Document Detail

Novel and expanded jadomycins incorporating non-proteogenic amino acids.
MedLine Citation:
PMID:  16185863     Owner:  NLM     Status:  MEDLINE    
Jadomycin B is a secondary metabolite produced, in response to stress, by Streptomyces venezuelae ISP5230 grown in nutrient-deprived media. We present definitive electrospray ionization mass spectrometry data identifying a series of novel jadomycins with non-proteogenic amino acids incorporated into the oxazolone ring of the secondary metabolite, and strengthening evidence for the existence of an aldimine intermediate in the biosynthetic pathway. We also demonstrate that the size of the oxazolone ring can be expanded by incorporating beta-amino acids.
David L Jakeman; Cathy L Graham; Taryn R Reid
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2005-09-26
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  15     ISSN:  0960-894X     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2005 Dec 
Date Detail:
Created Date:  2005-10-19     Completed Date:  2006-01-23     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  5280-3     Citation Subset:  IM    
College of Pharmacy, Dalhousie University, 5968 College Street, Halifax, B3H 3J5, NS, Canada.
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MeSH Terms
Amino Acids / chemistry*
Isoquinolines / chemistry*,  isolation & purification
Molecular Structure
Oxazolone / chemistry
Spectrometry, Mass, Electrospray Ionization
Streptomyces / metabolism*
Reg. No./Substance:
0/Amino Acids; 0/Isoquinolines; 149633-99-8/jadomycin B; 15646-46-5/Oxazolone

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