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Location of double bonds in fatty acids of fish oil and rat testis lipids. Gas chromatography-mass spectrometry of the oxazoline derivatives

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Lipids

Abstract

A new approach to the derivatization and analysis of long chain polyunsaturated fatty acids is described. The method is based on the formation of 2-alkenyl-4,4-dimethyloxazolines by condensation of the starting material with 2-amino-2-methylpropanol. The derivatization method is rapid, efficient and specific with respect to the chain feature of the parent acids. Volatility, comparable with that of the corresponding simple esters, and improved gas chromatographic separation are achieved without difficulty. The derivatives exhibit clear and regular fragmentation patterns that allow easy discrimination of positional isomers and assignment of double bond location in the chain.

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Abbreviations

AMP:

2-amino-2-methylpropanol

DCC:

dicyclohexylcarbodiimide

DMOX:

2-alkenyl-4,4-dimethyloxazoline

FA:

fatty acid

PUFA:

polyunsaturated fatty acid

UFA:

unsaturated fatty acid

CA:

collisionally activated

EI:

electron impact

FAB:

fast atom bombardment

GC-MS:

gas chromatography-mass spectrometry

HPLC:

high performance liquid chromatography

MS-MS:

tandem mass spectrometry

TIC:

total ion current

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Authors and Affiliations

  1. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 319 Yue-yang Road, 200031, Shanghai, China

    Q. T. Yu, B. N. Liu, J. Y. Zhang & Z. H. Huang

Authors
  1. Q. T. Yu
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  2. B. N. Liu
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  3. J. Y. Zhang
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  4. Z. H. Huang
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Additional information

Chemical Modification in Mass Spectrometry, Part 8. For preceding paper, see reference 1.

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Yu, Q.T., Liu, B.N., Zhang, J.Y. et al. Location of double bonds in fatty acids of fish oil and rat testis lipids. Gas chromatography-mass spectrometry of the oxazoline derivatives. Lipids 24, 79–83 (1989). https://doi.org/10.1007/BF02535269

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  • DOI: https://doi.org/10.1007/BF02535269

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