Diterpene Biosynthesis in Catenulispora acidiphila: On the Mechanism of Catenul‐14‐en‐6‐ol Synthase,Angewandte Chemie International Edition

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Diterpene Biosynthesis in Catenulispora acidiphila: On the Mechanism of Catenul‐14‐en‐6‐ol Synthase
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-11-10 , DOI: 10.1002/anie.202014180
Geng Li _{1,

2,

3} , Yue‐Wei Guo _{2,

3} , Jeroen S. Dickschat ₁

Affiliation

A new diterpene synthase from the actinomycete Catenulispora acidiphila was identified and the structures of its products were elucidated, including the absolute configurations by an enantioselective deuteration approach. The mechanism of the cationic terpene cyclisation cascade was deeply studied through the use of isotopically labelled substrates and of substrate analogues with partially blocked reactivity, resulting in derailment products that gave further insights into the intermediates along the cascade. Their chemistry was studied, leading to the biomimetic synthesis of a diterpenoid analogue of a brominated sesquiterpene known from the red seaweed Laurencia microcladia.

中文翻译：

嗜酸连孢子中的双萜生物合成：关于Catenul-14-en-6-ol合酶的机理

鉴定了一种新的来自放线菌嗜酸链霉菌的二萜合酶，并阐明了其产物的结构，包括通过对映选择性氘化方法的绝对构型。通过使用同位素标记的底物和具有部分受阻反应性的底物类似物，对阳离子萜烯环化级联反应的机理进行了深入研究，产生了脱轨产物，进一步了解了沿级联反应的中间体。对它们的化学进行了研究，导致仿生从红海藻Laurencia microcladia已知的溴化倍半萜的二萜类似物。

更新日期：2021-01-13

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