Document Detail

Nitrogen incorporation in the biosynthetic pathway of the nitrogen-containing polyketide, pamamycin in Streptomyces alboniger.
MedLine Citation:
PMID:  16466026     Owner:  NLM     Status:  MEDLINE    
The biosynthetic pathway of pamamycin (1), a nitrogen-containing polyketide, was investigated using blocked mutants of Streptomyces alboniger. Hydroxy acids K (3), L (4) and S (5) were found in cultured materials of blocked mutants and the wild type strain, but no PM-ketone (2) was detected. Hydroxy acids 3, 4, 5 and de-N-methylhydroxy acid L (7) were converted into 1, but 2 nor de-N-methylpamamycin (6) were not. We also confirmed that 3 and 7 were converted into 4. These results showed that an amino group was introduced into the carbonyl group of 3 by transamination, and subsequent N-methylation led to 4 in the pamamycin biosynthetic pathway. Quantitative analyses of hydroxy acid intermediates 3, 4, and 5, and pamamycin (1) suggested that transamination was the rate-determining step in pamamycin biosynthesis.
Makoto Hashimoto; Ikuko Kozone; Hiroshi Kawaide; Hiroshi Abe; Masahiro Natsume
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  The Journal of antibiotics     Volume:  58     ISSN:  0021-8820     ISO Abbreviation:  J. Antibiot.     Publication Date:  2005 Nov 
Date Detail:
Created Date:  2006-02-09     Completed Date:  2006-02-28     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0151115     Medline TA:  J Antibiot (Tokyo)     Country:  Japan    
Other Details:
Languages:  eng     Pagination:  722-30     Citation Subset:  IM    
Department of Plant Protection, United Graduate School of Agricultural Science, Tokyo University of Agriculture and Technology, Saiwai-cho, Fuchu, Tokyo, Japan.
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MeSH Terms
Furans / chemistry,  metabolism
Hydroxy Acids / chemistry,  isolation & purification,  metabolism
Molecular Structure
Nitrogen / metabolism*
Spectrometry, Mass, Electrospray Ionization
Streptomyces / genetics,  metabolism*
Reg. No./Substance:
0/Furans; 0/Hydroxy Acids; 100905-89-3/panamycin 607; 7727-37-9/Nitrogen

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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