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

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.

本文所提供的数据，是对《蜡样芽孢杆菌毒素水解产物的化学结构及其时间进程特征》一文所披露数据的补充。本次数据生成工作涵盖酯肽（depsipeptides）的合成工艺开发与天然产物结构解析，并采用液相色谱-飞行时间质谱（HPLC-TOFMS）完成相关分析。催吐毒素蜡样芽孢杆菌毒素（cereulide）的水解产物可从蜡样芽孢杆菌（Bacillus cereus）的发酵培养液中分离得到。本研究以市售氨基酸为原料，通过液相片段缩合法，合成了2种由蜡样芽孢杆菌毒素经酯键断裂得到的四聚酯肽与2种十二聚酯肽。借助液相色谱-飞行时间质谱（LC-TOFMS），验证了上述水解产物的化学结构：四聚酯肽为L-O-缬氨酸-L-缬氨酸-D-O-亮氨酸-D-丙氨酸，十二聚酯肽为(D-O-亮氨酸-D-丙氨酸-L-O-缬氨酸-L-缬氨酸)3。定量分析明确了蜡样芽孢杆菌毒素的产生与降解随时间的变化特征，实验结果表明该毒素在菌群稳定期产生、衰亡期发生降解。四聚酯肽的含量在菌群稳定期后仍持续升高，直至降解过程启动。