Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers.
Biphalin is a potent opioid peptide agonist, with a palandromic structure, composed of two enkephalin-like active fragments connected tail to tail by a hydrazine linker (Tyr-D-Ala-Gly-Phe-NH-NH<-Phe<-Gly<-D-Ala<-Tyr). This study presents the synthesis and in vitro bioassays of six new biphalin analogues with three different non-hydrazine linkers, some of which have higher binding affinity and bioactivity than biphalin.
Mollica
Adriano
A
Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA.
Davis
Peg
P
Ma
Shou-Wu
SW
Lai
Josephine
J
Porreca
Frank
F
Hruby
Victor J
VJ
D004745:Enkephalins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006834:Hydrazines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011869:Radioligand Assay
D004745:Enkephalins; D006834:Hydrazines; C029424:hydrazine; C053673:biphalin