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Chemical Compound Review:

CHOLESTANOL (3S,5S,8S,9S,10S,13R,14S,17R)- 10,13...

Synonyms: Zymostanol, Epicholestanol, Zymostanol;, SureCN133951, AG-L-64270, ...

Serizawa, S. et al., Leppimäki, P. et al., Radhakrishnan, A. et al., Suárez, Y. et al., Gerasimov, O.V. et al., et al.

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Disease relevance of beta-Cholestanol

Dihydrocholesterol-induced gallstones in the rabbit: evidence that bile acids cause gallbladder epithelial injury [1].

High impact information on beta-Cholestanol

Dihydrocholesterol and trans-22-dehydrocholesterol behaved like cholesterol in the two systems studied [2].
High critical pressures are also seen in binary mixtures of phospholipid and dihydrocholesterol when the two acyl chains of the phospholipid differ sufficiently in length [3].
Mixtures of dihydrocholesterol and phospholipids form immiscible liquids in monolayer membranes at the air-water interface under specified conditions of temperature and 2-dimensional pressure [4].
Two other sterols, dihydrocholesterol and coprostanol, were also found to increase membrane resistance and behaved similarly despite a key difference in molecular structure [5].
Enrichment of fibroblasts with 7-dehydrocholesterol, allocholesterol, or dihydrocholesterol also upregulated phosphatidylcholine synthesis, whereas cells enriched with lathosterol failed to upregulate their phosphatidylcholine synthesis [6].

Biological context of beta-Cholestanol

The sterol analog 5alpha-cholestan-3beta-ol (dihydrocholesterol), which is saturated at Delta5 and has an A/B ring junction in the trans configuration, was also able to support cell growth [7].
Calcein release rates from plasmenylcholine liposomes are strongly dependent on both the dihydrocholesterol (DHC) content and the extent of PlsPamCho hydrolysis within the bilayer [8].

Anatomical context of beta-Cholestanol

Trace amounts of a component having the chromatographic properties of 5 alpha-cholestan-3 beta-ol were found in rod outer segment membranes and whole retinas [9].

Analytical, diagnostic and therapeutic context of beta-Cholestanol

A method for the simultaneous determination of 5 alpha-cholestan-3 beta-ol and cholesterol in serum by high-performance liquid chromatography was developed [10].
Cholestanol (5 alpha-cholestan-3 beta-ol) in human serum was determined by gas-liquid chromatography after removal by epoxidation of cholesterol which is present in amounts about 400 times those of cholestanol and disturbs the accurate determination of minor sterols in serum [11].

References

Dihydrocholesterol-induced gallstones in the rabbit: evidence that bile acids cause gallbladder epithelial injury. Lee, S.P., Scott, A.J. British journal of experimental pathology. (1979) [Pubmed]
Influence of sterol structure on phospholipid phase behavior as detected by parinaric acid fluorescence spectroscopy. Rujanavech, C., Henderson, P.A., Silbert, D.F. J. Biol. Chem. (1986) [Pubmed]
Miscibility critical pressures in monolayers of ternary lipid mixtures. Keller, S.L., Anderson, T.G., McConnell, H.M. Biophys. J. (2000) [Pubmed]
Condensed complexes of cholesterol and phospholipids. Radhakrishnan, A., McConnell, H.M. Biophys. J. (1999) [Pubmed]
Impact of membrane cholesterol content on the resistance of vesicles to surfactant attack. Apel-Paz, M., Doncel, G.F., Vanderlick, T.K. Langmuir : the ACS journal of surfaces and colloids. (2005) [Pubmed]
Sterol-induced upregulation of phosphatidylcholine synthesis in cultured fibroblasts is affected by the double-bond position in the sterol tetracyclic ring structure. Leppimäki, P., Mattinen, J., Slotte, J.P. Eur. J. Biochem. (2000) [Pubmed]
Sterol stringency of proliferation and cell cycle progression in human cells. Suárez, Y., Fernández, C., Ledo, B., Martín, M., Gómez-Coronado, D., Lasunción, M.A. Biochim. Biophys. Acta (2005) [Pubmed]
Acid-catalyzed plasmenylcholine hydrolysis and its effect on bilayer permeability: a quantitative study. Gerasimov, O.V., Schwan, A., Thompson, D.H. Biochim. Biophys. Acta (1997) [Pubmed]
Sterol composition of bovine retinal rod outer segment membranes and whole retinas. Fliesler, S.J., Schroepfer, G.J. Biochim. Biophys. Acta (1982) [Pubmed]
Quantitative analysis of sterols in serum by high-performance liquid chromatography. Application to the biochemical diagnosis of cerebrotendinous xanthomatosis. Kasama, T., Byun, D.S., Seyama, Y. J. Chromatogr. (1987) [Pubmed]
Simplified determination of cholestanol in serum by gas-liquid chromatography: biochemical diagnosis of cerebrotendinous xanthomatosis. Serizawa, S., Seyama, Y., Otsuka, H., Kasama, T., Yamakawa, T. J. Biochem. (1981) [Pubmed]

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