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Spectral confirmation of trans monounsaturated C18 fatty acid positional isomers

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Journal of the American Oil Chemists' Society

Abstract

The trans octadecenoic acid methyl ester isomers were obtained from a partially hydrogenated soybean oil sample and isolated by silver-ion high-performance liquid chromatography. The double bond configuration was confirmed to be trans by using gas chromatography-direct deposition-Fourier transform infrared spectroscopy. The double bond positions for nine individual trans octadecenoic acid positional isomers were confirmed by gas chromatography-electron ionization mass spectrometry after derivatization to 2-alkenyl-4,4-dimethyloxazoline. These nine trans positional isomers were resolved on either one of the two polar 100% cyanopropylpolysiloxane 100-m capillary columns, SP 2560 and Cp-Sil 88, at an isothermal temperature of 140°C. These nine isomers were confirmed to have double bonds at carbons C-8 through C-16. The pair of trans octadecenoic acid positional isomers with double bonds at C-13 and C-14 are reported for the first time to be resolved by gas chromatography.

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Authors and Affiliations

  1. Food and Drug Administration (FDA), Office of General Scientific Support, Center for Food Safety and Applied Nutrition (CFSAN), 20204, Washington, D.C.

    M. M. Mossoba & J. A. G. Roach

  2. Office of Plant and Dairy Foods and Beverages, National Center for Food Safety and Technology, FDA, Summit-Argo, 60501, Illinois

    R. E. McDonald

  3. Illinois Institute of Technology, Summit-Argo, 60501, Illinois

    D. D. Fingerhut

  4. Office of Food Labeling, CFSAN, FDA, 20204, Washington, D.C.

    M. P. Yurawecz & N. Sehat

Authors
  1. M. M. Mossoba
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  2. R. E. McDonald
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  3. J. A. G. Roach
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  4. D. D. Fingerhut
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  5. M. P. Yurawecz
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  6. N. Sehat
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Mossoba, M.M., McDonald, R.E., Roach, J.A.G. et al. Spectral confirmation of trans monounsaturated C18 fatty acid positional isomers. J Amer Oil Chem Soc 74, 125–130 (1997). https://doi.org/10.1007/s11746-997-0156-3

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  • DOI: https://doi.org/10.1007/s11746-997-0156-3

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