SpringerLink
Log in

Separation and Determination of the Structure of Acylglycerols and Their Ether Analogues

  • Chapter
Fatty Acids and Glycerides

Part of the book series: Handbook of Lipid Research ((HLRE,volume 1))

  • 236 Accesses

Abstract

This chapter describes the techniques that are used for the separation and structural characterization of neutral glycerolipids having one to three molecules of fatty acid (esters) or alcohol (ethers) combined with the hydroxyl groups of glycerol. The emphasis is placed on practical considerations, and theoretical discussions are either brief or absent. Although references quoted in this chapter often do not indicate the original source of a procedure or idea, such information can be found within the comprehensive reviews that are cited in each section.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

eBook
USD 9.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free ship** worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Similar content being viewed by others

References

  • Aasen, A. J., Lauer, W. M., and Holman, R. T., 1970, Mass spectrometry of triglycerides. II. Specifically deuterated triglycerides and elucidation of fragmentation mechanisms, Lipids 5:869.

    Article  PubMed  CAS  Google Scholar 

  • Aitzetmüller, K., 1975, The liquid chromatography of lipids: A critical review, J. Chromatogr. 113:231.

    Article  PubMed  Google Scholar 

  • Anonymous, 1967, IUPAC-IUB Commission of Biochemical Nomenclature. The nomenclature of lipids, Biochemistry 105:897.

    Google Scholar 

  • Arpino, P., Baldwin, M. A., and McLafferty, F. W., 1974a, Liquid chromatography—mass spectrometry. II. Continuous monitoring. Biomed. Mass Spectrom. 1:80.

    Article  PubMed  CAS  Google Scholar 

  • Arpino, P. J., Dawkins, B. G., and McLafferty, F. W., 1974b, A liquid chromatography/mass spectrometry system providing continuous monitoring with nanogram sensitivity, J. Chromatogr. Sci. 12:574.

    CAS  Google Scholar 

  • Assmann, G., Krauss, R. M., Frederickson, D. S., and Levy, R. I., 1973, Positional specificity of triglyceride lipases in post heparin plasma, J. Biol. Chem. 248:7148.

    Google Scholar 

  • Bailey, G. F., and Horvat, R. J., 1972, Raman spectroscopic analysis of the cis/trans isomer composition of edible vegetable oils, J. Am. Oil Chem. Soc. 49:494.

    Article  CAS  Google Scholar 

  • Barbano, D. M., and Sherbon, J. W., 1975, Stereospecific analysis of high melting triglycerides of bovine milk fat and their biosynthetic origin, J. Dairy Sci. 58:1.

    Article  PubMed  CAS  Google Scholar 

  • Barber, M., Merren, T. O., and Kelly, W., 1964, The mass spectrometry of large molecules. I. The triglycerides of straight chain fatty acids, Tetrahedron Lett. 18:1063.

    Article  Google Scholar 

  • Barber, M., Chapman, J. R., and Wolstenholme, W. A., 1968, Lipid analysis by coupled mass spectrometry—gas chromatography (MS-GLC). 1. Diglycerides, J. Mass. Spectrometry Ion Phys. 1:98.

    Article  CAS  Google Scholar 

  • Barrett, C. B., Dallas, M. S. J., and Padley, F. B., 1962, The separation of glycerides by thin-layer chromatography on silica impregnated with silver nitrate, Chem. Ind. (London) 1962:1050.

    Google Scholar 

  • Baumann, W. J., and Ulshöfer, H. W., 1968, Characteristic absorption bands and frequency shifts in the infrared spectra of naturally-occurring long-chain ethers, esters and ether esters of glycerol and various diols, Chem. Phys. Lipids 2:114.

    Article  PubMed  CAS  Google Scholar 

  • Baumann, W. J., Madson, T. H., and Weseman, B. J., 1972, “Plasmalogen-type” cyclic acetals: Formation and conformation of the 1,3-dioxanes and 1,3-dioxolanes from 1-O-cis-alk-1-enyl-sn-glycerols, J. Lipid Res. 13:640.

    PubMed  CAS  Google Scholar 

  • Bellamy, L. J., 1958, The Infrared Spectra of Complex Molecules, 2nd ed., Methuen, London.

    Google Scholar 

  • Bezard, J., and Bugaut, M., 1972, The component triglycerides of rat adipose tissue. I. As studied after fractionation into classes by silver ion—thin-layer chromatography, J. Chromatogr. Sci. 10:451.

    PubMed  CAS  Google Scholar 

  • Biemann, K., 1962, Mass Spectrometry: Organic Chemical Applications, McGraw-Hill, New York.

    Google Scholar 

  • Blank, M. L., and Snyder, F., 1975, Quantitative aspects of thin-layer chromatography in the analysis of phosphorus-free lipids, in: Analysis of Lipids and Lipoproteins (E. G. Perkins, ed.), pp. 63–69, American Oil Chemists’ Society, Champaign, Ill.

    Google Scholar 

  • Blank, M. L., Verdino, B., and Privett, O. S., 1965, Determination of triglyceride structure via silver nitrate—TLC, J. Am. Oil Chem. Soc. 42:87.

    Article  PubMed  CAS  Google Scholar 

  • Blank, M. L., Kasama, K., and Snyder, F., 1972, Isolation and identification of an alkyldiacylglycerol containing isovaleric acid, J. Lipid Res. 13:390.

    PubMed  CAS  Google Scholar 

  • Blank, M. L., Cress, E. A., Piantadosi, C., and Snyder, F., 1975, A method for the quantitative determination of glycerolipids containing O-alkyl and O-alk-1-enyl moieties, Biochim. Biophys. Acta 380:208.

    Article  PubMed  CAS  Google Scholar 

  • Blankenhorn, D. H., Rouser, G., and Weimer, T. J., 1961, A method for the estimation of blood glycerides employing Florisil, J. Lipid Res. 2:281.

    CAS  Google Scholar 

  • Bligh, E. G., and Dyer, W. J., 1959, A rapid method of total lipid extraction and purification, Can. J. Biochem. Physiol. 37:911.

    Article  PubMed  CAS  Google Scholar 

  • Blomberg, J., 1974, Unusual lipids. II. Head oil of the North Atlantic pilot whale, Globicephala melaena malaena, Lipids 9:461.

    CAS  Google Scholar 

  • Breckenridge, W. C., and Kuksis, A., 1967, Specific distribution of short chain fatty acids in bovine milk fat, Proc. Can. Fed. Biol. Soc. 10:156.

    Google Scholar 

  • Breckenridge, W. C., and Kuksis, A., 1968, Structure of bovine milk fat triglycerides. I. Short and medium chain lengths, Lipids 3:291.

