Chemical synthesis of a neurotoxic polypeptide from the sea anemone Stichodactyla helianthus

Int J Pept Protein Res. 1990 Oct;36(4):335-43. doi: 10.1111/j.1399-3011.1990.tb01291.x.

Abstract

The sea anemone Stichodactyla helianthus neurotoxin I, a 48-residue polypeptide, was synthesized by automated solid phase methodology. The fully reduced polypeptide was subsequently refolded in the presence of a glutathione oxidoreduction buffer to the biologically active species containing three disulfide bonds. The overall yield after rigorous purification was 12.5%. The circular dichroism (CD), and proton nuclear magnetic resonance (1H NMR) spectra of the HPLC-purified synthetic toxin were indistinguishable from those obtained concurrently with the natural toxin. A subtilisin digest of the synthetic neurotoxin generated peptide fragments identical to that of a sample of the natural toxin subjected to the same treatment. The toxicity of the synthetic polypeptide was identical to that of the natural toxin (crab LD50, 3.1 micrograms/kg). The equilibrium dissociation constant (28 nM) for interaction of the synthetic toxin with crab axolemma vesicles was nearly identical to that of the natural toxin (25 nM).

Publication types

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

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Brachyura
  • Circular Dichroism
  • Cnidarian Venoms / chemical synthesis*
  • Cnidarian Venoms / toxicity
  • Disulfides / analysis
  • In Vitro Techniques
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Neurons / drug effects
  • Neurons / physiology
  • Neurotoxins / chemical synthesis*
  • Neurotoxins / toxicity
  • Peptide Mapping
  • Protein Conformation
  • Sea Anemones

Substances

  • Cnidarian Venoms
  • Disulfides
  • Indicators and Reagents
  • Neurotoxins
  • neurotoxin I, Stichodactyla helianthus