I(1)-superfamily conotoxins and prediction of single D-amino acid occurrence

Toxicon. 2008 Feb;51(2):218-29. doi: 10.1016/j.toxicon.2007.09.006. Epub 2007 Sep 29.

Abstract

The considerable diversity of Conus peptides in the I(1)-superfamily provides a rare opportunity to define parameters important for the post-translational l- to d-isomerization of amino acids. This subtlest of post-translational modifications is not readily detectable by most techniques, and it would be a considerable advance if one could predict its potential occurrence purely from gene sequences. We previously described three I(1)-conotoxins, iota-RXIA (formerly designated r11a), r11b and r11c, each containing a d-amino acid at the third position from the C-terminus. In this work, we investigated two novel I(1)-superfamily members, r11d and ar11a, which we show have only l-amino acids. Based on these observations and an analysis of cDNA sequences of other group members, we suggest that there is a rule to predict d-amino acids in I(1)-superfamily peptides. Two factors are important: the residue to be modified should be three amino acids from the C-terminus of the precursor sequence, and it should be in a suitable sequence context. We apply the rule to other members of the I(1)-superfamily, to determine a priori which are probably modified.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amino Acid Sequence
  • Amino Acids / chemistry*
  • Animals
  • Cloning, Molecular
  • Conotoxins / chemistry*
  • Conotoxins / pharmacology
  • Conus Snail
  • DNA, Complementary
  • Electrophysiology
  • Mass Spectrometry
  • Molecular Sequence Data
  • Muscle, Skeletal / drug effects
  • Rana pipiens
  • Sequence Homology, Amino Acid

Substances

  • Amino Acids
  • Conotoxins
  • DNA, Complementary