Document Detail


Reconstitution of biosynthetic machinery for indole-diterpene paxilline in Aspergillus oryzae.
MedLine Citation:
PMID:  23311903     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Indole-diterpenes represented by paxilline share a common pentacyclic core skeleton derived from indole and geranylgeranyl chain. To shed light on the detailed biosynthetic mechanism of the paspaline-type hexacyclic skeleton, we examined the reconstitution of paxilline biosynthetic machinery in Aspergillus oryzae NSAR1. Stepwise introduction of the six pax genes enabled us to isolate all biosynthetic intermediates and to synthesize paxilline. In vitro and in vivo studies on the key enzymes, prenyltransferase PaxC and cyclase PaxB, allowed us to elucidate actual substrates of these enzymes. Using the isolated and the synthesized epoxide substrates, we have got insight into the highly intriguing stepwise epoxidation/cyclization mechanism for the construction of core structure. In addition, we also demonstrated "tandem transformation" to simultaneously introduce two genes using a single vector (paxG/paxB, pAdeA; paxP/paxQ, pUNA). This may add further tool for the reconstitution strategy to synthesize more complex fungal metabolites.
Authors:
Koichi Tagami; Chengwei Liu; Atsushi Minami; Motoyoshi Noike; Tetsuya Isaka; Shuhei Fueki; Yoshihiro Shichijo; Hiroaki Toshima; Katsuya Gomi; Tohru Dairi; Hideaki Oikawa
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-1-11
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  -     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2013 Jan 
Date Detail:
Created Date:  2013-1-14     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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