Reflections on sterol sidechain cleavage process catalyzed by cytochrome P450(scc). (Q34351373)

1 August 2017

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title

Reflections on sterol sidechain cleavage process catalyzed by cytochrome P450(scc). (English)

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1 August 2017

S Lieberman

1

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1 August 2017

Y Y Lin

series ordinal

2

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1 August 2017

publication date

1 July 2001

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The Journal of Steroid Biochemistry and Molecular Biology

1 August 2017

published in

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1 August 2017

volume

78

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1 August 2017

issue

1

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1 August 2017

page(s)

1-14

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The isolation of crystalline 22R-hydroxycholesterol and 20α,22R-dihydroxycholesterol from bovine adrenals

1 August 2017

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The catalytic cycle of cytochrome P-450scc and intermediates in the conversion of cholesterol to pregnenolone

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Enzyme-bound sterols of bovine adrenocortical cytochrome P-450scc

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The occurrence and metabolism of 20 alpha-hydroxycholesterol in bovine adrenal preparations

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INHIBITION OF THE BIOSYNTHESIS OF PREGNENOLONE BY 20-ALPHA-HYDROXYCHOLESTEROL

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The Cholesterol Side-Chain Cleavage System of Bovine Adrenal Cortex

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Sterol intermediates in the conversion of cholesterol into pregnenolone

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Transformation of labeled cholesterol, 20-alpha-hydroxycholesterol, (22R)-22-hydroxycholesterol, and (22R)-20-alpha, 22-dihydroxycholesterol by adrenal acetone-dried preparations from guinea pigs, cattle and man.

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Purification and some properties of cholesterol 20-alpha-hydroxylase from hog adrenal mitochondria

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Kinetic studies on the mechanism of conversion of cholesterol to pregnenolone

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Kinetic competence of enzymic intermediates: fact or fiction?

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Enzymatic formation of (20R,22R)-20,22-dihydroxycholesterol from cholesterol and a mixture of 16O2 and 18O2: Random incorporation of oxygen atoms

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Incorporation of H2 18O into 20alpha, 22R-di-OH cholesterol: evidence for an epoxide-diol pathway in the adrenocortical cholesterol side-chain cleavage mechanism

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Kinetic studies on substrate-enzyme interaction in the adrenal cholesterol side-chain cleavage system.

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ON THE CALCULATION OF "TURNOVER TIME" AND "TURNOVER RATE" FROM EXPERIMENTS INVOLVING THE USE OF LABELING AGENTS.

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Complexes of sequential metabolic enzymes

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Stereochemical specificity at carbon-20 and -22 of hydroxylated cholesterols for side-chain cleavage by adrenocortical cytochrome P-450scc

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END-PRODUCT INHIBITION OF THE CONVERSION OF CHOLESTEROL TO PREGNENOLONE IN AN ADRENAL EXTRACT.

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Oxidation of cholesterol and cholesterol analogues by mitochondrial preparations of steroid-hormone-producing tissue

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Side-chain cleavage of 4-cholesten-3-one, 5-cholesten-3α-ol, β-sitosterol, and related steroids in endocrine tissues from rat and man

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7 January 2021

Evidence for 20, 22‐epoxycholesterol as an intermediate in side‐chain cleavage of 22R‐OH cholesterol by adrenal cortex mitochondria

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Pregnenolone formation from cholesterol in bovine adrenal cortex mitochondria: Proposal of a new mechanism

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Cholesterol 20,22-epoxides: No conversion to pregnenolone by adrenal cytochrome P-450scc

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Exclusion of 20(22)-dehydrocholesterol as an intermediate in the biosynthesis of pregnenolone in bovine adrenocortical mitochondrial acetone-dried powder preparations

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Biosynthesis of pregnenolone from cholesterol by mitochondrial enzymes of bovine adrenal cortex. The question of the participation of the 20(22)-olefins and 20, 22-epoxides of cholesterol

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Effects of adrenal mitochondrial lipid on the reduced nicotinamide-adenine dinucleotide phosphate supported 11 beta-hydroxylation of deoxycorticosterone. Interaction of phospholipid with cytochrome P-450

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Sterol metabolism. 8. Conversion of cholesterol 20 alpha-hydroperoxide to 20 alpha, 21- and 20 alpha, 22R-dihydroxycholesterol by adrenal cortex mitochondria

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Cytochrome P-450 as a microsomal peroxidase in steroid hydroperoxide reduction

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Autoxidation of cholesterol via hydroperoxide intermediates

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Sterol metabolism. XVI. Cholesterol 20-alpha-hydroperoxide as an intermediate in pregnenolone biosynthesis from cholesterol

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7 January 2021

Mechanism of cholesterol side-chain cleavage: enzymic rearrangement of 20beta-hydroperoxy-20-isocholesterol to 20beta,21-dihydroxy-20-isocholesterol

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Mechanism of cholesterol side-chain cleavage. II. The enzymic hydroperoxide-glycol rearrangement of the epimeric 20-hydroperxycholesterols in 18O-enriched water

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Spectroscopic evidence for the formation of a transient species during cytochrome P-450scc induced hydroperoxysterol-glycol conversions

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On the nature of the cytochrome P450scc "ultimate oxidant": characterization of a productive radical intermediate

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Androgen formation by cytochrome P450 CYP17. Solvent isotope effect and pL studies suggest a role for protons in the regulation of oxene versus peroxide chemistry

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The enzyme activity of bovine adrenocortical cytochrome P-450 producing pregnenolone from cholesterol: kinetic and electrophoretic studies on the reactivity of hydroxycholesterol intermediates

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Ground states of molecules. XXX. MINDO/3 study of reactions of singlet (1.DELTA.g) oxygen with carbon-carbon double bonds

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Letter: Stereospecificity in the conversion of fucosterol 24,28-epoxide to desmosterol in the silkworm, Bombyx mori

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Involvement of cytochrome P-450 in delta 22-desaturation in ergosterol biosynthesis of yeast

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Two species of cytochrome P-450 involved in ergosterol biosynthesis of yeast

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Precursors of the neurosteroids

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Steroid hormone biosynthesis by a sesterterpene pathway in the rat and rabbit testis

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Heterodox notions on pathways of steroidogenesis

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The nature of pregnanediol-like glucuronide

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Androstane metabolites bind to and deactivate the nuclear receptor CAR-beta

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Steroidal free radicals as possible intermediates in the biosynthesis of C19-delta 16-steroids

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16-Unsaturated C 19 steroids. A review of their chemistry, biochemistry and possible physiological role

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Mechanism of the acyl-carbon cleavage and related reactions catalyzed by multifunctional P-450s: studies on cytochrome P-450(17)alpha

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Mechanistic kinship between hydroxylation and desaturation reactions: acyl-carbon bond cleavage promoted by pig and human CYP17 (P-45017.alpha.; 17.alpha.-hydroxylase-17,20-lyase)

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An oxysterol signalling pathway mediated by the nuclear receptor LXR alpha

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10.1016/S0960-0760(01)00068-1

Identifiers

DOI

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1 August 2017

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