Stereoselective deprotonation installs an unusual Z-8,9 double bond during biosynthesis of the diterpene pheromone sobralene

在二萜信息素索布拉烯的生物合成过程中,立体选择性去质子化作用引入了一个不寻常的Z-8,9双键。

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Abstract

A terpene synthase from the sandfly Lutzomyia longipalpis, catalyses stereoselective removal of the pro-S proton from C8 of geranylgeranyl diphosphate to generate the characteristic (Z)-8,9 double bond seen in the diterpene pheromone sobralene. Retention of deuterium in structurally related minor products demonstrates that they are not produced via sobralene, but are made directly by the enzyme.

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