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'点击化学'酰基高丝氨酸内酯群体感应探针的合成:对哺乳动物细胞激活的意外影响。

Synthesis of 'clickable' acylhomoserine lactone quorum sensing probes: unanticipated effects on mammalian cell activation.

机构信息

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

出版信息

Bioorg Med Chem Lett. 2011 May 1;21(9):2702-5. doi: 10.1016/j.bmcl.2010.11.122. Epub 2010 Dec 4.

Abstract

Alkynyl- and azido-tagged 3-oxo-C(12)-acylhomoserine lactone probes have been synthesized to examine their potential utility as probes for discovering the mammalian protein target of the Pseudomonas aeruginosa autoinducer, 3-oxo-C(12)-acylhomoserine lactone. Although such substitutions are commonly believed to be quite conservative, from these studies, we have uncovered a drastic difference in activity between the alkynyl- and azido-modified compounds, and provide an example where such structural modification has proved to be much less than conservative.

摘要

炔基-和叠氮基标记的 3-氧代-C(12)-酰基高丝氨酸内酯探针已被合成,以研究它们作为发现铜绿假单胞菌自动诱导物,3-氧代-C(12)-酰基高丝氨酸内酯的哺乳动物蛋白靶标的探针的潜在用途。尽管这种取代通常被认为是相当保守的,但通过这些研究,我们发现炔基-和叠氮基修饰化合物之间的活性有很大差异,并提供了一个例子,证明这种结构修饰远非保守。

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