Elucidation of the concise biosynthetic pathway of the communesin indole alkaloids.
Elucidation of the concise biosynthetic pathway of the communesin indole alkaloids.
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DOI：
10.1002/anie.201411297
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发表时间：
2015-03-02
影响因子：
16.6
通讯作者：
Tang, Yi
中科院分区：
文献类型：
--
作者：
Lin, Hsiao-Ching;Chiou, Grace;Chooi, Yit-Heng;McMahon, Travis C.;Xu, Wei;Garg, Neil K.;Tang, Yi
The communesins are a prominent class of indole alkaloids isolated from Penicillium species. Due to their daunting structural framework and potential as pharmaceuticals, communesins have inspired numerous total synthesis efforts. However, the genetic and biochemical basis of communesin biosynthesis has remained unexplored. Here, we report the identification and characterization of the communesin (cns) biosynthetic gene cluster from Penicillium expansum. We confirmed communesin is biosynthesized from the coupling of tryptamine and aurantioclavine, two building blocks derived from L-tryptophan. The post-modification steps were mapped by targeted-gene deletion experiments and structural elucidation of intermediates and new analogues. Our studies set the stage for biochemical characterization of the communesin biosynthesis towards understanding how nature generates remarkable structural complexity from simple precursors. Communesins, a prominent class of complex indole alkaloids isolated from various Penicillium species, is shown to be biosynthesized from two different building blocks derived from l-tryptophan. The entire biosynthesis pathway is mapped by genetic inactivation studies, which led to the isolation of three new communesin analogues.
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影响因子：
6.4
作者：
Nielsen CA;Folly C;Hatsch A;Molt A;Schröder H;O'Connor SE;Naesby M
通讯作者：
Naesby M
影响因子：
14.9
作者：
Blin K;Medema MH;Kazempour D;Fischbach MA;Breitling R;Takano E;Weber T
通讯作者：
Weber T
影响因子：
1.6
作者：
Hayashi, H;Matsumoto, H;Akiyama, K
通讯作者：
Akiyama, K
影响因子：
2.1
作者：
May, Jeremy A.;Stoltz, Brian
通讯作者：
Stoltz, Brian
影响因子：
1.8
作者：
NUMATA, A;TAKAHASHI, C;HASEGAWA, T
通讯作者：
HASEGAWA, T