Abstract
Theoretical β′-form monoacid triglycerides of odd and even chain length having a bend in the glycerol region were prepared by bond rotations from selected α-form conformers. The shapes of such β′-forms depend on the bonds rotated and the direction of rotation. Intermolecular minimization procedures determined best-fit positions around a centralized molecule, which revealed unsymmetrical packing among five of nine different energetically-favored orthorhombic subcell arrangements. Methyl gap energy is influenced more by overall triglyceride conformation than by whether the fatty acid chains have an odd or even number of carbon atoms. Total lattice-packing energies varied little between odd and even chain lengths; thus, many combinations of conformation and subcell arrangement are consistent with known X-ray long spacings and polymorphic behavior of β′-forms.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Hoerr, C.W.,J. Am. Oil Chem. Soc. 41:4,22,32,34 (1964).
Lutton, E.S., and A.J. Fehl,Lipids 5:90 (1970).
Larsson, K.,Fette, Seifen, Anstrichm. 74:136 (1972).
Hagemann, J.W., W.H. Tallent and K.E. Kolb,J. Am. Oil Chem. Soc. 49:118 (1972).
Hagemann, J.W., and J.A. Rothfus, Ibid.:1123 (1983).
Chapman, D., Ibid.:73 (1960).
Chapman, D., R.E. Richards and R.W. Yorke,J. Chem. Soc. 436 (1960).
Larsson, K.,Ark. Kemi. 23:35 (1965).
Hernqvist, L., and K. Larsson,Fette, Seifen, Anstrichm. 84:349 (1982).
Norton, I.T., C.D. Lee-Tuffnell, S. Ablett and S.M. Bociek,J. Am. Oil Chem. Soc. 62:1237 (1985).
Bociek, S.M., S. Ablett and I.T. Norton, Ibid.:1261 (1985).
Larsson, K.,Ark. Kemi. 23:1 (1965).
Hagemann, J.W., and J.A. Rothfus,J. Am. Oil Chem. Soc. 60:1308 (1983).
McAllister, J., N. Uathindra and M. Sundaralingam,Biochemistry 12:1189 (1973).
Govil, G., R.V. Hosur and A. Saran,Chem. Phys. Lipids 21:77 (1978).
Hosur, R.V., A. Saran and G. Govil,Indian J. Biochem. Biophys 16:165 (1979).
Malkin, T., inProgress in the Chemistry of Fats and Other Lipids, edited by R.T. Holman, W.O. Lundberg and T. Malkin, Vol. II, Pergamon Press, London, 1954, pp. 14–15.
Muller, A.,Proc. Roy. Soc. London A 127:417 (1930).
Larsson, K.,Chemica Scripta 1:21 (1971).
Rosenbrock, H.H., and C. Storey,Computational Techniques for Chemical Engineers, Pergamon Press, Oxford, 1966, pp. 64–68.
Coiro, V.M., E. Giglio, A. Lucano and R. Puliti,Acta Cryst. B29:1404 (1973).
Hagemann, J.W., and J.A. Rothfus,J. Am. Oil Chem. Soc. 56:1008 (1979).
Turner, W.R.,Ind. Eng. Chem. Prod. Res. Dev. 10:238 (1971).
Author information
Authors and Affiliations
About this article
Cite this article
Hagemann, J.W., Rothfus, J.A. Effects of chain length, conformation and α-form packing arrangement on theoretical monoacid triglyceride β′-forms. J Am Oil Chem Soc 65, 638–646 (1988). https://doi.org/10.1007/BF02540694
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02540694