Elsevier

Analytical Biochemistry

Volume 33, Issue 2, February 1970, Pages 230-237
Analytical Biochemistry

Micro method for the quantitative determination of Δ22-sterols

https://doi.org/10.1016/0003-2697(70)90291-5Get rights and content

Abstract

A rapid and efficient method for the quantitative determination of sterols containing a Δ22-unsaturation has been developed. The technique consists of a controlled periodate-permanganate oxidation of the C27, C28, or C29 sterol, extraction of the acidic fragments, and analysis by gas-liquid chromatography of the C5, C6, or C7 carboxylic acid cleavage product using a 10% diethylene glycol succinate + 2% phosphoric acid liquid phase. Oxidation of 22-dehydrocholesteryl acetate and 7,22-bisdehydrocholesteryl acetate produced isovaleric acid, and oxidation of ergosterol and stigmasterol gave α-methylisovaleric acid and α-ethylisovaleric acid, respectively. Except for the stigmasterol oxidation, the yields were high. As expected, no short-chain acidic products could be detected from cholesterol, 7-dehydrocholesterol, or lathosterol.

References (13)

  • R.B. Clayton et al.

    J. Biol. Chem

    (1956)
  • F.R. Smith et al.

    J. Lipid Res

    (1968)
  • R.L. Conner et al.

    J. Biol. Chem

    (1969)
  • L.F. Fieser

    Experiments in Organic Chemistry

  • L. Dorfman

    Chem. Rev

    (1953)
  • C.W. Shoppee

    Chemistry of the Steroids

There are more references available in the full text version of this article.

Cited by (7)

  • Metabolism of odd-numbered, normal fatty acids in Tetrahymena pyriformis W

    1981, Biochimica et Biophysica Acta (BBA)/Lipids and Lipid Metabolism
  • Preliminary characterization of the delta-9 desaturase of Tetrahymena pyriformis W

    1978, Comparative Biochemistry and Physiology -- Part B: Biochemistry and
  • α-Hydroxy fatty acids in sphingolipids of tetrahymena

    1972, Biochimica et Biophysica Acta (BBA)/Lipids and Lipid Metabolism
  • The metabolism of stigmasterol and cholesterol by Paramecium aurelia

    1971, Biochimica et Biophysica Acta (BBA)/Lipids and Lipid Metabolism
  • Lanosterol derivatives as precursors in the biosynthesis of viridin. Part 1

    1980, Journal of the Chemical Society, Perkin Transactions 1
View all citing articles on Scopus
View full text