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Lanosterol 14-demethylase

Aoyama Y, Horiuchi T, Yoshida Y. 1996a. Lanosterol 14-demethylase activity expressed in rat brain microsomes. J Biochem (Tokyo) 120 982-986. [Pg.81]

A less common reactive species is the Fe peroxo anion expected from two-electron reduction of O2 at a hemoprotein iron atom (Fig. 14, structure A). Protonation of this intermediate would yield the Fe —OOH precursor (Fig. 14, structure B) of the ferryl species. However, it is now clear that the Fe peroxo anion can directly react as a nucleophile with highly electrophilic substrates such as aldehydes. Addition of the peroxo anion to the aldehyde, followed by homolytic scission of the dioxygen bond, is now accepted as the mechanism for the carbon-carbon bond cleavage reactions catalyzed by several cytochrome P450 enzymes, including aromatase, lanosterol 14-demethylase, and sterol 17-lyase (133). A similar nucleophilic addition of the Fe peroxo anion to a carbon-nitrogen double bond has been invoked in the mechanism of the nitric oxide synthases (133). [Pg.397]

Aoyama, Y., Funae, Y, Noshiro, M., Horiuchi, T. and Yoshida, Y. (1994) Occurrence of a P450 showing high homology to yeast lanosterol 14-demethylase (P450(14DM)) in the rat liver. Biochem. Biophys. Res. Commun., 201, 1320-6. [Pg.348]

Grausem, B., Ghaubet, N., Gigot, G., Loper, J. and Benveniste, P. (1995) Functional expression of Daccharomyces cerevisiae CYP51A1 encoding lanosterol-14-demethylase in tobacco results in bypass of endogenous sterol biosynthetic pathway and resistance to an obtusifoliol-14-demethylase herbicide. Plant J., 7, 761-70. [Pg.352]

Figure 7.34. Competitive inhibitors of lanosterol 14-demethylase. The group R on the sterols is either C(CH3)CH2CH2CH2C(CHj)2 or a close variant. Fluconazole and miconazole are clinically employed as antifungal agents. Figure 7.34. Competitive inhibitors of lanosterol 14-demethylase. The group R on the sterols is either C(CH3)CH2CH2CH2C(CHj)2 or a close variant. Fluconazole and miconazole are clinically employed as antifungal agents.
Stromstedt, M., D. Rozman, and M.R. Waterman (1996). The ubiquitously expressed human CYP51 encodes lanosterol 14-demethylase, a cytochrome P450 whose expression is regulated by oxysterols. Arch. Biochem. Biophys. 329, 73-81. [Pg.611]

Debeljak N, Fink M, Rozman D (2003) Many facets of mammalian lanosterol 14 -demethylase from the evolutionarily conserved cytochrome P450 family CYP51. Arch Biochem Biophys 409 159-171... [Pg.784]

Bard, M., N.D. Lees, T. Turi, D. Craft, L. Cofrin, R. Barbuch et al. (1993). Sterol synthesis and viability of ERG 11 (cytochrome P450 lanosterol demethylase) mutations in Saccharomyces cerevisiae and Candida albicans. Lipids 28, 963-967. [Pg.615]

Etypoxanthine-guanine phosphoribosyltransferase Lanosterol demethylase Purine nucleoside phosphotransferase Tiypanothione reductase 8. Which one of the following statements about specific antiparasitic drugs is LEAST accurate ... [Pg.459]

The effect of Voriconazole (10) is exerted within the fungal cell membrane. In particular, cytochrome P450-dependent 14-a-lanosterol demethylase is inhibited, which prevents the conversion of lanosterol (217) to ergosterol (218) - an important component of yeast and fungal cell membranes which does not occur in mammalians (Scheme 51). This mechanism results in the accumulation of toxic methylsterols and inhibition of fungal cell growth and replication [174]. [Pg.626]

