Markedly inhibited 7-dehydrocholesterol-delta 7-reductase activity in liver microsomes from Smith-Lemli-Opitz homozygotes.

We investigated the enzyme defect in late cholesterol biosynthesis in the Smith-Lemli-Opitz syndrome, a recessively inherited developmental disorder characterized by facial dysmorphism, mental retardation, and multiple organ congenital anomalies. Reduced plasma and tissue cholesterol with increased 7-dehydrocholesterol concentrations are biochemical features diagnostic of the inherited enzyme defect. Using isotope incorporation assays, we measured the transformation of the precursors, [3 alpha- 3H]lathosterol and [1,2-3H]7-dehydrocholesterol into cholesterol by liver microsomes from seven controls and four Smith-Lemli-Opitz homozygous subjects. The introduction of the double bond in lathosterol at C-5[6] to form 7-dehydrocholesterol that is catalyzed by lathosterol-5-dehydrogenase was equally rapid in controls and homozygotes liver microsomes (120 +/- 8 vs 100 +/- 7 pmol/mg protein per min, P = NS). In distinction, the reduction of the double bond at C-7 [8] in 7-dehydrocholesterol to yield cholesterol catalyzed by 7-dehydrocholesterol-delta 7-reductase was nine times greater in controls than homozygotes microsomes (365 +/- 23 vs 40 +/- 4 pmol/mg protein per min, P < 0.0001). These results demonstrate that the pathway of lathosterol to cholesterol in human liver includes 7-dehydrocholesterol as a key intermediate. In Smith-Lemli-Opitz homozygotes, the transformation of 7-dehydrocholesterol to cholesterol by hepatic microsomes was blocked although 7-dehydrocholesterol was produced abundantly from lathosterol. Thus, lathosterol 5-dehydrogenase is equally active which indicates that homozygotes liver microsomes are viable. Accordingly, microsomal 7-dehydrocholesterol-delta 7-reductase is inherited abnormally in Smith-Lemli-Opitz homozygotes.

[1]  A. Honda,et al.  Defective conversion of 7-dehydrocholesterol to cholesterol in cultured skin fibroblasts from Smith-Lemli-Opitz syndrome homozygotes. , 1995, Journal of lipid research.

[2]  G. Tint,et al.  Identification of 8-dehydrocholesterol (cholesta-5,8-dien-3 beta-ol) in patients with Smith-Lemli-Opitz syndrome. , 1995, Journal of lipid research.

[3]  G. Ness,et al.  The effect of increased hepatic sitosterol on the regulation of 3‐hydroxy‐3‐methylglutaryl—coenzyme a reductase and cholesterol 7α‐hydroxylase in the rat and sitosterolemic homozygotes , 1994, Hepatology.

[4]  G Salen,et al.  Defective cholesterol biosynthesis associated with the Smith-Lemli-Opitz syndrome. , 1994, The New England journal of medicine.

[5]  G. Tint,et al.  Defective cholesterol biosynthesis in Smith-Lemli-Opitz syndrome , 1993, The Lancet.

[6]  G. Ness,et al.  Differing effects of cholesterol and taurocholate on steady state hepatic HMG-CoA reductase and cholesterol 7 alpha-hydroxylase activities and mRNA levels in the rat. , 1992, Journal of lipid research.

[7]  Douglas G. Altman,et al.  Statistics in Medicine: Calculating confidence intervals for regression and correlation , 1988 .

[8]  J. Billheimer,et al.  Subcellular localization of the enzymes of cholesterol biosynthesis and metabolism in rat liver. , 1987, The Journal of biological chemistry.

[9]  J. Trzăskos,et al.  Microsomal enzymes of cholesterol biosynthesis. Purification of lanosterol 14 alpha-methyl demethylase cytochrome P-450 from hepatic microsomes. , 1986, The Journal of biological chemistry.

[10]  Y. Paik,et al.  Microsomal enzymes of cholesterol biosynthesis from lanosterol. Solubilization and purification of steroid 8-isomerase. , 1986, The Journal of biological chemistry.

[11]  F. H. Schmidt,et al.  Effects of BM 15.766 on Serum Lipids in Rats , 1985, Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.

[12]  M. Holick,et al.  Regulation of cutaneous previtamin D3 photosynthesis in man: skin pigment is not an essential regulator. , 1981, Science.

[13]  R. Anderson,et al.  Photosynthesis of previtamin D3 in human skin and the physiologic consequences. , 1980, Science.

[14]  G. Tint,et al.  Evidence for the early reduction of the 24,25 double bond in the conversion of lanosterol to cholesterol in cerebrotendinous xanthomatosis. , 1977, Metabolism: clinical and experimental.

[15]  G. Tint,et al.  Transformation of 5 alpha-cholest-7-en-3 beta-ol to cholesterol and cholestanol in cerebrotendinous xanthomatosis. , 1974, Journal of lipid research.

[16]  G. Schroepfer,et al.  THE INTERMEDIARY ROLE OF DELTA-5,7-CHOLESTADIEN-3-BETA-OL IN CHOLESTEROL BIOSYNTHESIS. , 1964, The Journal of biological chemistry.

[17]  J. Opitz,et al.  A NEWLY RECOGNIZED SYNDROME OF MULTIPLE CONGENITAL ANOMALIES. , 1964, The Journal of pediatrics.

[18]  G. Schroepfer,et al.  Conversion of delta7-cholestenol-4-C-14 and 7-dehydro-cholesterol-4-C-14 to cholesterol. , 1961, Journal of Biological Chemistry.

[19]  A. E. Russell,et al.  Preputial gland tumor sterols. 3. A metabolic pathway from lanosterol to cholesterol. , 1960, The Journal of biological chemistry.

[20]  Oliver H. Lowry,et al.  Protein measurement with the Folin phenol reagent. , 1951, The Journal of biological chemistry.

[21]  W. Connor A cholesterol deficiency syndrome in humans. , 1995, The Journal of clinical investigation.

[22]  G. Ness,et al.  Reproducing abnormal cholesterol biosynthesis as seen in the Smith-Lemli-Opitz syndrome by inhibiting the conversion of 7-dehydrocholesterol to cholesterol in rats. , 1995, The Journal of clinical investigation.

[23]  D G Altman,et al.  Calculating confidence intervals for regression and correlation. , 1988, British medical journal.

[24]  G. Schroepfer,et al.  Sterol biosynthesis. , 1981, Annual review of biochemistry.

[25]  R. B. Clayton Biosynthesis of sterols, steroids, and terpenoids. Part I. Biogenesis of cholesterol and the fundamental steps in terpenoid biosynthesis , 1965 .