Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers

Bioorg Med Chem Lett. 2005 May 16;15(10):2471-5. doi: 10.1016/j.bmcl.2005.03.067.

Abstract

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.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Enkephalins / chemical synthesis
  • Enkephalins / chemistry*
  • Enkephalins / pharmacology
  • Hydrazines / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Radioligand Assay

Substances

  • Enkephalins
  • Hydrazines
  • hydrazine
  • biphalin