Like the a2ole derivatives, it inhibits the biosynthesis of ergosterol. However, naftifine [65472-88-0] does not inhibit the cytochrome P-450 dependent C-14-demethylase, but the epoxidation of squalene. Squalene epoxidase cataly2es the first step in the conversion of squalene via lanosterol to ergosterol in yeasts and fungi or to cholesterol in mammalian cells. The squalene epoxidase in C. albicans is 150 times more sensitive to naftifine, C2 H2 N, than the en2yme in rat fiver (15). Naftifine is available as a 1% cream. [Pg.254]

The imidazoles and triazole ( azoles) (for example, ketoconazole, itraconazole (ITRA), fluconazole (FLU), voriconazole) interfere with cytochrome P45o-dependent lanosterol C14 demethylase, leading to dqDletion of ergosterol and accumulation of lanosterol in the... [Pg.131]

CYP 51 51P1 51P2 51P3 Lanosterol 14-alpha demethylase (cholesterol biosynthesis)... [Pg.924]

Shyadehi AZ, DC Lamb, SL Kelly, DE Kelly, W-H Schunck, JN Wright, D Corina, M Akhtar (1996) The mechanism of the acyl-carbon bond cleavage reaction catalyzed by recombinant sterol 14a-demethyl-ase of Candida albicans (other names are lanosterol 14a-demethylase, P-450]4p, and CYP51). J Biol Chem 271 12445-12450. [Pg.145]

Burton PM, Swinney DC, Heller R, Dunlap B, Chiou M, et al. 1995. Azalanstat (RS-21607), a lanosterol 14 alpha-demethylase inhibitor with cholesterol-lowering activity. Biochem Pharmacol 50 529-544. [Pg.81]

Rozman D, Stromstedt M, Waterman MR. 1996. The three human cytochrome P450 lanosterol 14 alpha-demethylase (CYP51) genes reside on chromosomes 3, 7, and 13 structure of the two retrotransposed pseudogenes, association with a line-1 element, and evolution of the human CYP51 family. Arch Biochem Biophys 333 466-474. [Pg.89]

Swinney DC, So OY, Watson DM, Berry PW, Webb AS, et al. 1994. Selective inhibition of mammalian lanosterol 14 alpha-demethylase by RS-21607 in vitro and in vivo. Biochemistry 33 4702-4713. [Pg.89]

Mouse lanosterol 14a-Me demethylase (P 450DM) A steroidal oxime that inhibits cholesterol biosynthesis 126... [Pg.635]

Lewis, D. F. V., Wiseman, A., and Tarbit, M. H. (1999) Molecular modeling of lanosterol 14-alpha-demethylase (CYP51) from Saccharomyces cerevisiae via homology with CYP102, a unique bacterial cytochrome P450 isoform quantitative structure-activity relationships (QSARs) within two related series of antifungal azole derivatives../. Enz. Inhib. 14, 175-192. [Pg.507]

Ji, H., Zhang, W., Zhou, Y., et al. (2000) A three-dimensional model of lanosterol 14alpha-demethylase of Candida albicans and its interaction with azole antifun-gals. J. Med. Chem. 43, 2493-2505. [Pg.508]

Trosken, E.R., Adamska, M., Arand, M., Zarn, J.A., Patten, G., Volkel, W. and Lutz, W.K. (2006) Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles. Toxicology, 228, 24-32. [Pg.196]

Flucytosine (5-fluorocytosine) is also an inhibitor of lanosterol C-14 demethylase (Figure 8.3) with the same indications as fluoroazoles. [Pg.297]

See other pages where Lanosterol 14-demethylase is mentioned: [Pg.313]    [Pg.208]    [Pg.784]    [Pg.425]    [Pg.360]    [Pg.321]    [Pg.402]    [Pg.59]    [Pg.291]    [Pg.611]    [Pg.862]    [Pg.328]    [Pg.108]    [Pg.179]    [Pg.171]    [Pg.290]    [Pg.533]    [Pg.536]    [Pg.541]    [Pg.184]    [Pg.184]    [Pg.184]    [Pg.184]    [Pg.184]    [Pg.184]    [Pg.184]    [Pg.72]    [Pg.78]    [Pg.297]    [Pg.282]   
See also in sourсe #XX -- [ Pg.72 ]



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