    Article  PubMed  CAS  Google Scholar 

  • Breckenridge, W. C., and Kuksis, A., 1969, Structure of bovine milk fat triglycerides. II. Long chain lengths, Lipids 4:197.

    Article  PubMed  CAS  Google Scholar 

  • Breckenridge, W. C., Marai, L., and Kuksis, A., 1969, Triglyceride structure of human milk fat, Can. J. Biochem. 47:761.

    Article  PubMed  CAS  Google Scholar 

  • Brockerhoff, H., 1971, Stereospecific analysis of triglycerides, Lipids 6:942.

    Article  PubMed  CAS  Google Scholar 

  • Budzikiewicz, H., Djerassi, C., and Williams, D. H., 1967, Mass Spectrometry of Organic Compounds, Holden-Day, San Francisco.

    Google Scholar 

  • Bugaut, M., and Bezard, J., 1973, The component triglycerides of rat adipose tissue. II. As studied after fractionation of classes into groups by gas liquid chromatography, J. Chromatogr. Sci. 11:36.

    CAS  Google Scholar 

  • Burlingame, A. L., Kimble, B. J., and Derrick, P. J., 1976, Mass spectrometry, Anal. Chem. 48:368R.

    Article  CAS  Google Scholar 

  • Burton, R. M., 1974, Lipid extraction and separation procedures, in: Fundamentals of Lipid Chemistry (R. M. Burton and F. C. Guerra, eds.), pp. 11–45, BI-Science Publications Division, Webster Groves, Mo.

    Google Scholar 

  • Carroll, D. I., Dzidic, L, Stillwell, R. N., Haegele, K. D., and Horning, E. C., 1975, Atmospheric pressure ionization mass spectrometry: Corona discharge ion source for use in lipid chromatograph—mass spectrometer—computer analytical system, Anal. Chem. 47:2369.

    Article  CAS  Google Scholar 

  • Carroll, K. K., 1976, Column chromatography of neutral glycerides and fatty acids, in: Lipid Chromatographic Analysis, Vol. 1 (G. V. Marinetti, ed.), pp. 205–237, Marcel Dekker, New York.

    Google Scholar 

  • Casparrini, G., Horning, M. G., and Horning, E. C., 1968, Gas chromatographic study of phosphatidylserines, Anal. Lett. 1:481.

    Article  CAS  Google Scholar 

  • Chapman, D., 1965, The Structure of Lipids by Spectroscopic and X-ray Techniques, Wiley, New York.

    Google Scholar 

  • Chapman, D., and Magnus, P. D., 1966, Introduction to Practical High Resolution NMR Spectroscopy, Academic Press, New York.

    Google Scholar 

  • Christie, W. W., 1969, The glyceride structure of Sapium sebiferum seed oil, Biochim, Biophys. Acta 187:1.

    Article  CAS  Google Scholar 

  • Corey, E. J., and Venkateswarlu, A., 1972, Protection of hydroxyl groups as tert-butyldimethylsilyl derivatives, J.Am. Chem. Soc. 94:6190.

    Article  CAS  Google Scholar 

  • Cram, S. P., and Juvet, R. S., Jr., 1976, Gas chromatography, Anal. Chem. 48:411R.

    Article  CAS  Google Scholar 

  • Culp, T. W., Harlow, R. D., Litchfield, D., and Reiser, R., 1965, Analysis of triglycerides by consecutive chromatographic techniques. II. Ucuhaba kernel fat, J. Am. Oil Chem. Soc. 42:974.

    Article  PubMed  CAS  Google Scholar 

  • Curstedt, T., 1974, Mass spectra of trimethylsilyl ethers of 2H-labelled mono-and diglycerides, Biochim. Biophys. Acta 360:12.

    Article  PubMed  CAS  Google Scholar 

  • Curstedt, T., and Sjövall, J., 1974, Analysis of molecular species of 2H-labelled phosphatidylcholines by liquid-gel chromatography and gas chromatography—mass spectrometry, Biochim. Biophys. Acta 360:24.

    Article  PubMed  CAS  Google Scholar 

  • Davenport, J. B., 1971, Infrared spectroscopy of lipids, in: Biochemistry and Methodology of Lipids (A. R. Johnson and J. B. Davenport, eds.), pp. 231–242, Wiley-Interscience, New York.

    Google Scholar 

  • De Stefano, J. J., and Kirkland. J. J., 1975a, Preparative high-performance liquid chromatography, Part I, Anal. Chem. 47:1103A.

    Google Scholar 

  • De Stefano, J. J., and Kirkland, J. J., 1975b, Preparative high-performance liquid chromatography, Part II, Anal. Chem. 47:1193A.

    Google Scholar 

  • Dyer, J. R., 1965, Applications of Absorption Spectroscopy of Organic Compounds, Prentice-Hall, Englewood Cliffs, N.J.

    Google Scholar 

  • Ellingboe, J. E., Nyström, J. F., and Sjövall, J., 1968, A versatile lipophilic Sephadex derivative for “reversed-phase” chromatography, Biochim. Biophys. Acta 152:803.

    Article  PubMed  CAS  Google Scholar 

  • Ellingboe, J. E., Nyström, J. F., and Sjövall, J., 1970, Liquid-gel chromatography on lipophilic-hydrophobic Sephadex derivatives, J. Lipid Res. 11:266.

    PubMed  CAS  Google Scholar 

  • Evans, N., Games, D. E., Harwood, J. L., and Jackson, A. H., 1974, Field-desorption mass spectrometry of triglycerides and phospholipids, Biochem. Soc. Trans. 2:1091.

    CAS  Google Scholar 

  • Fales, H. M., Milne, G. W. A., Winkler, H. U., Beckey, H. D., Damico, J. N., and Barron, R., 1975, Comparison of mass spectra of some biologically important compounds as obtained by various ionization techniques, Anal. Chem. 47:207.

    Article  CAS  Google Scholar 

  • Ferrell, W. J., Radloff, J. F., and Jackiw, A. B., 1969, Quantitative analysis of free and bound fatty aldehydes: Optimum conditions for p-nitrophenyl-hydrazone formation, Lipids 4:278.

    Article  PubMed  CAS  Google Scholar 

  • Fiorti, J. A., Kanuk, M. J., and Sims, R. J., 1969, Gas chromatography of epoxyglycerides, J. Chromatogr. Sci. 7:448.

    Google Scholar 

  • Folch, J., Lees, M., and Sloane-Stanley, G. H., 1957, A simple method for the isolation and purification of lipid extracts from brain tissue, J. Biol. Chem. 191:833.

