Autoxidation of methyl linoleate: Identification of the bis-allylic 11-hydroperoxide

Lipids

Volumn 35, Issue 9, 2000, Pages 947-952

  Brash, A R ^a  

^a VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA TOCOPHEROL; BIS ALLYLIC 11 HYDROPEROXIDE; FREE RADICAL; LINOLEIC ACID; METHYL GROUP; UNCLASSIFIED DRUG;

ARTICLE; AUTOOXIDATION; CHEMICAL REACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIPID PEROXIDATION; SPECTROPHOTOMETRY; ULTRAVIOLET SPECTROSCOPY;

EID: 0033798477     PISSN: 00244201     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11745-000-0604-0     Document Type: Article

References (20)

1. Physico-chemical aspects of autoxidation
2. Autoxidation of linoleic acid
3. On the autoxidation of linoleic acid in aqueous colloidal solution
4. Formation of hydroperoxides with unconjugated diene systems during autoxidation and enzymic oxygenation of linoleic acid
5. Autoxidation of methyl linoleate. Separation and analysis of isomeric mixtures of methyl linoleate hydroperoxides and methyl hydroxylinoleates
6. Vinyl cyclopropyl bromides as precursors to fatty acid hydroperoxides. II. Minor oxidation products of methyl linoleate
7. Controlled synthesis of monohydroperoxides by α-tocopherol inhibited autoxidation of polyunsaturated lipids
8. Novel hydroxyicosatetraenoic and hydroxyicosapentaenoic acids and a 13-oxo analog. Isolation from a mixture of the calcareous red algae lithothamnion corallioides and lithothamnion calcareum of Brittany Waters
9. Synthesis of 10(S)-hydroxyeicosatetraenoic acid: A novel cytochrome P-450 metabolite of arachidonic acid
10. 7-HETE, 10-HETE, and 13-HETE are major products of NADPH-dependent metabolism of arachidonic acid in rat liver microsomes. Analysis of their stereochemistry and the stereochemistry of their acid-catalyzed rearrangement
11. Autoxidation of polyunsaturated lipids. Factors controlling the stereochemistry of product hydroperoxides
12. Displacement analysis of lipids. IX. Products of the oxidation of methyl linoleate
13. Linoleic acid metabolism in the red alga Lithothamnion corallioides: Biosynthesis of 11(R)-hydroxy-9(Z),12(Z)-octadecadienoic acid
14. Bis-allylic hydroxylation of polyunsaturated fatty acids by hepatic monooxygenases and its relation to the enzymatic and nonenzymatic formation of conjugated hydroxy fatty acids
15. Bis-allylic hydroxylation of linoleic acid and arachidonic acid by human hepatic monooxygenases
16. Myoglobin-catalyzed bis-allylic hydroxylation and epoxidation of linoleic acid
17. Manganese lipoxygenase. Discovery of a bis-allylic hydroperoxide as product and intermediate in a lipoxygenase reaction
18. Purification and catalytic activities of the two domains of the allene oxide synthase-lipoxygenase fusion protein of the coral Plexaura homomalla
19. Effect of solvent polarity on the activity of soybean lipoxygenase isozymes
20. Lipoxygenase reaction mechanism: Demonstration that hydrogen abstraction from substrate precedes dioxygen binding during catalytic turnover