RRC ID 66329
Author Naka T, Takaki Y, Hattori Y, Takenaka H, Ohta Y, Kirihata M, Tanimori S.
Title Chemical structure of hydrolysates of cereulide and their time course profile.
Journal Bioorg Med Chem Lett
Abstract Hydrolysates of an emetic toxin cereulide were found in the broth of Bacillus cereus. The ester cleaved depsipeptides of cereulide were synthesized using liquid phase fragment condensation method starting from commercially available amino acids. The chemical structure of hydrolysates was verified tetradepsipeptide l-O-Val-l-Val-D-O-Leu-d-Ala and dodecadepsipeptide (D-O-Leu-d-Ala-l-O-Val-l-Val)3 using LC-TOFMS. Quantitative analysis of cereulide in the broth revealed production of cereulide in the stationary phase and decomposition in the death phase. The increase in tetradepsipeptide continued after the stationary phase until decomposition occurred.
Volume 30(9)
Pages 127050
Published 2020-5-1
DOI 10.1016/j.bmcl.2020.127050
PII S0960-894X(20)30126-8
PMID 32143886
MeSH Animals Bacillus cereus / metabolism* Depsipeptides / chemistry* Depsipeptides / metabolism Hydrolysis Protein Conformation
Resource
General Microbes JCM17690