    Google Scholar 

  • Freeman, N. K., 1968, Applications of infrared absorption spectroscopy in the analysis of lipids, J. Am. Oil Chem. Soc. 45:798.

    Article  CAS  Google Scholar 

  • Gelman, R. A., and Gilbertson, J. R., 1969, The quantitative and qualitative analysis of alkyl α-glycerol ethers as alkoxy acetaldehydes, Anal. Biochem. 31:463.

    Article  PubMed  CAS  Google Scholar 

  • Gray, G. M., 1969, The preparation and assay of long-chain fatty aldehydes, in: Methods in Enzymology (J. M. Lowenstein, ed.), pp. 678–684, Academic Press, New York.

    Google Scholar 

  • Griffiths, P. R., 1975, Chemical Infrared Fourier Transform Spectroscopy, Wiley-Interscience, New York.

    Google Scholar 

  • Gunstone, F. D., and Padley, F. B., 1965, Glyceride studies. Part III. The component glycerides of five seed oils containing linolenic acid, J. Am. Oil. Chem. Soc. 42:957.

    Article  PubMed  CAS  Google Scholar 

  • Haken, J. K., 1974, Influence of reference substances on retention behavior of homologous compounds on stationary phases of increasing polar character, J. Chromatogr. 99:329.

    Article  CAS  Google Scholar 

  • Hallgren, B., and Larsson, S., 1962, The glyceryl ethers in the liver oils of elasmobranch fish, J. Lipid Res. 3:31.

    CAS  Google Scholar 

  • Hallgren, B., and Ställberg, G., 1967, Methoxy-substituted glycerol ethers isolated from Greenland shark liver oil, Acta Chem. Scand. 21:1519.

    Article  CAS  Google Scholar 

  • Hallgren, B., Niklasson, A., Ställberg, G., and Thorin, H., 1974, On the occurrence of 1-O-(2-methoxyalkyl)glycerols and 1-O-phytanylglycerol in marine animals, Acta Chem. Scand. B28:1035.

    Article  Google Scholar 

  • Hamming, M. C., and Foster, N. G,, 1972, Interpretation of Mass Spectra of Organic Compounds, Academic Press, New York.

    Google Scholar 

  • Hammond, E. G., 1969, The resolution of complex triglyceride mixtures, Lipids 4:246.

    Article  PubMed  CAS  Google Scholar 

  • Hanahan, D. J., 1972, Ether-linked lipids: Chemistry and methods of measurement, in: Ether Lipids, Chemistry and Biology (F. Snyder, ed.), pp. 25–50, Academic Press, New York.

    Google Scholar 

  • Hanahan, D. J., Ekholm, J., and Jackson, C. M., 1963, Studies on the structure of glyceryl ether phospholipids of bovine erythrocytes, Biochemistry 2:630.

    Article  PubMed  CAS  Google Scholar 

  • Hasegawa, K., and Suzuki, T., 1973, Determination of molecular species of ovolecithin using gas chromatography—mass spectrometry, Lipids 8:631.

    Article  PubMed  CAS  Google Scholar 

  • Hasegawa, K., and Suzuki, T., 1975, Examination of acetolysis products of phosphatidylcholine by gas chromatography-mass spectrometry, Lipids 10:667.

    Article  PubMed  CAS  Google Scholar 

  • Hites, R. A., 1970, Quantitative analysis of triglyceride mixtures by mass spectrometry, Anal. Chem. 42:1736.

    Article  CAS  Google Scholar 

  • Hites, R. A., 1975, Mass spectrometry of triglycerides, in: Methods of Biochemical Analysis, Vol. XXXV (J. M. Lowenstein, ed.), pp. 348–359, Wiley-Interscience, New York.

    Google Scholar 

  • Holla, K. S., Horrocks, L. A., and Cornwell, D. G., 1964, Improved determination of glycerol and fatty acids in glycerides and ethanolamine Phosphatides by gas—liquid chromatography, J. Lipid Res. 5:263.

    PubMed  Google Scholar 

  • Horning, E. C., Carroll, D. I., Dzidic, I., Haegele, K. D., Horning, M. G., and Stillwell, R. N., 1974, Atmospheric pressure ionization (API) mass spectrometry: Solvent-mediated ionization of samples introduced in solution and in a liquid Chromatograph effluent stream, J. Chromatogr. Sci. 12:725.

    PubMed  CAS  Google Scholar 

  • Horning, M. G., Casparrini, G., and Horning, E. C., 1969, The use of gas phase analytical methods for the analysis of phospholipids, J. Chromatogr. Sci. 7:267.

    CAS  Google Scholar 

  • Horning, M. G., Murakami, S., and Horning, E. C., 1971, Analyses of phospholipids, ceramides and cerebrosides by gas chromatography—mass spectrometry, Am. J. Clin. Nutr. 24:1086.

    PubMed  CAS  Google Scholar 

  • Horrocks, L. A., and Cornwell, D. G., 1962, The simultaneous determination of glycerol and fatty acids in glycerides by gas—liquid chromatography, J. Lipid Res. 3:165.

    CAS  Google Scholar 

  • Huebner, V. R., 1959, Preliminary studies on the analysis of mono-and di-glycerides by GLPC, J. Am. Oil Chem. Soc. 36:262.

    Article  CAS  Google Scholar 

  • Jackman, L. M., and Sternhill, S., 1969, Applications to NMR Spectroscopy in Organic Chemistry, Pergamon Press, New York.

    Google Scholar 

  • James, A. T., and Martin, A. J. P., 1952, Gas—liquid partition chromatography: The separation and microestimation of volatile fatty acids from formic acid to dodecanoic acid, Biochem. J. 50:679.

    PubMed  CAS  Google Scholar 

  • James, A. T., and Martin, A. J. P., 1956, Gas—liquid chromatography: The separation and identification of the methyl esters of saturated and unsaturated acids from formic acid to n-octadecanoic acid, Biochem. J. 63:144.

    PubMed  CAS  Google Scholar 

  • Johnson, C. B., and Holman, R. T., 1966, Mass spectrometry of lipids. II. Monoglycerides, their diacetyl derivatives and their trimethylsilyl ethers, Lipids 1:371.

    Article  PubMed  CAS  Google Scholar 

  • Jost, U., 1974, 1-Alkyl-2,3-diacyl-sn-glycerol, the major lipid in the harderian gland of rabbits, Hoppe-Seyler’s Z. Physiol. Chem. 355:422.

    Article  PubMed  CAS  Google Scholar 

  • Joustra, M., Söderquist, B., and Fisher, L., 1967, Gel filtration in organic solvents, J. Chromatogr. 28:21.

