The synthesis of optically pure enantiomers of N-acyl-homoserine lactone autoinducers and their analogues

The synthesis of optically pure enantiomers of N-acyl-homoserine lactone autoinducers and their analogues
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DOI:
10.1246/cl.2001.314
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发表时间:
2001-04-05
期刊:
影响因子:
1.6
通讯作者:
Ohtake, H
Ohtake, H
中科院分区:
化学4区
文献类型:
--
作者:
Ikeda, T;Kajiyama, K;Ohtake, H

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首次合成了n -酰基高丝氨酸内酯和硫内酯的光学纯对映体,其光学纯度可通过手性固定相高效液相色谱分析明确测定。生物测定表明,l -异构体是群体感应中必不可少的自诱导剂,而d -异构体没有观察到任何影响。
Optically pure enantiomers of N-acyl-homoserine lactones and thiolactones, whose optical purities were unambiguously determined by chiral stationary phase HPLC analyses, were firstly synthesized. Bioassays revealed that L-isomers were essential as the autoinducers in quorum sensing, while no effect was observed with D-isomers.