Synthesis, receptor binding studies, optical spectroscopic and in silico structural characterization of morphiceptin analogs with cis-4-amino-L-proline residues

J Pept Sci. 2017 Dec;23(12):864-870. doi: 10.1002/psc.3050. Epub 2017 Nov 7.

Abstract

Three novel morphiceptin analogs, in which Pro in position 2 and/or 4 was replaced by cis-4-aminoproline connected with the preceding amino acid through the primary amino group, were synthesized. The opioid receptor affinities, functional assay results, enzymatic degradation studies and experimental and in silico structural analysis of such analogs are presented. Copyright © 2017 European Peptide Society and John Wiley & Sons, Ltd.

Keywords: binding assays; circular dichroism; ezymatic degradation; peptide synthesis; receptor docking.

MeSH terms

  • Animals
  • Computer Simulation
  • Endorphins / chemistry*
  • Humans
  • Molecular Dynamics Simulation
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Peptides / pharmacology*
  • Protein Binding
  • Receptors, Opioid / metabolism*
  • Structure-Activity Relationship

Substances

  • Endorphins
  • Peptides
  • Receptors, Opioid
  • morphiceptin