    Article  PubMed  CAS  Google Scholar 

  • Jurriens, G., and Kroesen, A. C. J., 1965, Determination of glyceride composition of several solid and liquid fats, J. Am. Oil Chem. Soc. 42:9.

    Article  PubMed  CAS  Google Scholar 

  • Kasama, K., Rainey, W. T., and Snyder, F., 1973, Chemical identification and enzymic synthesis of a newly discovered lipid class—hydroxyalkylglycerols, Arch. Biochim. Biophys. 154:648.

    Article  CAS  Google Scholar 

  • Kates, M., 1972, Techniques of Lipidology: Isolation, Analysis and Identification of Lipids, American Elsevier, New York.

    Google Scholar 

  • Kelly, R. W., and Taylor, P. L., 1976, Analysis of steroids and Prostaglandins by gas phase methods, Anal. Chem. 48:465.

    Article  PubMed  CAS  Google Scholar 

  • Kirkland, J. J., 1972, High-performance liquid chromatography with porous silica microspheres, J. Chromatogr. Sci. 10:593.

    CAS  Google Scholar 

  • Kleiman, R., Miller, R. W., Earle, F. R., and Wolff, I. A., 1967, (s)-1,2-Diacyl-3-acetins: Optically active triglycerides from Euonymus verrucosus seed oil, Lipids 2:473.

    Article  PubMed  CAS  Google Scholar 

  • Kleiman, R., Spencer, G. F., Earle, F. R., Nieschlag, H. J., and Barclay, A. S., 1972, Tetra-acid triglycerides containing a new hydroxy eicosadienoyl moiety in Lequerella auriculata seed oil, Lipids 7:660.

    Article  CAS  Google Scholar 

  • Kuksis, A., 1967, Gas chromatography of neutral glycerides, in: Lipid Chromatographic Analysis, Vol. 1 (G. V. Marinetti, ed.), pp. 239–337, Marcel Dekker, New York.

    Google Scholar 

  • Kuksis, A., 1971, Gas—liquid chromatographic fractionation of natural diglycerides on organo-silicone—polyester liquid phases, Can. J. Biochem. 49:1245.

    Article  PubMed  CAS  Google Scholar 

  • Kuksis, A., 1972a, New developments in the determination of structure of glycerides and phosphoglycerides, in: Progress in the Chemistry of Fats and Other Lipids, Vol. 12 (R. T. Holman, ed.), pp. 1–163, Pergamon Press, New York.

    Google Scholar 

  • Kuksis, A., 1972b, Gas—liquid chromatographic fractionation of natural diglycerides on stabilized polyester liquid phases, J. Chromatogr. Sci. 10:53.

    CAS  Google Scholar 

  • Kuksis, A., 1973, Progress in the analysis of lipids. XIII. Gas chromatography, Part 5, Fette Seifen Anstrichm. 75:517.

    Article  CAS  Google Scholar 

  • Kuksis, A., 1975, Gas liquid chromatography of neutral lipids, in: Analysis of Lipids and Lipoproteins (E. G. Perkins, ed.), pp. 26–62, American Oil Chemists’ Society, Champaign, Ill.

    Google Scholar 

  • Kuksis, A., 1976, Gas chromatography of neutral acylglycerols, in: Lipid Chromatographic Analysis, Vol. 1 (G. V. Marinetti, ed.), 2nd ed., pp. 215–337, Marcel Dekker, New York.

    Google Scholar 

  • Kuksis, A., and Breckenridge, W. C., 1968, Triglyceride composition of milk fats, in: The Symposium: Dairy Lipids and Lipid Metabolism (M. F. Brink and D. Kritchevsky, eds.), pp. 28–98, Avi Publishing Co., Westport, Conn.

    Google Scholar 

  • Kuksis, A., and Ludwig, J., 1966, Fractionation of triglyceride mixtures by preparative gas chromatography, Lipids 1:202.

    Article  PubMed  CAS  Google Scholar 

  • Kuksis, A., and Marai, L., 1967, Determination of the complete structure of natural lecithins, Lipids 2:217.

    Article  PubMed  CAS  Google Scholar 

  • Kuksis, A., and Myher, J. J., 1976, Analysis of subsets of molecular species of glycerophospholipids, in: Lipids, Vol. 1 (R. Paoletti, G. Porcellati, and G. Jacini, eds.), pp. 23–38, Raven Press, New York.

    Google Scholar 

  • Kuksis, A., Marai, L., and Gornall, D. A., 1967, Direct gas chromatographic examination of total lipid extracts, J. Lipid Res. 8:352.

    PubMed  CAS  Google Scholar 

  • Kuksis, A., Marai, L., Breckenridge, W. C., Gornall, D. A., and Stachnyk, O., 1968a, Molecular species of lecithins of some functionally distinct rat tissues, Can. J. Physiol. Pharmacol. 46:511.

    Article  PubMed  CAS  Google Scholar 

  • Kuksis, A., Breckenridge, W. C., Marai, L., and Stachnyk, O., 1968b, Quantitative gas chromatography in the structural characterization of glyceryl Phosphatides, J. Am. Oil Chem. Soc. 45:537.

    Article  PubMed  CAS  Google Scholar 

  • Kuksis, A., Marai, L., and Myher, J. J., 1973, Triglyceride structure of milk fats, J. Am. Oil Chem. Soc. 50:193.

    Article  PubMed  CAS  Google Scholar 

  • Kuksis, A., Myher, J. J., Marai, L., and Geher, K., 1975a, Determination of plasma lipid profiles by automated gas chromatography and computerized data analysis, J. Chromatogr. Sci. 13:423.

    Article  PubMed  CAS  Google Scholar 

  • Kuksis, A., Myher, J. J., Marai, L., Yeung, S. K. F., Steiman, I., and Mookerjea, S., 1975b, Distribution of newly formed fatty acids among glycerolipids of isolated perfused rat liver, Can. J. Biochem. 53:509.

    Article  PubMed  CAS  Google Scholar 

  • Kuntz, F., 1973, Separation of “neutral” lipids, particularly of all classes of partial glycerides by one-dimensional thin-layer chromatography, Biochim. Biophys. Acta 296:331.

    Article  Google Scholar 

  • Landowne, R. A., and Lipski, S. R., 1961, A simple method for distinguishing between unsaturated and branched fatty acid isomers by gas chromatography, Biochim. Biophys. Acta 47:589.

    Article  PubMed  CAS  Google Scholar 

  • Lauer, W. M., Aasen, A. J., Graff, G., and Holman, R. T., 1970, Mass spectrometry of triglycerides. I. Structural effects, Lipids 5:861.

