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去氢表雄酮(DHEA)的光亲和类似物的合成与应用。

Synthesis and application of a photoaffinity analog of dehydroepiandrosterone (DHEA).

机构信息

Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, IA 52242, USA.

出版信息

Bioorg Med Chem Lett. 2010 Feb 1;20(3):1153-5. doi: 10.1016/j.bmcl.2009.12.019. Epub 2009 Dec 6.

Abstract

We have synthesized an analog of dehydroepiandrosterone (DHEA, 1) containing both a benzophenone (BP) and a biotin (Bt) group (DHEA-BP-Bt, 8). Compound 8 was prepared by functionalization on C-17 of 1. Biocytin was reacted with 4-benzoylbenzoic acid and the product was condensed with 1 containing a diamine-hexane linker. We detected specific protein bands of approximately 55, 80, and 150 kDa by SDS-PAGE analysis of vascular endothelial cell plasma membranes which had been photoirradiated in the presence of 8.

摘要

我们合成了一种去氢表雄酮(DHEA,1)类似物,其中包含苯甲酮(BP)和生物素(Bt)基团(DHEA-BP-Bt,8)。化合物 8 通过 1 位 C-17 的官能化制备。生物胞素与 4-苯甲酰苯甲酸反应,产物与含有二胺-己烷连接体的 1 缩合。通过在存在 8 的情况下用光照射血管内皮细胞质膜的 SDS-PAGE 分析,我们检测到大约 55、80 和 150 kDa 的特异性蛋白质带。

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