Beta-casomorphins: substitution of phenylalanine with beta-homo phenylalanine increases the mu-type opioid receptor affinity

Bioorg Med Chem Lett. 2000 Jun 5;10(11):1185-8. doi: 10.1016/s0960-894x(00)00187-6.

Abstract

Two analogues of bovine beta-casomorphin-7 and beta-casomorphin-5 containing a beta-homo phenylalanine in substitution of the phenylalanine in position 3 were synthesised and tested for their mu-opioid receptor affinity. The modification enhanced the mu receptor affinity 5-fold in the case of modified beta-CM-7 and 2-fold for modified beta-CM-5 when compared to the natural peptides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Cattle
  • Endorphins / chemistry
  • Endorphins / metabolism*
  • Phenylalanine / chemistry*
  • Protein Binding
  • Rats
  • Receptors, Opioid, mu / metabolism*

Substances

  • Endorphins
  • Receptors, Opioid, mu
  • Phenylalanine
  • beta-casomorphins