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Analysis of fatty acid epoxidation by high performance liquid chromatography coupled with evaporative light scattering detection and mass spectrometry

Orellana Coca Åkerman, Cecilia LU ; Adlercreutz, Dietlind LU ; Andersson, Maria LU ; Mattiasson, Bo LU and Hatti-Kaul, Rajni LU (2005) In Chemistry and Physics of Lipids 135(2). p.189-199
Abstract
Conventionally, epoxidation of unsaturated fatty acids has been studied either with titrimetric methods or in a lengthy procedure involving derivatization followed by gas chromatography (GC). We have developed a more rapid and descriptive analysis procedure for the substances using high performance liquid chromatography (HPLC) with evaporative light scattering detection (ELSD). Chemo-enzymatic epoxidation of unsaturated fatty acids (oleic, linoleic and linolenic acid, respectively) has been performed using hydrogen peroxide and immobilized lipase from Candida antarctica (Novozym 435). The fatty acids and their epoxidation products were separated by HPLC on a C-18 reversed-phase column using methanol-water containing 0.05% acetic acid as... (More)
Conventionally, epoxidation of unsaturated fatty acids has been studied either with titrimetric methods or in a lengthy procedure involving derivatization followed by gas chromatography (GC). We have developed a more rapid and descriptive analysis procedure for the substances using high performance liquid chromatography (HPLC) with evaporative light scattering detection (ELSD). Chemo-enzymatic epoxidation of unsaturated fatty acids (oleic, linoleic and linolenic acid, respectively) has been performed using hydrogen peroxide and immobilized lipase from Candida antarctica (Novozym 435). The fatty acids and their epoxidation products were separated by HPLC on a C-18 reversed-phase column using methanol-water containing 0.05% acetic acid as mobile phase. The method facilitated the simultaneous determination of fatty acids and epoxides differing from each other in the number of epoxide rings, the degree of unsaturation and the position of the epoxide rings and double bonds. An important aspect of the method development was the use of electrospray ionization and tandem mass spectrometry to confirm the structure of the epoxide products. It is suggested that the HPLC method, providing more information about the kind and concentration of fatty acids and their epoxides, represents a powerful complement to the existing methods for monitoring epoxidation processes on fatty acids. (c) 2005 Elsevier Ireland Ltd. All rights reserved. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Chemistry and Physics of Lipids
volume
135
issue
2
pages
189 - 199
publisher
Elsevier
external identifiers
  • pmid:15921978
  • wos:000230161100008
  • scopus:19644401570
ISSN
0009-3084
DOI
10.1016/j.chemphyslip.2005.02.014
language
English
LU publication?
yes
id
2d13ccb0-40d1-47c5-afa3-a55cb63fb58a (old id 155115)
date added to LUP
2007-07-02 15:53:17
date last changed
2017-09-17 07:37:17
@article{2d13ccb0-40d1-47c5-afa3-a55cb63fb58a,
  abstract     = {Conventionally, epoxidation of unsaturated fatty acids has been studied either with titrimetric methods or in a lengthy procedure involving derivatization followed by gas chromatography (GC). We have developed a more rapid and descriptive analysis procedure for the substances using high performance liquid chromatography (HPLC) with evaporative light scattering detection (ELSD). Chemo-enzymatic epoxidation of unsaturated fatty acids (oleic, linoleic and linolenic acid, respectively) has been performed using hydrogen peroxide and immobilized lipase from Candida antarctica (Novozym 435). The fatty acids and their epoxidation products were separated by HPLC on a C-18 reversed-phase column using methanol-water containing 0.05% acetic acid as mobile phase. The method facilitated the simultaneous determination of fatty acids and epoxides differing from each other in the number of epoxide rings, the degree of unsaturation and the position of the epoxide rings and double bonds. An important aspect of the method development was the use of electrospray ionization and tandem mass spectrometry to confirm the structure of the epoxide products. It is suggested that the HPLC method, providing more information about the kind and concentration of fatty acids and their epoxides, represents a powerful complement to the existing methods for monitoring epoxidation processes on fatty acids. (c) 2005 Elsevier Ireland Ltd. All rights reserved.},
  author       = {Orellana Coca Åkerman, Cecilia and Adlercreutz, Dietlind and Andersson, Maria and Mattiasson, Bo and Hatti-Kaul, Rajni},
  issn         = {0009-3084},
  language     = {eng},
  number       = {2},
  pages        = {189--199},
  publisher    = {Elsevier},
  series       = {Chemistry and Physics of Lipids},
  title        = {Analysis of fatty acid epoxidation by high performance liquid chromatography coupled with evaporative light scattering detection and mass spectrometry},
  url          = {http://dx.doi.org/10.1016/j.chemphyslip.2005.02.014},
  volume       = {135},
  year         = {2005},
}