    Article  PubMed  CAS  Google Scholar 

  • Lindqvist, B., Sjögren, I., and Nordin, R., 1974, Preparative fractionation of triglyceride mixtures according to acyl carbon number, using hydroxyalkoxypropyl Sephadex, J. Lipid Res. 15:65.

    PubMed  CAS  Google Scholar 

  • Litchfield, C., 1968, Triglyceride analysis by consecutive liquid-liquid partition and gas—liquid chromatography. Ephedra nevadensis seed fat, Lipids 3:170.

    Article  PubMed  CAS  Google Scholar 

  • Litchfield, C., 1972, Analysis of Triglycerides, Academic Press, New York.

    Google Scholar 

  • Litchfield, C., Harlow, R. D., and Reiser, R., 1967, Gas—liquid chromatography of triglyceride mixtures containing both odd and even carbon number fatty acids, Lipids 2:363.

    Article  PubMed  CAS  Google Scholar 

  • Mahadevan, V., 1976, Thin-layer chromatography of neutral glycerides and fatty acids, in: Lipid Chromatographic Analysis, Vol. 3 (G. V. Marinetti, ed.), 2nd ed., pp. 777–789, Marcel Dekker, New York.

    Google Scholar 

  • Maier, R., and Holman, R. T., 1964, Naturally occurring triglycerides possessing optical activity in the glycerol moiety, Biochemistry 3:270.

    Article  PubMed  CAS  Google Scholar 

  • Malins, D. C., and Varanasi, U., 1972, Isovaleric acid in acoustic tissues of porpoises: Triacylglycerols resistant to porcine pancreatic lipase, in: Proceedings of XIX Colloquium, Protides of Biological Fluids (Peeters, ed.), pp. 127–129, Pergamon, Oxford.

    Google Scholar 

  • Mangold, H. K., 1969, Aliphatic lipids, in: Thin-Layer Chromatography (E. Stahl, ed.), pp. 363–421, Springer-Verlag, New York.

    Google Scholar 

  • McCloskey, J. A., 1969, Mass spectrometry of lipids and steroids, in: Methods in Enzymology, Vol. XIV (J. M. Lowenstein, ed.), pp. 382–450, Academic Press, New York.

    Google Scholar 

  • McFadden, W. H., 1973, Techniques of Combined Gas Chromatography/Mass Spectrometry: Applications in Organic Analysis, Wiley-Interscience, New York.

    Google Scholar 

  • McLafferty, F. W., 1973, Interpretation of Mass Spectra, W. A. Benjamin, Reading, Mass.

    Google Scholar 

  • McLafferty, F. W., Knutti, R., Venkataraghavan, R., Arpino, P. J., and Dawkins, B. G., 1975, Continuous mass spectrometric monitoring of a liquid chromatograph with subnanogram sensitivity using an on-line computer, Anal. Chem. 47:1503.

    Article  CAS  Google Scholar 

  • McReynolds, W. O., 1970, Characterization of some liquid phases, J. Chromatogr. Sci. 8:685.

    CAS  Google Scholar 

  • Mikolajczak, K. L., and Smith, C. R., Jr., 1967, Optically active trihydroxy acids of Chamaepeuce seed oils, Lipids 2:261.

    Article  PubMed  CAS  Google Scholar 

  • Morley, N. H., Kuksis, A., Buchnea, D., and Myher, J. J., 1975, Hydrolysis of diacylglycerols by lipoprotein lipase, J. Biol. Chem. 250:3414.

    PubMed  CAS  Google Scholar 

  • Morris, L. J., 1966, Separations of lipids by silver ion chromatography, J. Lipid Res. 7:717.

    PubMed  CAS  Google Scholar 

  • Morrison, A., Barratt, M. D., and Aneja, R., 1970, Mass spectrometry of some deuterated 1,3-distearins, Chem. Phys. Lipids 4:47.

    Article  Google Scholar 

  • Munson, B., 1971, Chemical ionization mass spectrometry, Anal. Chem. 43:28A.

    CAS  Google Scholar 

  • Muramatsu, T., and Schmid, H. H., 1972, 1-O-2′-Hydroxylalkyl and 1-O-2′-ketoalkyl glycerols, Chem. Phys. Lipids 9:123.

    Article  CAS  Google Scholar 

  • Murata, T., and Takahashi, S., 1973, Analysis of triglyceride mixtures by gas chromatography—mass spectrometry, Anal. Chem. 45:1816.

    Article  PubMed  CAS  Google Scholar 

  • Myher, J. J., and Kuksis, A., 1974, Gas chromatographic resolution of homologous monoacyl and monoalkyl glycerols, Lipids 9:382.

    Article  PubMed  CAS  Google Scholar 

  • Myher, J. J., and Kuksis, A., 1975, Improved resolution of natural diacylglycerols by gas—liquid chromatography on polar siloxanes, J. Chromatogr. Sci. 13:138.

    PubMed  CAS  Google Scholar 

  • Myher, J. J., Marai, L., and Kuksis, A., 1974, Identification of monoacyl-and monoalkylglycerols by gas—liquid chromatography—mass spectrometry using polar siloxane liquid phases, J. Lipid Res. 15:586.

    PubMed  CAS  Google Scholar 

  • Myher, J. J., Marai, L., Yeung, S. K. F., and Kuksis, A., 1977a, A micromethod for determination of molecular species of glycerophospholipids in lipoproteins, Proc. Can. Fed. Biol. Soc. 20:133.

    Google Scholar 

  • Myher, J. J., Marai, L., Kuksis, A., and Krichevsky, D., 1977b, Acylglycerol structure of peanut oils of different atherogenic potential, Lipids (in press).

    Google Scholar 

  • Nelson, G. J., 1975, Isolation and purification of lipids from animal tissues, in: Analysis of Lipids and Lipoproteins (E. G. Perkins, ed.), American Oil Chemists’ Society, Champaign, Ill.

    Google Scholar 

  • Nickel, E. C., and Privett, O. S., 1967, Fractionation of triglycerides by reversed-phase partition chromatography, Sep. Sci. 2:307.

    Article  Google Scholar 

  • Nichols, P. L., Jr., 1952, Coordination of silver ion with methyl esters of oleic and elaidic acids, J. Am. Chem. Soc. 74:1091.

    Article  CAS  Google Scholar 

  • Norton, W. T., Gottfried, E. L., and Rapport, M. M., 1962, The structure of plasmalogens. VI. Configuration of the double bond in the α,β-unsaturated ether linkage of phosphatidylcholine, J. Lipid Res. 3:456.

    CAS  Google Scholar 

  • Nutter, L. J., and Privett, O. S., 1968, An improved method for the quantitative analysis of lipid classes via thin-layer chromatography employing charring and densitometry, J. Chromatogr. 35:519.

