Document Detail

Keto fatty acids not containing doubly allylic methylenes are lipoxygenase substrates.
MedLine Citation:
PMID:  1931955     Owner:  NLM     Status:  MEDLINE    
The soybean lipoxygenase I oxygenates the unusual substrate 12-keto-(9Z)-octadecenoic acid methyl ester as indicated by oxygen uptake and spectral changes of the incubation mixture. The main oxygenation products have been isolated by HPLC and identified as 9,12-diketo-(10E)-octadecenoic acid methyl ester and 12-keto-(10E)-dodecenoic acid methyl ester by UV and IR spectroscopy, cochromatography with an authentic standard, gas chromatography/mass spectroscopy, and 1H NMR. In the formation of both compounds the oxygenase and hydroperoxidase activities of the enzyme appear to be involved. These data and the earlier results on the oxygenation of furanoic fatty acids (Boyer et al., 1979) indicate that the lipoxygenase reaction is not restricted to substrates containing a 1,4-pentadiene structure.
H Kühn; L Eggert; O A Zabolotsky; G I Myagkova; T Schewe
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Biochemistry     Volume:  30     ISSN:  0006-2960     ISO Abbreviation:  Biochemistry     Publication Date:  1991 Oct 
Date Detail:
Created Date:  1991-11-25     Completed Date:  1991-11-25     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0370623     Medline TA:  Biochemistry     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  10269-73     Citation Subset:  IM    
Institute of Biochemistry, Medical School (Charité), Humboldt University, Berlin, FRG.
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MeSH Terms
Fatty Acids / chemistry*
Lipoxygenase / chemistry*
Soybeans / enzymology
Structure-Activity Relationship
Substrate Specificity
Reg. No./Substance:
0/Fatty Acids; EC

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

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