Dehydrogenation of Sterols by the Protozoan Tetrahymena pyriformis

Evidence is provided that Tetrahymena pyriformis is capable of converting 5α-cholest-7-en-3β-ol, 5α-cholestan-3β-ol, and cholest-5,24-dien-3β-ol (desmosterol) to products having a 5,7,22-triene system. In the case of desmosterol the C-24 double bond is largely retained. Studies with [6α- 3 H]-...

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Bibliographic Details
Published in:The Journal of biological chemistry 1971-11, Vol.246 (21), p.6556-6559
Main Authors: Mulheirn, L J, Aberhart, D J, Caspi, E
Format: Article
Language:English
Subjects:
Animals
Carbon Isotopes
Chemical Phenomena
Chemistry
Cholesterol
Chromatography, Thin Layer
Infrared Rays
Mass Spectrometry
Oxidation-Reduction
Spectrophotometry
Sterols - chemical synthesis
Sterols - metabolism
Tetrahymena pyriformis - metabolism
Tritium
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Summary:Evidence is provided that Tetrahymena pyriformis is capable of converting 5α-cholest-7-en-3β-ol, 5α-cholestan-3β-ol, and cholest-5,24-dien-3β-ol (desmosterol) to products having a 5,7,22-triene system. In the case of desmosterol the C-24 double bond is largely retained. Studies with [6α- 3 H]- and [6β- 3 H]5α-cholest-7-en-3β-ol indicate that the introduction of the 5 double bond in these compounds proceeds with the abstraction of the 5α- and 6α-hydrogens. The 6β-tritium atom is completely retained. The introduction of the 5,6 double bond is accompanied by a considerable isotope effect. This is in contrast to the previously reported observations that the introduction of the 7 and 22 double bonds does not involve an isotope effect.
ISSN:0021-9258
1083-351X
DOI:10.1016/S0021-9258(19)34148-1