Cyanopeptolin S, a sulfate-containing depsipeptide from a water bloom of Microcystis sp

FEMS Microbiol Lett. 1995 Jun 15;129(2-3):129-33. doi: 10.1111/j.1574-6968.1995.tb07569.x.

Abstract

A new sulfated, cyclic depsipeptide, called cyanopeptolin S, from Microcystis sp. was isolated from a water bloom in the Auensee/Leipzig (Germany). The depsipeptide had a relative molecular mass of 925 and contained L-arginine, L-threonine, L-isoleucine, N-methyl-L-phenylalanine, a L-glutamic acid-delta-aldehyde ring system and a sulfated D-configurated glyceric acid as a side chain. The structure was elucidated by means of two-dimensional 1H and 13C nuclear magnetic resonance spectroscopy, fast atom bombardment mass spectroscopy. Fourier transformed infrared spectroscopy and combined gas-liquid chromatography/mass spectrometry. Cyanopeptolin S inhibited trypsin with an IC50 < or = 0.2 micrograms ml-1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacterial Proteins / chemistry*
  • Bacterial Proteins / isolation & purification
  • Depsipeptides
  • Fresh Water
  • Microcystis / chemistry*
  • Peptides, Cyclic / isolation & purification*
  • Protein Structure, Secondary
  • Sulfates / chemistry

Substances

  • Bacterial Proteins
  • Depsipeptides
  • Peptides, Cyclic
  • Sulfates
  • cyanopeptolin S