Data for: Chemical structure of hydrolysates of cereulide and their time course profile

Published: 31-03-2020| Version 2 | DOI: 10.17632/k8pgzyg3g6.2
Toshihito Naka,
Yoshihide Hattori,
Hiroshi Takenaka,
Yoichiro Ohta,
Mitsunori Kirihata,
Shinji Tanimori


The data provided in this article supplements the data information provided in “Chemical structure of hydrolysates of cereulide and their time course profile”. The generation of the data considered synthesis procedure of depsipeptides and elucidation of natural products using HPLC-TOFMS. Hydrolysates of cereulide which is an emetic toxin were found in the broth of Bacillus cereus. Two tetradepsipeptides and two dodecadepsipeptides which were cleaved ester bond 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 revealed the time course profile of cereulide production and degradation. Production in the stationary phase and decomposition in the death phase of cereulide were revealed. The increase in tetradepsipeptide continued after the stationary phase until decomposition occurred.