Synthesis of 7-substituted farnesyl diphosphate analogues.

Synthesis of 7-substituted farnesyl diphosphate analogues.
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7-取代法尼基二磷酸类似物的合成。

DOI:
10.1021/ol026176i
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发表时间:
2002
期刊:
影响因子:
5.2
通讯作者:
Gibbs,RichardA
Gibbs,RichardA
中科院分区:
化学1区
文献类型:
--
作者:
Rawat,DiwanS;Gibbs,RichardA

文献摘要

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六个法呢基二磷酸类似物的中心异戊二烯单元的修改已通过我们的立体选择性乙烯基三氟甲磺酸酯介导的路线制备类异戊二烯。7-烯丙基化合物6是哺乳动物蛋白-法尼基转移酶的适度抑制剂,但令人惊讶的是,其他五种类似物是该酶的有效替代底物。
Six farnesyl diphosphate analogues modified in the central isoprene unit have been prepared via our stereoselective vinyl triflate-mediated route to isoprenoids. The 7-allyl compound6is a modest inhibitor of mammalian protein-farnesyl transferase, but surprisingly the other five analogues are effective alternative substrates for this enzyme.