Abstract
Quantitative measurements of epoxyoleic acid and co-occurring fatty acids in maturingVernonia anthelmintica (L.) Willd. seeds were made to elucidate partially the mode of epoxyoleic biosynthesis. Free (+)threo-12,13-dihydroxy-cis-9-octadecenoic acid was the major component at an intermediate maturation stage, and is believed to be dehydrated to free epoxyoleic acid before incorporation into glycerides.
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References
Arndt, F., in “Organic Syntheses,” Coll. Vol. II, A. H. Blatt, ed., John Wiley and Sons, Inc., New York, N.Y., 1943, pp. 165–6.
Bharucha, K. E., and F. D. Gunstone, J. Chem. Soc.1956, 1611–9.
Chisholm, M. J., and C. Y. Hopkins, Chem. and Ind. (London)1960, 1134–5.
Durbetaki, A. J., Anal. Chem.28, 2000–1 (1956).
Green, D. E., and D. M. Gibson, in “Metabolic Pathways,” Vol. 1, D. M. Greenberg, ed., Academic Press Inc., New York, N.Y., 1960, p. 308.
Gunstone, F. D., J. Chem. Soc.1954, 1611–6.
Haurowitz, F., “Progress in Biochemistry since 1949,” Interscience Publishers, Inc., New York, N.Y., 1959, p. 137.
“Handbook of Chemistry and Physics,” C. D. Hodgman, ch. ed., 42nd ed., Chemical Rubber Publ. Co., Cleveland, Ohio, 1960-1961.
Krewson, C. F., J. S. Ard, and R. W. Riemenschneider, JAOCS39, 334–40 (1962).
Lynen, F., and S. Ochoa, Biochim. Biophys. Acta.12, 299–314 (1953).
Mehlenbacher, V. C., T. H. Hopper, and E. M. Sallee, “AOCS Official and Tentative Methods,” rev. to 1958, AOCS, Chicago, Ill.
Miwa, T. K., K. L. Mikolajczak, F. R. Earle, and I. A. Wolff, Anal. Chem.32, 1739–42 (1960).
Ogg, C. L., and F. J. Cooper,Ibid. 21, 1400–2 (1949).
Seubert, W., and F. Lynen, J. Am. Chem. Soc.75, 2787–8 (1953).
Shriner, R. L., and R. C. Fuson, “The Systematic Identification of Organic Compounds,” 3rd ed., John Wiley and Sons, Inc., New York, N.Y., 1948, pp. 52–3.
Stern, J. R., A. del Campillo, and I. Raw, J. Biol. Chem.218, 972–83 (1956).
Van Etten, C. H., Anal. Chem.23, 1697–8 (1951).
Von Rudloff, E., JAOCS33, 126–8 (1956).
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Presented before the Division of Biological Chemistry, Am. Chem. Soc. meeting in St. Louis, Mo., 1961.
A laboratory of the No. Utiliz. Res. & Dev. Div., ARS, U.S.D.A.
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Miwa, T.K., Earle, F.R., Miwa, G.C. et al. Fatty acid composition of maturingVernonia anthelmintica (L.) Willd. seeds. dihydroxyoleic acid—A possible precursor of epoxyoleic acid. J Am Oil Chem Soc 40, 225–229 (1963). https://doi.org/10.1007/BF02632664
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DOI: https://doi.org/10.1007/BF02632664