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Microscale preparation of natural and labeled oxysterols

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Lipids

Abstract

The preparation of cholesterol and radiocholesterol oxidation products on a microscale is difficult. Cholesterol generally resists oxidation unless it is well dispersed under controlled conditions. A method was developed to reliably produce 7α- and 7β-hydroxycholesterol and 7-ketocholesterol. Small changes in pH, metal ions present, or in the colloidal dispersion, resulted in production of completely different oxysterols. Attempts to oxidize aged radiocholesterol were not successful even after purification by several thin-layer chromatographic steps, and this appeared to be due to a time-related change in the radioactive material. Fresh radiocholesterol oxidized readily.

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Abbreviations

GC/MS:

gas chromatography/mass spectrometry

TIC:

total ionization current

TLC:

thin-layer chromatography

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Krut, L.H., Schonfeld, G. & Ostlund, R.E. Microscale preparation of natural and labeled oxysterols. Lipids 31, 529–534 (1996). https://doi.org/10.1007/BF02522647

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  • DOI: https://doi.org/10.1007/BF02522647

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