Multiple 6-bromotryptophan residues in a sleep-inducing peptide

Biochemistry. 2004 Sep 28;43(38):12343-8. doi: 10.1021/bi0489412.

Abstract

We have characterized a novel sleep-inducing peptide comprising 33 amino acids with three residues of the unusual posttranslationally modified amino acid, 6-bromotryptophan. The peptide, termed "light sleeper" or the r7a conotoxin, was purified from the venom of the fish-hunting Conus radiatus. The light sleeper peptide has additional notable biochemical properties; it equilibrates slowly between two distinct conformers, and has four gamma-carboxyglutamate residues. The pattern of posttranslational bromination in the light sleeper peptide suggests that tryptophan residues at N- and C-termini may be preferential sites for posttranslational bromination.

Publication types

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

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Base Sequence
  • Chromatography, High Pressure Liquid
  • Cloning, Molecular
  • DNA, Complementary / genetics
  • Molecular Sequence Data
  • Mollusca / chemistry
  • Peptides / chemistry*
  • Peptides / genetics
  • Peptides / isolation & purification
  • Peptides / pharmacology*
  • Protein Processing, Post-Translational*
  • RNA, Messenger / genetics
  • RNA, Messenger / metabolism
  • Sleep / drug effects*
  • Tryptophan / analogs & derivatives*
  • Tryptophan / analysis*

Substances

  • 6-bromotryptophan
  • DNA, Complementary
  • Peptides
  • RNA, Messenger
  • Tryptophan