Document Detail


In vivo characterization of NcsB3 to establish the complete biosynthesis of the naphthoic acid moiety of the neocarzinostatin chromophore.
MedLine Citation:
PMID:  20735485     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Neocarzinostatin (NCS) is an enediyne antibiotic produced by Streptomyces carzinostaticus. The NCS chromophore consists of an enediyne core, a sugar moiety, and a naphthoic acid (NA) moiety. The latter plays a key role in binding the NCS chromophore to its apoprotein to protect and stabilize the bioactive NCS chromophore. In this study, we expressed three genes: ncsB (naphthoic acid synthase), ncsB3 (P450 hydroxylase), and ncsB1 (O-methyltransferase), in Streptomyces lividans TK24. The three genes were sufficient to produce 2-hydroxy-7-methoxy-5-methyl-1-naphthoic acid. Production was analyzed and confirmed by LC-MS and nuclear magnetic resonance. Here, we report the functional characterization of ncsB3 and thereby elucidate the complete biosynthetic pathway of NA moiety of the NCS chromophore.
Authors:
Vu Thi Thu Hang; Tae Jin Oh; Tokutaro Yamaguchi; Jae Kyung Sohng
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-08-23
Journal Detail:
Title:  FEMS microbiology letters     Volume:  311     ISSN:  1574-6968     ISO Abbreviation:  FEMS Microbiol. Lett.     Publication Date:  2010 Oct 
Date Detail:
Created Date:  2010-09-23     Completed Date:  2011-01-05     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7705721     Medline TA:  FEMS Microbiol Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  119-25     Citation Subset:  IM    
Copyright Information:
© 2010 Federation of European Microbiological Societies. Published by Blackwell Publishing Ltd. All rights reserved.
Affiliation:
Department of Pharmaceutical Engineering, Institute of Biomolecule Reconstruction, Sun Moon University, Asansi, Chungnam, Korea.
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MeSH Terms
Descriptor/Qualifier:
Anti-Bacterial Agents / biosynthesis*,  chemistry
Bacterial Proteins / genetics,  metabolism*
Biosynthetic Pathways
Carboxylic Acids / chemistry,  metabolism*
Cytochrome P-450 Enzyme System / genetics,  metabolism*
Gene Expression Regulation, Bacterial
Molecular Structure
Naphthalenes / chemistry,  metabolism*
Streptomyces / chemistry,  enzymology,  metabolism*
Zinostatin / analogs & derivatives,  biosynthesis,  chemistry
Chemical
Reg. No./Substance:
0/Anti-Bacterial Agents; 0/Bacterial Proteins; 0/Carboxylic Acids; 0/Naphthalenes; 81604-85-5/neocarzinostatin chromophore; 86-55-5/1-naphthoic acid; 9014-02-2/Zinostatin; 9035-51-2/Cytochrome P-450 Enzyme System

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