2016年5月
Oxidative trans to cis Isomerization of Olefins in Polyketide Biosynthesis
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- 巻
- 55
- 号
- 21
- 開始ページ
- 6207
- 終了ページ
- 6210
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1002/anie.201600940
- 出版者・発行元
- WILEY-V C H VERLAG GMBH
Geometric isomerization can expand the scope of biological activities of natural products. The observed chemical diversity among the pseurotin-type fungal secondary metabolites is in part generated by a trans to cis isomerization of an olefin. In vitro characterizations of pseurotin biosynthetic enzymes revealed that the glutathione S-transferase PsoE requires participation of the bifunctional C-methyltransferase/epoxidase PsoF to complete the trans to cis isomerization of the pathway intermediate presynerazol. The crystal structure of the PsoE/ glutathione/ presynerazol complex indicated stereospecific glutathione-presynerazol conjugate formation is the principal function of PsoE. Moreover, PsoF was identified to have an additional, unexpected oxidative isomerase activity, thus making it a trifunctional enzyme which is key to the complexity generation in pseurotin biosynthesis. Through the study, we identified a novel mechanism of accomplishing a seemingly simple trans to cis isomerization reaction.
- リンク情報
- ID情報
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- DOI : 10.1002/anie.201600940
- ISSN : 1433-7851
- eISSN : 1521-3773
- PubMed ID : 27072782
- Web of Science ID : WOS:000377918400011