2016年5月
Astellifadiene: Structure Determination by NMR Spectroscopy and Crystalline Sponge Method, and Elucidation of its Biosynthesis
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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- 巻
- 55
- 号
- 19
- 開始ページ
- 5785
- 終了ページ
- 5788
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1002/anie.201601448
- 出版者・発行元
- WILEY-V C H VERLAG GMBH
Genome mining of a terpene synthase gene from Emericella variecolor NBRC 32302 and its functional expression in Aspergillus oryzae led to the production of the new sesterterpene hydrocarbon, astellifadiene (1), having a 6-8-6-5-fused ring system. The structure of 1 was initially investigated by extensive NMR analyses, and was further confirmed by the crystalline sponge method, which established the absolute structure of 1 and demonstrated the usefulness of the method in the structure determination of complex hydrocarbon natural products. Furthermore, the biosynthesis of 1 was proposed on the basis of isotope-incorporation experiments performed both invivo and invitro. The cyclization of GFPP involves a protonation-initiated second cyclization sequence, 1,2-alkyl migration, and 1,5-hydride shift to generate the novel scaffold of 1.
- リンク情報
- ID情報
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- DOI : 10.1002/anie.201601448
- ISSN : 1433-7851
- eISSN : 1521-3773
- Web of Science ID : WOS:000375118500021