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Location of methyl branchings in fatty acids: Fatty acids in uropygial secretion of Shanghai Duck by GC-MS of 4,4-dimethyloxazoline derivatives

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Lipids

An Erratum to this article was published on 01 February 1989

Abstract

2-Substituted 4,4-dimethyloxazolines (DMOX) have been found to be a useful alternative to the commonly used methyl esters for the localization of unsaturated bounds and other substituents in the fatty chain by mass spectrometry. The powerful directed fragmentation coupled with good gas chromatographic ability enables the structure elucidation of modified fatty acids in complex mixtures. Continuing our previous study, 76 out of a total of 86 fatty acids obtained from the preen gland wax of shanghai duck now have been identified by gas chromatography-mass spectrometry (GC-MS) of their oxazoline derivatives. The identification was based on the interpretation of the mass spectra and comparison with the spectra and equivalent chain lengths (ECL) of the corresponding methyl esters. Main components of this lipid mixture are straight chain fatty acids (8.22%), and 2-, 4-or 6-monomethyl branched acids (53.69%), amounting to 61.91% of the total acid fraction. In addition, a large number of dimethyl-substituted fatty acids (31.4%) also have been found. Typical mass spectra, which are easily recognizable and highly specific for fatty acids substituted at various positions, are presented and classified according to the structural feature of the chain.

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Abbreviations

AMP:

2-amino-2-methyl-propanol

DCC:

dicyclohexylcarbodiimide

DMF-DMA:

N,N-dimethyl formamide dimethyl acetal

DMOX:

4,4-dimethyloxazolines

ECL:

equivalent chain lengths

GC-MS:

gas chromatography-mass spectrometry

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Authors and Affiliations

  1. Laboratory of Mass Spectrometry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 319 Yue-yang Rd., 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 6. For preceding paper in this series, see Ref. 17.

An erratum to this article is available at http://dx.doi.org/10.1007/BF02535256.

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Yu, Q.T., Liu, B.N., Zhang, J.Y. et al. Location of methyl branchings in fatty acids: Fatty acids in uropygial secretion of Shanghai Duck by GC-MS of 4,4-dimethyloxazoline derivatives. Lipids 23, 804–810 (1988). https://doi.org/10.1007/BF02536225

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  • DOI: https://doi.org/10.1007/BF02536225

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