Cyanopeptolin S, a sulfate-containing depsipeptide from a water bloom of Microcystis sp.
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.
Jakobi
C
C
Institut für Biologie II-Mikrobiologie, Albert-Ludwigs-Universität Freiburg, Germany.
Oberer
L
L
Quiquerez
C
C
König
W A
WA
Weckesser
J
J
D001426:Bacterial Proteins / Q000737:chemistry* / Q000302:isolation & purification; D047630:Depsipeptides; D005618:Fresh Water; D046931:Microcystis / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000302:isolation & purification*; D017433:Protein Structure, Secondary; D013431:Sulfates / Q000737:chemistry
D001426:Bacterial Proteins; D047630:Depsipeptides; D010456:Peptides, Cyclic; D013431:Sulfates; C094593:cyanopeptolin S