Synthesis and biological activity of substance P C-terminal hexapeptide and heptapeptide analogues

Int J Pept Protein Res. 1991 Mar;37(3):180-4. doi: 10.1111/j.1399-3011.1991.tb00268.x.

Abstract

The analogues [Glu(OBzl)11]SP6-11 and [Glu(OBzl)11]SP5-11 of the C-terminal hexapeptide and heptapeptide of Substance P have been synthesized by conventional solution methods. In each analogue the SCH3 group of Met11 is replaced by the COOCH2C6H5 group. The in vitro activity of both analogues has been determined on three biological preparations: guinea pig ileum (GPI), rat vas deferens (RVD), and rat portal vein (RPV). The selectivity for the different receptors has been studied by utilizing atropine-treated guinea pig ileum (GPI + At). The results showed that both analogues are mainly active on GPI through the NK-1 receptor and that both analogues are equipotent to Substance P.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Guinea Pigs
  • Ileum / metabolism
  • In Vitro Techniques
  • Male
  • Molecular Sequence Data
  • Muscle Contraction / drug effects
  • Muscle, Smooth, Vascular / drug effects
  • Peptide Fragments / chemical synthesis*
  • Peptide Fragments / pharmacology
  • Portal Vein / metabolism
  • Pyrrolidonecarboxylic Acid / analogs & derivatives
  • Rats
  • Receptors, Neurokinin-1
  • Receptors, Neurotransmitter / drug effects
  • Substance P / chemical synthesis*
  • Substance P / pharmacology
  • Vas Deferens / metabolism

Substances

  • Peptide Fragments
  • Receptors, Neurokinin-1
  • Receptors, Neurotransmitter
  • Substance P
  • substance P (6-11)
  • substance P (5-11)
  • Pyrrolidonecarboxylic Acid