Literature DB >> 27519628

Autoxidation of methyl linolenate: Analysis of methyl hydroxylinolenate isomers by high performance liquid chromatography.

H W Chan1, G Levett1.   

Abstract

The mixture of methyl hydroxylinolenates obtained by reduction of the hydroperoxide isomers formed by autoxidation of methyl linolenate was resolved by high performance liquid chromatography into eight major components. These are positional isomers with the hydroxyl group at positions 9, 12, 13, and 16. Two geometrical isomers of each positional isomer are present; these differ in the configuration of the conjugated double bonds (cis-trans andtrans-trans). Autoxidation of methyl linolenate is regioselective and favors the formation of positional isomers 9 and 16.

Entities:  

Year:  1977        PMID： 27519628     DOI： 10.1007/BF02533273

Source DB:  PubMed          Journal:  Lipids        ISSN： 0024-4201            Impact factor:   1.880


  3 in total

1.  Specificity of lipoxygenases. Thermal isomerisations of linoleate hydroperoxides, a phenomenon affecting the determination of isomeric ratios.

Authors:  H W Chan; C T Costaras; F A Prescott; P A Swoboda
Journal:  Biochim Biophys Acta       Date:  1975-08-25

2.  Autoxidation of methyl linoleate. Separation and analysis of isomeric mixtures of methyl linoleate hydroperoxides and methyl hydroxylinoleates.

Authors:  H W Chan; G Levett
Journal:  Lipids       Date:  1977-01       Impact factor: 1.880

3.  A simple method for the preparation of pure 9-D-hydroperoxide of linoleic acid and methyl linoleate based on the positional specificity of lipoxygenase in tomato fruit.

Authors:  J A Matthew; H W Chan; T Galliard
Journal:  Lipids       Date:  1977-03       Impact factor: 1.880
  3 in total
  3 in total

Review 1.  The chemistry and antioxidant properties of tocopherols and tocotrienols.

Authors:  A Kamal-Eldin; L A Appelqvist
Journal:  Lipids       Date:  1996-07       Impact factor: 1.880

2.  The identification of the allylic nitrite and nitro derivatives of methyl linoleate and methyl linolenate by negative chemical ionization mass spectroscopy.

Authors:  A A Gallon; W A Pryor
Journal:  Lipids       Date:  1993-02       Impact factor: 1.880

3.  NMR and Computational Studies as Analytical and High-Resolution Structural Tool for Complex Hydroperoxides and Diastereomeric Endo-Hydroperoxides of Fatty Acids in Solution-Exemplified by Methyl Linolenate.

Authors:  Raheel Ahmed; Panayiotis C Varras; Michael G Siskos; Hina Siddiqui; M Iqbal Choudhary; Ioannis P Gerothanassis
Journal:  Molecules       Date:  2020-10-23       Impact factor: 4.411
  3 in total

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