Mechanisms of the Diterpene Cyclases β-Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus

Mechanisms of the Diterpene Cyclases β-Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus
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DOI:
10.1002/chem.201702704
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发表时间:
2017-08-04
影响因子:
4.3
通讯作者:
Dickschat, Jeroen S.
Dickschat, Jeroen S.
中科院分区:
化学2区
文献类型:
--
作者:
Rinkel, Jan;Rabe, Patrick;Dickschat, Jeroen S.

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两种二萜环化酶,一种来自社会阿米巴盘基网柄菌,另一种来自细菌棒状链霉菌,其产物在香叶基香叶基二磷酸的原始 C2 和 C3 之间含有 Z 构型双键,通过同位素标记实验对其机制进行了广泛研究。类似于芳樟基和橙花基二磷酸在单萜和倍半萜生物合成中的作用,讨论了香叶基二磷酸的参与,作为具有 Z 构型 C2=C3 双键的二萜中间体。
Two diterpene cyclases, one from the social amoeba Dictyostelium discoideum and the other from the bacterium Streptomyces clavuligerus, with products containing a Z-configured double bond between the original C2 and C3 of geranylgeranyl diphosphate, were extensively investigated for their mechanisms through isotopic labelling experiments. The participation of geranyllinalyl diphosphate, in analogy to the role of linalyl and nerolidyl diphosphate for mono- and sesquiterpene biosynthesis, as an intermediate towards diterpenes with a Z-configured C2=C3 double bond is discussed.