Synthesis of cholesterol analogs having varying length alkyl side chains including cholesterol-23, 23, 24, 24, 25, 26, 26, 26, 27, 27, 27-d11 as probes of cholesterol's functions and properties
Synthesis of cholesterol analogs having varying length alkyl side chains including cholesterol-23, 23, 24, 24, 25, 26, 26, 26, 27, 27, 27-d11 as probes of cholesterol's functions and properties
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DOI：
10.1016/j.chemphyslip.2013.08.003
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发表时间：
2013-10-01
影响因子：
3.4
通讯作者：
Bittman, Robert
中科院分区：
文献类型：
--
作者：
Baek, Dong Jae;Bittman, Robert
胆固醇-23，23，24，24，25，26，26，27，27，27-d（11）和胆固醇的非氘代长链类似物通过用异戊基-d（11）4-甲基苯磺酸酯（1.0当量）烷基化含氰基的甾醇来制备。或用异烷基溴化，然后用过量的钾金属和冠醚在甲苯中还原脱氰。这些产物是研究胆固醇侧链在胆固醇与膜脂和蛋白质相互作用中的作用的潜在探针。(C)由Elsevier爱尔兰有限公司出版。
Cholesterol-23, 23, 24, 24, 25, 26, 26, 26, 27, 27, 27-d(11) and nondeuterated long-chain analogs of cholesterol were prepared by alkylation of cyano-containing sterols with isopentyl-d(11) 4-methylbenzenesulfonate (1.0 equiv.) or with isoalkyl bromides, followed by reductive decyanation with excess potassium metal and a crown ether in toluene. The products are potentially useful probes of the role of the side-chain of cholesterol in the sterol's interactions with membrane lipids and proteins. (C) 2013 Published by Elsevier Ireland Ltd.