Phan R M, Poulter C D
Department of Chemistry, University of Utah, Salt Lake City, Utah 84112, USA.
Org Lett. 2000 Jul 27;2(15):2287-9. doi: 10.1021/ol006055n.
The tris(tetra-n-butylammonium) salt of thiopyrophosphate 5 was prepared from trimethyl phosphate in four steps. Treatment of geranyl bromide with 5 gave an 80% yield of geranyl S-thiolodiphosphate (6). Thiolodiphosphate 6 is substantially less reactive than geranyl diphosphate (7) in the prenyl transfer reaction catalyzed by farnesyl diphosphate synthase and is a good inhibitor of the enzyme.
硫代焦磷酸酯5的三（四正丁基铵）盐由磷酸三甲酯分四步制备。香叶基溴与5反应，香叶基硫代二磷酸酯（6）的产率为80%。在法尼基二磷酸合酶催化的异戊烯基转移反应中，硫代二磷酸酯6的反应活性明显低于香叶基二磷酸酯（7），并且是该酶的良好抑制剂。
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