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A Branched Diterpene Cascade: The Mechanism of Spinodiene Synthase from Saccharopolyspora spinosa.
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-12-06 , DOI: 10.1002/anie.201812216 Jan Rinkel 1 , Lukas Lauterbach 1 , Jeroen S Dickschat 1
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-12-06 , DOI: 10.1002/anie.201812216 Jan Rinkel 1 , Lukas Lauterbach 1 , Jeroen S Dickschat 1
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A diterpene synthase from Saccharopolyspora spinosa was found to convert geranylgeranyl diphosphate into the new natural products spinodiene A and B, accompanied by 2,7,18‐dolabellatriene. The structures and the formation mechanism of the enzyme products were investigated by extensive isotopic labelling experiments, which revealed an unusual branched isomerisation mechanism towards the neutral intermediate 2,7,18‐dolabellatriene. A Diels–Alder reaction was used to convert the main diterpene product with its rare conjugated diene moiety into formal sesterterpene alcohols.
中文翻译：
分支的二萜级联反应：棘糖多孢菌中的Spinodiene合酶的机制。
从二萜合酶糖多孢菌中发现转换香叶基二磷酸到新的天然产品spinodiene A和B，伴随着2,7,18-dolabellatriene。通过广泛的同位素标记实验研究了酶产物的结构和形成机理，揭示了一种向中性中间体2,7,18-dolabellatriene的不寻常的分支异构化机理。Diels-Alder反应用于将主要的二萜产物及其稀有的共轭二烯部分转化为正式的酯基萜烯醇。
更新日期：2018-12-06
中文翻译：
分支的二萜级联反应：棘糖多孢菌中的Spinodiene合酶的机制。
从二萜合酶糖多孢菌中发现转换香叶基二磷酸到新的天然产品spinodiene A和B，伴随着2,7,18-dolabellatriene。通过广泛的同位素标记实验研究了酶产物的结构和形成机理，揭示了一种向中性中间体2,7,18-dolabellatriene的不寻常的分支异构化机理。Diels-Alder反应用于将主要的二萜产物及其稀有的共轭二烯部分转化为正式的酯基萜烯醇。
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