Document Detail


Combined synthetic/CD strategy for the stereochemical assignment of the tricarballylic acid side chains of fumonisin B(1).
MedLine Citation:
PMID:  11374984     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The circular dichroism (CD) exciton chirality method was employed for the stereochemical assignment of the tricarballylic acid (TCA) side chains of fumonisin B(1) 1a (FB(1)). Using 2-naphthoate for chromophoric derivatization of the reduced TCA moieties, the absolute configuration was shown to be R. For additional confirmation, an optically active dihydroxy-tert-butanoate 2 related to the TCA group of fumonisin B(1) was synthesized to serve as a model compound.
Authors:
M Hartl; H U Humpf
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  66     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2001 Jun 
Date Detail:
Created Date:  2001-05-25     Completed Date:  2001-08-16     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3678-81     Citation Subset:  IM    
Affiliation:
Lehrstuhl für Lebensmittelchemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany.
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MeSH Terms
Descriptor/Qualifier:
Carboxylic Acids / chemical synthesis*,  chemistry
Circular Dichroism
Fumonisins*
Indicators and Reagents
Magnetic Resonance Spectroscopy
Mass Spectrometry
Molecular Conformation
Mycotoxins / chemical synthesis*,  chemistry
Spectrophotometry, Ultraviolet
Stereoisomerism
Tricarboxylic Acids / chemistry*
Chemical
Reg. No./Substance:
0/Carboxylic Acids; 0/Fumonisins; 0/Indicators and Reagents; 0/Mycotoxins; 0/Tricarboxylic Acids; 116355-83-0/fumonisin B1; 99-14-9/tricarballylic acid

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