    Article  CAS  Google Scholar 

  • Nyström, E., and Sjövall, J., 1975, Chromatography on lipophilic Sephadex, in: Methods in Enzymology, Vol. XXXV (J. M. Lowenstein, ed.), Academic Press, New York.

    Google Scholar 

  • O’Brien, J. F., and Klopfenstein, W. E., 1971, Gas—liquid chromatographie analysis of diglycerides, Chem. Phys. Lipids 6:1.

    Article  PubMed  Google Scholar 

  • Odham, G., and Stenhagen, E., 1972, Complex lipids, in: Biochemical Applications of Mass Spectrometry (G. R. Waller, ed.), pp. 229–249, Wiley, New York.

    Google Scholar 

  • Parikh, V. M., 1974, Absorption Spectroscopy of Organic Molecules, Addison-Wesley, Reading, Mass.

    Google Scholar 

  • Parodi, P. W., 1975, Detection of acetodiacylglycerols in milk fat lipids by thin-layer chromatography, J. Chromatogr. 111:223.

    Article  PubMed  CAS  Google Scholar 

  • Perkins, E. G., 1975, Gas chromatography—mass spectrometry of lipids, in: Analysis of Lipids and Lipoproteins (E. G. Perkins, ed.), pp. 183–203, American Oil Chemists’s Society, Champaign, Ill.

    Google Scholar 

  • Perkins, E. G., and Johnston, P. V., 1969, Pyrolysis—gas chromatography of phosphoglycerides: A mass spectral study of the products, Lipids 4:301.

    Article  PubMed  CAS  Google Scholar 

  • Pfeffer, P. E., 1975, NMR of lipids: The use of chemical shift reagents, in: Analysis of Lipids and Lipoproteins (E. G. Perkins, ed.), pp. 153–169, American Oil Chemists’ Society, Champaign, Ill.

    Google Scholar 

  • Phillipou, G., Bigham, D. A., and Seamark, R. F., 1975, Subnanogram detection of t-butyldimethylsilyl fatty acid esters by mass fragmentography, Lipids 10:714.

    Article  PubMed  CAS  Google Scholar 

  • Phillips, B. E., and Smith, C. R., Jr., 1970, Glycerides of Monnina emarginata seed oil, Biochim. Biophys. Acta 218:71.

    Article  PubMed  CAS  Google Scholar 

  • Pitas, R. E., Sampugna, J., and Jensen, R. G., 1967, Triglyceride structure of cow’s milk fat. I. Preliminary observations in the fatty acid composition of positions 1, 2 and 3, J. Dairy Sci. 50:1332.

    Article  CAS  Google Scholar 

  • Pollack, J. D., Clark, D. S., and Somerson, N. L., 1971, Four-directional-development thin-layer chromatography of lipids using trimethyl borate, J. Lipid Res. 12:563.

    PubMed  CAS  Google Scholar 

  • Powell, R. G., Kleiman, R., and Smith, C. R., Jr., 1969, New sources of 9-d-Hydroxy-cis-12-octadecenoic acid, Lipids 4:450.

    Article  PubMed  CAS  Google Scholar 

  • Privett, O. S., and Erdahl, W. L., 1975, Liquid chromatography of lipids, in: Analysis of Lipids and Lipoproteins (E. G. Perkins, ed.), pp. 123–137, American Oil Chemists’ Society, Champaign, Ill.

    Google Scholar 

  • Privett, O. S., Blank, M. L., and Romanus, O., 1963, Isolation analysis of tissue fatty acids by ultra-micro-ozonolysis in conjunction with thin-layer chromatography and gas liquid chromatography, J. Lipid Res. 4:260.

    PubMed  CAS  Google Scholar 

  • Privett, O. S., Blank, M. L., Codding, D. W., and Nickell, E. C., 1965, Lipid analysis by quantitative thin-layer chromatography, J. Am. Oil Chem. Soc. 42:381.

    Article  PubMed  CAS  Google Scholar 

  • Radford, T., and DeJongh, D. C., 1972, Carbohydrates, in: Biochemical Applications of Mass Spectrometry (G. R. Waller, ed.), pp. 313–350, Wiley, New York.

    Google Scholar 

  • Radin, N. S., 1969, Preparation of lipid extracts, in: Methods in Enzymology, Vol. XIV (J. M. Lowenstein, ed.), pp. 245–254, Academic Press, New York.

    Google Scholar 

  • Ramachandran, S., Sprecher, H. W., and Cornwell, D. G., 1968, Studies on the preparation and analysis of glyceryl ether derivatives and the isolation and reductive ozonolysis of unsaturated glyceryl ethers, Lipids 3:511.

    Article  PubMed  CAS  Google Scholar 

  • Renkonen, O., 1965, Individual molecular species of different phospholipid classes. II. A method of analysis, J. Am. Oil Chem. Soc. 42:299.

    Article  Google Scholar 

  • Renkonen, O., 1966, Individual molecular species of phospholipids. III. Molecular species of ox brain lecithins, Biochim. Biophys. Acta 125:288.

    Article  CAS  Google Scholar 

  • Renkonen, O., 1967a, Individual molecular species of phospholipids. IV. Gas—liquid chromatography of different types of diglyceride acetates derived from ox brain lecithins, Biochim. Biophys. Acta 137:575.

    Article  PubMed  CAS  Google Scholar 

  • Renkonen, O., 1967b, The analysis of individual molecular species of polar lipids, in: Advances in Lipid Research (R. Paoletti and D. Kritchevsky, eds.), pp. 329–351, Academic Press, New York.

    Google Scholar 

  • Renkonen, O., 1968, Individual molecular species of phospholipids. VII. Analysis of lecithins containing ten to twelve double bonds, Lipids 3:191.

    Article  PubMed  CAS  Google Scholar 

  • Renkonen, O., 1971, Thin-layer chromatographic analysis of subclasses and molecular species of polar lipids, in: Progress in Thin-Layer Chromatography and Related Methods, Vol. II (A. Niederwieser and G. Pataki, eds.), pp. 143–182, Ann Arbor Science Publishers, Ann Arbor, Mich.

    Google Scholar 

  • Renkonen, O., and Luukkonen, A., 1976, Thin-layer chromatography of phospholipids and glyco-lipids, in: Lipid Chromatographic Analysis, Vol. 1 (G. V. Marinetti, ed.), 2nd ed., pp. 1–58, Marcel Dekker, New York.

    Google Scholar 

  • Roberts, R. N., 1967, Gas chromatography of inositol and glycerol, in: Lipid Chromatographic Analysis, Vol. 1 (G. V. Marinetti, ed.), pp. 447–463, Marcel Dekker, New York.

