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Chemical Compound Review:

AC1LCUXD 4,4,10,13-tetramethyl-17-(6- methylhept-5...

Synonyms: SureCN13770889

Aoyama, Y. et al., Aoyama, Y. et al., Ruan, B. et al., Aoyama, Y. et al.

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High impact information on 14-Demethyllanosterol

It is concluded that in yeast microsomes lanosterol is 14 alpha-demethylated by a P-450(14)DM-containing monooxygenase system to give rise to 4,4-dimethyl-5 alpha-cholesta-8,14,24-trien-3 beta-ol, which is then reduced to 4,4-dimethylzymosterol by an NADPH-linked reductase [1].
4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol (I) from human follicular fluid and 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol (II) from bull testes have been reported to activate meiosis in mouse oocytes (Byskov et al., 1995. Nature. 374: 559-562) [2].
Lanosterol was converted to a 14-demethylated metabolite, 4,4-dimethylzymosterol by Saccharomyces cerevisiae microsomes [3].
Involvement of cytochrome b5 and a cyanide-sensitive monooxygenase in the 4-demethylation of 4,4-dimethylzymosterol by yeast microsomes [4].

Associations of 14-Demethyllanosterol with other chemical compounds

When AY-9944 was added to the reaction system with the microsomes, the trienol was formed with corresponding decrease in 4,4-dimethylzymosterol [3].

References

Yeast cytochrome P-450 catalyzing lanosterol 14 alpha-demethylation. II. Lanosterol metabolism by purified P-450(14)DM and by intact microsomes. Aoyama, Y., Yoshida, Y., Sato, R. J. Biol. Chem. (1984) [Pubmed]
Sterols affecting meiosis: novel chemical syntheses and the biological activity and spectral properties of the synthetic sterols. Ruan, B., Watanabe, S., Eppig, J.J., Kwoh, C., Dzidic, N., Pang, J., Wilson, W.K., Schroepfer, G.J. J. Lipid Res. (1998) [Pubmed]
Evidence for the contribution of a sterol 14-reductase to the 14 alpha-demethylation of lanosterol by yeast. Aoyama, Y., Yoshida, Y. Biochem. Biophys. Res. Commun. (1986) [Pubmed]
Involvement of cytochrome b5 and a cyanide-sensitive monooxygenase in the 4-demethylation of 4,4-dimethylzymosterol by yeast microsomes. Aoyama, Y., Yoshida, Y., Sato, R., Susani, M., Ruis, H. Biochim. Biophys. Acta (1981) [Pubmed]

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