Document Detail


Functional expression of the Aspergillus flavus PKS-NRPS hybrid CpaA involved in the biosynthesis of cyclopiazonic acid.
MedLine Citation:
PMID:  19410456     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
alpha-Cyclopiazonic acid (CPA) is an indole tetramic acid mycotoxin. Based on our identification of the polyketide synthase-nonribosomal peptide synthase (PKS-NRPS) hybrid gene cpaA involved in cyclopiazonic acid biosynthesis in Aspergillus fungi, we carried out heterologous expression of Aspergillus flavuscpaA under alpha-amylase promoter in Aspergillus oryzae and identified its sole product to be the CPA biosynthetic intermediate cyclo-acetoacetyl-l-tryptophan (cAATrp). This result rationalized that the PKS-NRPS hybrid enzyme CpaA catalyzes condensation of the diketide acetoacetyl-ACP formed by the PKS module and l-Trp activated by the NRPS module. This CpaA expression system provides us an ideal platform for PKS-NRPS functional analysis, such as adenylation domain selectivity and product releasing mechanism.
Authors:
Yasuyo Seshime; Praveen Rao Juvvadi; Masafumi Tokuoka; Yasuji Koyama; Katsuhiko Kitamoto; Yutaka Ebizuka; Isao Fujii
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-04-22
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  19     ISSN:  1464-3405     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2009 Jun 
Date Detail:
Created Date:  2009-05-29     Completed Date:  2009-08-21     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  3288-92     Citation Subset:  IM    
Affiliation:
School of Pharmacy, Iwate Medical University, 2-1-1 Nishitokuta, Yahaba, Iwate 028-3694, Japan.
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MeSH Terms
Descriptor/Qualifier:
Aspergillus flavus / enzymology*
Indoles / chemical synthesis*,  metabolism
Metabolic Networks and Pathways
Mycotoxins
Peptide Synthases / chemistry,  metabolism*
Promoter Regions, Genetic
alpha-Amylases / genetics
Chemical
Reg. No./Substance:
0/Indoles; 0/Mycotoxins; 18172-33-3/cyclopiazonic acid; EC 3.2.1.1/alpha-Amylases; EC 6.3.2.-/Peptide Synthases; EC 6.3.2.-/non-ribosomal peptide synthase

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