    Google Scholar 

  • Rock, C. O., and Snyder, F., 1975, Metabolic inter-relations of hydroxy-substituted ether-linked glycerolipids in the pink portion of the rabbit Harderian gland, Arch. Biochim. Biophys. 171:631.

    Article  CAS  Google Scholar 

  • Roehm, J. N., and Privett, O. S., 1970, Changes in the structure of soybean triglycerides during maturation, Lipids 5:353.

    Article  CAS  Google Scholar 

  • Rouser, G., 1973, Quantitative liquid column and thin-layer chromatography of lipids and other water insoluble substances, elution selectivity principles and a graphic method for pattern analysis of chromatographic data, J. Chromatogr. Sci. 11:60.

    PubMed  CAS  Google Scholar 

  • Rouser, G., Kritchevsky, G., and Yamamoto, A., 1967, Column chromatographic and associated procedures for separation and determination of Phosphatides and glycolipids, in: Lipid Chromatographic Analysis (G. V. Marinetti, ed.), pp. 99–162, Marcel Dekker, New York.

    Google Scholar 

  • Ryhage, R., and Stenhagen, E., 1960, Mass spectrometry in lipid research, J. Lipid Res. 1:361.

    PubMed  CAS  Google Scholar 

  • Saito, K., and Gamo, M., 1973, The distribution of diol waxes on preen glands of some birds. III. The occurrence of 1,2-diols, Comp. Biochem. Physiol. 45B:603.

    Google Scholar 

  • Satouchi, K., and Saito, K., 1976, Studies on trimethylsilyl derivatives of 1-alkyl-2-acylglycerols by gas—liquid chromatography mass spectrometry, Biomed. Mass Spectrometry 3:122.

    Article  CAS  Google Scholar 

  • Schlenk, W., Jr., 1965, Synthesis and analysis of optically active triglycerides, J. Am. Oil Chem. Soc. 42:945.

    Article  PubMed  CAS  Google Scholar 

  • Schmid, H. H. O., Bandi, P. C., Mangold, H. K., and Baumann, W. J., 1969, Alkoxylipids. V. The isomeric monounsaturated substituents of neutral alkoxylipids and triglycerides of ratfish liver, Biochim. Biophys. Acta 187:208.

    Article  PubMed  CAS  Google Scholar 

  • Schmid, H. H. O., Bandi, P. C., and Kwei, L. S., 1975, Analysis and quantification of ether lipids by chromatographic methods, J. Chromatogr. Sci. 13:478.

    PubMed  CAS  Google Scholar 

  • Schomberg, G., Dielmann, R., Husmann, H., and Weeke, F., 1976, Gas chromatographic analysis with glass capillary columns, J. Chromatogr. 122:55.

    Article  Google Scholar 

  • Schwartz, D. P., Weihrauch, J. L., and Burgwald, L. H., 1969, A periodic acid column procedure for the oxidation of vic-glycols, epoxides and α-hydroxy acids at the micromole level, Anal. Chem. 41:984.

    Article  CAS  Google Scholar 

  • Scott, R. P. W., Scott, C. G., Munroe, M., and Hess, J., Jr., 1974, Interface for on-line liquid chromatography—mass spectroscopy analysis, J. Chromatogr. 99:395.

    Article  CAS  Google Scholar 

  • Sjövall, J., Nyström, E., and Haahti, E., 1968, Liquid chromatography on lipophilic Sephadex: Column and detection techniques, in: Advances in Chromatography, Vol. 6 (J. C. Giddings and R. A. Keller, eds.), pp. 119–170, Marcel Dekker, New York.

    Google Scholar 

  • Skipski, V. P., and Barclay, M., 1969, Thin-layer chromatography of lipids, in: Methods in Enzymology, Vol. XIV (J. Lowenstein, ed.), pp. 530–598, Academic Press, New York.

    Google Scholar 

  • Snyder, F., 1973, Thin-layer chromatographic behavior of glycerolipid analogs containing ether, ester, hydroxyl, and ketone grou**s, J. Chromatogr. 82:7.

    Article  PubMed  CAS  Google Scholar 

  • Snyder, F., 1976, Chromatographic analysis of alkyl and alk-1-enyl ether lipids and their derivatives, in: Lipid Chromatographic Analysis, Vol. 1 (G. V. Marinetti, ed.), 2nd ed., pp. 111–148, Marcel Dekker, New York.

    Google Scholar 

  • Snyder, F., and Blank, M. L., 1969, Relationships of chain lengths and double bond locations in O-alkyl, O-alk-1-enyl, acyl and fatty alcohol moieties in preputial glands of mice, Arch. Biochim. Biophys. 130:101.

    Article  CAS  Google Scholar 

  • Snyder, F., Rainey, W. T., Jr., Blank, M. L., and Christie, W. H., 1970, The source of oxygen in the ether bond of glycerolipids, J. Biol. Chem. 245:5853.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Blank, M. L., and Wykle, R. L., 1971, The enzymic synthesis of ethanolamine plasmalogens, J. Biol. Chem. 246:3639.

    PubMed  CAS  Google Scholar 

  • Sommer, L. H., 1965, Stereochemistry, Mechanism and Silicon, McGraw-Hill, New York.

    Google Scholar 

  • Sprecher, H. W., Maier, R., Barber, M., and Holman, R. T., 1965, Structure of an optically active allene-containing tetraester triglyceride isolated from the seed oil of Sapium sebiferum, Biochemistry 4:1856.

    Article  CAS  Google Scholar 

  • Stahl, E., ed., 1969, Thin-Layer Chromatography—A Laboratory Handbook, 2nd ed., Springer-Verlag, New York.

    Google Scholar 

  • Stewart, J. E., 1970, Infrared Spectroscopy: Experimental Methods and Techniques, Marcel Dekker, New York.

    Google Scholar 

  • Su, K. L., Baumann, W. J., Madson, T. H., and Schmid, H. H. O., 1974, Long-chain cyclic acetals of glycerols: Metabolism of the stereomeric 1,3-dioxanes and 1,3-dioxolanes in the myelinating rat brain, J. Lipid Res. 15:39.

    PubMed  CAS  Google Scholar 

  • Sun, K. K., and Holman, R. T., 1968, Mass spectrometry of lipid molecules, J. Am. Oil Chem. Soc. 45:810.

    Article  CAS  Google Scholar 

  • Thomas, A. E., III, Scharoun, J. E., and Ralston, H., 1965, Quantitative estimation of isomeric monoglycerides by thin-layer chromatography, J. Am. Oil Chem. Soc. 42:789.

