Kim Cheoljin, Kim Jaeeun, Park Hyung-Yeon, McLean Robert J C, Kim Chan Kyung, Jeon Jongho, Yi Song-Se, Kim Young Gyu, Lee Yoon-Sik, Yoon Jeyong
School of Chemical & Biological Engineering, Seoul National University, Seoul, Korea.
J Microbiol Biotechnol. 2007 Oct;17(10):1598-606.
Abstract A new series comprising 7 analogs of N-(sulfanyl ethanoyl)-L-HSL derivatives, 2 analogs of N-(fluoroalkanoyl)- L-HSL derivatives, N-(fluorosulfonyl)-L-HSL, and 2,2-dimethyl butanoyl HSL were synthesized using a solid-phase organic synthesis method. Each of the 11 synthesized compounds was analyzed using NMR and mass spectroscopies, and molecular modeling studies of the 11 ligands were performed using SYBYL packages. Thereafter, a bacterial test was designed to identify their quorum-sensing inhibition activity and antifouling efficacy. Most of the synthesized compounds were found to be effective as quorum-sensing antagonists, where antagonist screening revealed that 10 among the 11 synthesized ligands were able to antagonize the quorum sensing of A. tumefaciens.
摘要 采用固相有机合成方法合成了一个新的系列，包括7种N-(硫代乙酰基)-L-HSL衍生物类似物、2种N-(氟代烷酰基)-L-HSL衍生物类似物、N-(氟磺酰基)-L-HSL以及2,2-二甲基丁酰基HSL。使用核磁共振（NMR）和质谱对合成的11种化合物逐一进行了分析，并使用SYBYL软件包对这11种配体进行了分子模拟研究。此后，设计了一项细菌测试以确定它们的群体感应抑制活性和防污效果。发现大多数合成化合物作为群体感应拮抗剂是有效的，拮抗剂筛选显示，11种合成配体中有10种能够拮抗根癌土壤杆菌的群体感应。
