virtually all biological process