Stereoselective synthesis of individual isomers of Leu-enkephalin analogues containing substituted β-turn bicyclic dipeptide mimetics†,10.1039/B302235H

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Stereoselective synthesis of individual isomers of Leu-enkephalin analogues containing substituted β-turn bicyclic dipeptide mimetics†

Chiyi Xiong,Junyi Zhang,Peg Davis,Jinfa Ying,Frank Porreca,Victor J. Hruby

Chemical Communications Pub Date : 06/04/2003 00:00:00 , DOI:10.1039/B302235H

Abstract

Novel constrained β-turn dipeptide mimetics, 8-phenyl thiaindolizidinone amino acids 3, have been synthesized stereoselectively and incorporated into Leu-enkephalin peptides as a replacement of dipeptide Gly–Phe to afford four individual isomers of Leu-enkephalin analogues 6.