Kekulé-Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Strasse 1, 53121, Bonn, Germany.
State Key Laboratory of Drug Research Shanghai, Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, 201203, Shanghai, China.
Angew Chem Int Ed Engl. 2021 Jan 18;60(3):1488-1492. doi: 10.1002/anie.202014180. Epub 2020 Dec 10.
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.
从放线菌 Catenulispora acidiphila 中鉴定出一种新的二萜合酶，并通过对映选择性氘代方法阐明了其产物的结构，包括绝对构型。通过使用同位素标记的底物和部分阻断反应性的底物类似物，深入研究了阳离子萜类环化级联的机制，导致偏离产物，进一步深入了解级联中的中间体。研究了它们的化学性质，导致仿生合成了一种来自红海藻类 Laurencia microcladia 的溴化倍半萜类似物的二萜类似物。
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