Contryphan Is a D-Tryptophan-containing Conus Peptide
Journal of Biological ChemistryPublished 1 November 1996Open access
Elsie C. Jimenéz, Baldomero M. Olivera, William R. Gray, Lourdes J. Cruz
Citations143
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SJR score1.71
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TL;DR
The presence of D-tryptophan in position 4 of contryphan was confirmed by chemical synthesis and the post-translational epimerization in all other D-amino acid-containing small peptides characterized previously from vertebrates and molluscan systems is in position 2.
Abstract
In this report, we document for the first time the occurrence of D-tryptophan in a normally translated polypeptide, contryphan. The peptide, isolated from the venom of the fish-hunting marine snail Conus radiatus, produces the "stiff-tail" syndrome in mice. Characterization of the octapeptide gave the following sequence, Gly-Cys-Hyp-D-Trp-Glu-Pro-Trp-Cys-NH2 where Hyp = 4-trans-hydroxyproline. The presence of D-tryptophan in position 4 of contryphan was confirmed by chemical synthesis. The post-translational epimerization in all other D-amino acid-containing small peptides characterized previously from vertebrates and molluscan systems is in position 2.
Keywords
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