Efficient heterocyclisation by (di)terpene synthases

Efficient heterocyclisation by (di)terpene synthases
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DOI:
10.1039/c5cc05754j
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发表时间:
2015-01-01
影响因子:
4.9
通讯作者:
Peters, R. J.
Peters, R. J.
中科院分区:
化学2区
文献类型:
--
作者:
Mafu, S.;Potter, K. C.;Peters, R. J.

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虽然形成环醚的萜烯合酶是已知的,但这种杂环化的基础尚不清楚。据报道,许多(二)萜烯合酶,特别是包括祖先的对映贝壳杉烯合酶,可以从立体化学上合适的底物有效地产生甘露酰氧化物的异构体。因此,这种杂环化很容易通过萜烯合酶来完成。事实上,利用单个残基的变化来诱导上游活性位点产生适当的底物,可以产生有效的双功能酶,产生甘露酰氧化物的异构体,代表了新的酶活性。
While cyclic ether forming terpene synthases are known, the basis for such heterocyclisation is unclear. Here it is reported that numerous (di)terpene synthases, particularly including the ancestral ent-kaurene synthase, efficiently produce isomers of manoyl oxide from the stereochemically appropriate substrate. Accordingly, such heterocyclisation is easily accomplished by terpene synthases. Indeed, the use of single residue changes to induce production of the appropriate substrate in the upstream active site leads to efficient bifunctional enzymes producing isomers of manoyl oxide, representing novel enzymatic activity.