Naka Toshihito, Takaki Yuka, Hattori Yoshihide, Takenaka Hiroshi, Ohta Yoichiro, Kirihata Mitsunori, Tanimori Shinji
Toyo College of Food Technology, 4-23-2 Minami-hanayashiki, Kawanishi, Hyogo 666-0026, Japan; Graduate School of Life and Environmental Sciences, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan.
Toyo College of Food Technology, 4-23-2 Minami-hanayashiki, Kawanishi, Hyogo 666-0026, Japan.
Bioorg Med Chem Lett. 2020 May 1;30(9):127050. doi: 10.1016/j.bmcl.2020.127050. Epub 2020 Feb 22.
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) 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.
蜡样芽孢杆菌肉汤中发现了催吐毒素蜡样芽胞杆菌溶血素的水解产物。从市售氨基酸开始，采用液相片段缩合方法合成了蜡样芽胞杆菌溶血素的酯裂解缩肽。使用LC-TOFMS验证了水解产物的化学结构为四缩肽l-O-缬氨酸-l-缬氨酸-D-O-亮氨酸-d-丙氨酸和十二缩肽（D-O-亮氨酸-d-丙氨酸-l-O-缬氨酸-l-缬氨酸）。肉汤中蜡样芽胞杆菌溶血素的定量分析显示，蜡样芽胞杆菌溶血素在稳定期产生，在死亡期分解。四缩肽在稳定期后持续增加，直至发生分解。
