Stereoselective synthesis of individual isomers of Leu-enkephalin analogues containing substituted beta-turn bicyclic dipeptide mimetics.
Novel constrained beta-turn dipeptide mimetics, 8-phenyl thiaindolizidinone amino acids 3, have been synthesized stereoselectively and incorporated into Leu-enkephalin peptides as a replacement of dipeptide Gly3-Phe4 to afford four individual isomers of Leu-enkephalin analogues 6.
Xiong
Chiyi
C
Department of Chemistry, University of Arizona, 1306 E. University Blvd., Tucson, AZ 85721, USA.
Zhang
Junyi
J
Davis
Peg
P
Wang
Wei
W
Ying
Jinfa
J
Porreca
Frank
F
Hruby
Victor J
VJ
D019943:Amino Acid Substitution; D004151:Dipeptides / Q000138:chemical synthesis; D004743:Enkephalin, Leucine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D018716:Molecular Mimicry; D017433:Protein Structure, Secondary; D013237:Stereoisomerism
D004151:Dipeptides; D004743:Enkephalin, Leucine