18-Hydroxydolabella-3,7-diene synthase - a diterpene synthase from Chitinophaga pinensis.

18-Hydroxydolabella-3,7-diene synthase - a diterpene synthase from Chitinophaga pinensis.
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DOI:
10.3762/bjoc.13.171
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发表时间:
2017
影响因子:
2.7
通讯作者:
Bouwmeester HJ
Bouwmeester HJ
中科院分区:
化学4区
文献类型:
--
作者:
Dickschat JS;Rinkel J;Rabe P;Beyraghdar Kashkooli A;Bouwmeester HJ

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从细菌Chitinophaga pinensis基因组编码的二萜合成酶中获得的产物,先前报道在大肠杆菌的异源表达过程中具有germacrene a合成酶活性的酶,通过广泛的核磁共振光谱方法鉴定为18-羟基dolabella-3,7-二烯。通过同位素标记实验确定了该二萜醇的绝对构型和萜烯合成酶反应的立体化学过程。二萜合成酶在本菌烟中外源表达也能在植物中产生18-羟基dolabella-3,7-二烯,而在大肠杆菌中外源表达的结果具有可重复性,表明同一种萜合成酶在不同的外源宿主中表达可能产生不同的萜烯产物。
The product obtained in vitro from a diterpene synthase encoded in the genome of the bacterium Chitinophaga pinensis, an enzyme previously reported to have germacrene A synthase activity during heterologous expression in Escherichia coli, was identified by extensive NMR-spectroscopic methods as 18-hydroxydolabella-3,7-diene. The absolute configuration of this diterpene alcohol and the stereochemical course of the terpene synthase reaction were addressed by isotopic labelling experiments. Heterologous expression of the diterpene synthase in Nicotiana benthamiana resulted in the production of 18-hydroxydolabella-3,7-diene also in planta, while the results from the heterologous expression in E. coli were shown to be reproducible, revealing that the expression of one and the same terpene synthase in different heterologous hosts may yield different terpene products.
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发表时间: 2017
影响因子: 2.7
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