Document Detail

Fatty acid allene oxides. II. Formation of two macrolactones from 12,13(S)-epoxy-9(Z),11-octadecadienoic acid.
MedLine Citation:
PMID:  3365827     Owner:  NLM     Status:  MEDLINE    
An unstable fatty acid allene oxide, 12,13(S)-epoxy-9(Z),11-octadecadienoic acid, was recently identified as the product formed from 13(S)-hydroperoxy-9(Z), 11(E)-octadecadienoic acid in the presence of corn (Zea mays L.) hydroperoxide dehydrase (M. Hamberg (1987) Biochim. Biophys. Acta 920, 76-84). The present paper is concerned with the spontaneous decomposition of 12,13(S)-epoxy-9(Z),11-octadecadienoic acid in acetonitrile solution. Two major products were isolated and characterized, i.e. macrolactones 12-keto-9(Z)-octadecen-11-olide and 12-keto-9(Z)-octadecen-13-olide.
M Hamberg
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chemistry and physics of lipids     Volume:  46     ISSN:  0009-3084     ISO Abbreviation:  Chem. Phys. Lipids     Publication Date:  1988 Apr 
Date Detail:
Created Date:  1988-06-22     Completed Date:  1988-06-22     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0067206     Medline TA:  Chem Phys Lipids     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  235-43     Citation Subset:  IM    
Department of Physiological Chemistry, Karolinska Institutet, Stockholm, Sweden.
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MeSH Terms
Fatty Acids, Unsaturated*
Linoleic Acids*
Oleic Acids*
Reg. No./Substance:
0/Fatty Acids, Unsaturated; 0/Linoleic Acids; 0/Oleic Acids; 114416-54-5/12-keto-9(2)-octadecen-11-olide; 114416-55-6/12-keto-9(2)-octadecen-13-olide; 114488-95-8/12,13-epoxy-9(2),11-octadecadienoic acid; 26764-25-0/octadecadienoic acid

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