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

Synthesis and application of a photoaffinity analog of dehydroepiandrosterone (DHEA).
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脱氢表雄酮(DHEA)光亲和类似物的合成及应用。

DOI:
10.1016/j.bmcl.2009.12.019
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发表时间:
2010
影响因子:
2.7
通讯作者:
Dillon,JosephS
Dillon,JosephS
中科院分区:
医学4区
文献类型:
--
作者:
Olivo,HoracioF;Perez-Hernandez,Nury;Liu,Dongmin;Iruthayanathan,Mary;O'Leary,Brianne;Homan,LaurieL;Dillon,JosephS

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我们合成了一种脱氢表雄酮类似物 (DHEA, 1),其中含有二苯甲酮 (BP) 和生物素 (Bt) 基团 (DHEA–BP–Bt, 8)。化合物8是通过对1的C-17进行官能化而制备的。生物胞素与4-苯甲酰基苯甲酸反应,产物与含有二胺-己烷连接基的1缩合。我们通过对血管内皮细胞质膜进行 SDS-PAGE 分析,检测到约 55、80 和 150kDa 的特异性蛋白条带,该膜在 8 存在下进行了光照射。
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 150kDa by SDS–PAGE analysis of vascular endothelial cell plasma membranes which had been photoirradiated in the presence of 8.