    Article  CAS  Google Scholar 

  • Thompson, G. A., and Kapoulas, V. M., 1969, Preparation and assay of glyceryl ethers, in: Methods in Enzymology, Vol. XIV (J. M. Lowenstein, ed.), pp. 668–678, Academic Press, New York.

    Google Scholar 

  • Thompson, G. A., and Lee, P., 1965, Studies of the α-glyceryl ether lipids occurring in molluscan tissues, Biochim. Biophys. Acta 98:151.

    Article  PubMed  CAS  Google Scholar 

  • Van Golde, L. M. G., and Van Deenan, L. L. M., 1966, The effect of dietary fat on the molecular species of lecithin from rat liver, Biochim. Biophys. Acta 125:496.

    Article  PubMed  Google Scholar 

  • Van Golde, L. M. G., Pietersen, W. A., and Van Deenen, L. L. M., 1968, Alternations in the molecular species of rat liver lecithin by corn oil feeding to essential fatty acid deficient rats as a function of time, Biochim. Biophys. Acta 152:84.

    Article  PubMed  Google Scholar 

  • Varanasi, U., Everitt, M., and Malins, D. C., 1973, The isomeric composition of diisovaleroyl-glycerides: A specificity for the biosynthesis of the 1,3-diisovaleroyl structures, Int. J. Biochem. 4:373.

    Article  CAS  Google Scholar 

  • Viswanathan, C. V., 1974, Chromatographic analysis of alkoxy-lipids, J. Chromatogr. 98:129.

    Article  CAS  Google Scholar 

  • Warner, H. R., and Lands, W. E. M., 1963, The configuration of the double bond in naturally occurring alkenyl ethers, J. Am. Chem. Soc. 85:60.

    Article  CAS  Google Scholar 

  • Watts, R., and Dils, R., 1969, Isomerization of mono-and diglyceride trimethylsilyl ethers, Chem. Phys. Lipids 3:168.

    Article  CAS  Google Scholar 

  • Weber, E. J., 1973, Changes in structure of triglycerides from maturing kernels of corn, Lipids 8:295.

    Article  CAS  Google Scholar 

  • Wedmid, Y., and Litchfield, C., 1975, Positional analysis of isovaleroyl triglycerides using proton magnetic resonance with Eu(fod)3 and Pr(fod)3 shift reagents. I. Model compounds, Lipids 10:145.

    Article  PubMed  CAS  Google Scholar 

  • Wedmid, Y., and Litchfield, C., 1976, Positional analysis of isovaleroyl triglycerides using proton magnetic resonance with Eu(fod)3 and Pr(fod)3 shift reagents. II. Cetacean triglycerides, Lipids 11:189.

    Article  PubMed  CAS  Google Scholar 

  • Wessels, H., and Rajagopal, N. S., 1969, Die DC-Trennung von isomeren und natürlichen triglycerid-Gemischen, Fette Seifen Anstrichm. 71:543.

    Article  CAS  Google Scholar 

  • Witter, R. F., and Whitner, V. S., 1972, Determination of serum triglycerides, in: Blood Lipids and Lipoproteins (G. Nelson, ed.), pp. 181–272, Wiley-Interscience, New York.

    Google Scholar 

  • Wood, R., 1967, GLC and TLC analysis of isopropylidene derivatives of isomeric polyhydroxy acids derived from positional and geometrical isomers of unsaturated fatty acids, Lipids 2:199.

    Article  PubMed  CAS  Google Scholar 

  • Wood, R., 1968, Gas—liquid chromatographic analysis of long-chain fatty alcohols, J. Gas Chromatogr. 6:94.

    CAS  Google Scholar 

  • Wood, R., and Snyder, F., 1966, Gas—liquid chromatographic analysis of long-chain isomeric glyceryl monoethers, Lipids 1:62.

    Article  PubMed  CAS  Google Scholar 

  • Wood, R., and Snyder, F., 1967a, Chemical and physical properties of isomeric glyceryl monoethers, Lipids 2:89.

    Article  Google Scholar 

  • Wood, R., and Snyder, F., 1967b, Characterization and identification of glyceryl ether diesters present in tumor cells, J. Lipid Res. 8:494.

    PubMed  CAS  Google Scholar 

  • Wood, R., and Snyder, F., 1968, Quantitative determination of alk-1-enyl and alkyl-glyceryl ethers in neutral lipids and phospholipids, Lipids 3:129.

    Article  PubMed  CAS  Google Scholar 

  • Wood, R., and Snyder, F., 1969, Tumor lipids: Metabolic relationships derived from structural analysis of acyl, alkyl, and alk-1-enyl moieties of neutral glycerides and phosphoglycerides, Arch. Biochim. Biophys. 131:478.

    Article  CAS  Google Scholar 

  • Wood, R. C., Raju, P. K., and Reiser, R., 1965, Gas—liquid chromatographic analysis of monoglycerides and their trimethylsilyl ether derivatives, J. Am. Oil Chem. Soc. 42:161.

    Article  PubMed  CAS  Google Scholar 

  • Wood, R. C., Piantadosi, C., and Snyder, F., 1969a, Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol, J. Lipid Res. 10:370.

    PubMed  CAS  Google Scholar 

  • Wood, R., Baumann, W. J., Snyder, F., and Mangold, H. K., 1969b, Gas—liquid chromatography of dialkyl, alkylacyl, and diacyl derivatives of glycerol, J. Lipid Res. 10:128.

    PubMed  CAS  Google Scholar 

  • Yeung, S. K. F., and Kuksis, A., 1974, Molecular species of ethanolamine Phosphatides of dog and pig kidney, Can. J. Biochem. 52:830.

    Article  PubMed  CAS  Google Scholar 

  • Yurkowski, M., and Brockerhoff, H., 1966, Fatty acid distribution of triglycerides determined by deacylation with methyl magnesium bromide, Biochim. Biophys. Acta 125:55.

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Banting and Best Department of Medical Research, University of Toronto, Toronto, Ontario, M5G 1L6, Canada

    John J. Myher

Authors
  1. John J. Myher
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Banting and Best Department of Medical Research, University of Toronto, Toronto, Ontario, M5G 1L6, Canada

    Arnis Kuksis

Rights and permissions

Reprints and permissions

Copyright information

© 1978 Plenum Press, New York

About this chapter

Cite this chapter

Myher, J.J. (1978). Separation and Determination of the Structure of Acylglycerols and Their Ether Analogues. In: Kuksis, A. (eds) Fatty Acids and Glycerides. Handbook of Lipid Research, vol 1. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-2565-9_3

Download citation

  • DOI: https://doi.org/10.1007/978-1-4684-2565-9_3

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-2567-3

  • Online ISBN: 978-1-4684-2565-9

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation