As a member of a large phylogenetic clade of enzymes in Micromonospora, a terpene synthase from M. marina is functionally characterized to produce micromonocyclol. This diterpene alcohol features a rare 15-membered ring, which prevented elucidation of the only stereocenter by labeling experiments. This problem was addressed by chemical transformation into bicyclic brominated derivatives, whose rigidified skeletons allowed for a stereochemical assignment. Using this strategy, a complete stereochemical model of the cyclization mechanism was also elaborated.

中文翻译：

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从海洋放线菌Micromonospora码头的微单环合酶的表征。

作为微单孢菌中较大的系统进化酶成员，来自滨海分枝杆菌的萜烯合酶在功能上具有产生微单环的特征。这种二萜醇具有罕见的15元环，可通过标记实验阻止阐明唯一的立体中心。通过化学转化为双环溴化衍生物解决了该问题，该衍生物的刚性骨架可以实现立体化学分配。使用该策略，还阐述了环化机理的完整立体化学模型。