Inhibitors of sterol synthesis. Chromatography of acetate derivatives of oxygenated sterols

Keiko Kudo, G. T. Emmons, E. W. Casserly, D. P. Via, L. C. Smith, J. St. Pyrek, G. J. Schroepfer

Research output: Contribution to journalArticle

76 Citations (Scopus)

Abstract

The separation of the acetate derivatives of a number of oxygenated sterols was achieved by medium pressure liquid chromatography on silica gel columns and by normal and reversed phase high performance liquid chromatography. We have explored the application of these chromatographic systems for the analysis of oxygenated sterols of plasma samples from two normal human subjects. The addition of highly purified [14C]cholesterol to plasma permitted the detection and quantitation of oxygenated sterols formed by autoxidation of cholesterol during processing of the samples. Special attempts to suppress autoxidation of cholesterol included the use of an all-glass closed system for saponification and extraction under argon followed by rapid removal of cholesterol from the polar sterols by reversed phase medium pressure liquid chromatography. Chromatographic analyses of the [3H]acetate derivatives of the polar sterols provided a sensitive approach for the detection and quantitation of the individual oxygenated sterols. Oxygenated sterols detected in plasma included cholest-5-ene-3β,26-diol, (24S)-cholest-5-ene-3β,24-diol, and cholest-5-ene-3β,7α-diol. After correction for their formation by autoxidation of cholesterol during processing of the samples, very little or none of the following sterols were observed: cholest-5-ene-3β,7β-diol, 5α,6α-epoxy-cholestan-3β-ol, 5β,6β-epoxy-cholestan-3β-ol, and cholestane- 3β, 5α,6β-triol, and the 25-hydroxy, 22R-hydroxy, 21-hydroxy, 20α-hydroxy, and 19-hydroxy derivatives of cholesterol.

Original languageEnglish
Pages (from-to)1097-1111
Number of pages15
JournalJournal of Lipid Research
Volume30
Issue number7
Publication statusPublished - Jan 1 1989
Externally publishedYes

Fingerprint

Sterols
Chromatography
Acetates
Derivatives
Cholesterol
Cholestanol
Liquid chromatography
Plasmas
Liquid Chromatography
Saponification
Pressure
Argon
Silica Gel
High performance liquid chromatography
Reverse-Phase Chromatography
Processing
Systems Analysis
Glass
High Pressure Liquid Chromatography

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Endocrinology
  • Cell Biology

Cite this

Kudo, K., Emmons, G. T., Casserly, E. W., Via, D. P., Smith, L. C., St. Pyrek, J., & Schroepfer, G. J. (1989). Inhibitors of sterol synthesis. Chromatography of acetate derivatives of oxygenated sterols. Journal of Lipid Research, 30(7), 1097-1111.

Inhibitors of sterol synthesis. Chromatography of acetate derivatives of oxygenated sterols. / Kudo, Keiko; Emmons, G. T.; Casserly, E. W.; Via, D. P.; Smith, L. C.; St. Pyrek, J.; Schroepfer, G. J.

In: Journal of Lipid Research, Vol. 30, No. 7, 01.01.1989, p. 1097-1111.

Research output: Contribution to journalArticle

Kudo, K, Emmons, GT, Casserly, EW, Via, DP, Smith, LC, St. Pyrek, J & Schroepfer, GJ 1989, 'Inhibitors of sterol synthesis. Chromatography of acetate derivatives of oxygenated sterols', Journal of Lipid Research, vol. 30, no. 7, pp. 1097-1111.
Kudo K, Emmons GT, Casserly EW, Via DP, Smith LC, St. Pyrek J et al. Inhibitors of sterol synthesis. Chromatography of acetate derivatives of oxygenated sterols. Journal of Lipid Research. 1989 Jan 1;30(7):1097-1111.
Kudo, Keiko ; Emmons, G. T. ; Casserly, E. W. ; Via, D. P. ; Smith, L. C. ; St. Pyrek, J. ; Schroepfer, G. J. / Inhibitors of sterol synthesis. Chromatography of acetate derivatives of oxygenated sterols. In: Journal of Lipid Research. 1989 ; Vol. 30, No. 7. pp. 1097-1111.
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