Robust routes for the synthesis of N-acylated-L-homoserine lactone (AHL) quorum sensing molecules with high levels of enantiomeric purity

Robust routes for the synthesis of N-acylated-L-homoserine lactone (AHL) quorum sensing molecules with high levels of enantiomeric purity
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DOI:
10.1016/j.tetlet.2011.04.059
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发表时间:
2011-06-29
影响因子:
1.8
通讯作者:
Spring, David R.
Spring, David R.
中科院分区:
化学4区
文献类型:
--
作者:
Hodgkinson, James T.;Galloway, Warren R. J. D.;Spring, David R.

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天然群体感应分子和相关结构类似物的现成可用性在开发以有用的方式操纵细菌群体感应系统的方法中具有重要的生物学意义。在这封信中,我们报告了一系列N-酰化-L-高丝氨酸内酯(阿勒)群体感应分子的合成路线。至关重要的是,我们分析了最终AHLs的对映体纯度,在所有情况下,都观察到了极好的水平。(C)2011爱思唯尔有限公司保留所有权利。
The ready availability of native quorum sensing molecules and related structural analogues is of significant biological interest in the development of methods to manipulate bacterial quorum sensing systems in a useful fashion. In this Letter we report robust routes for the synthesis of a range of N-acylated-L-homoserine lactone (AHL) quorum sensing molecules. Crucially, we have analysed the enantiopurity of the final AHLs and in all cases, excellent levels were observed. (C) 2011 Elsevier Ltd. All rights reserved.