Oxysterols in the circulation of patients with the Smith-Lemli-Opitz syndrome: abnormal levels of 24S- and 27-hydroxycholesterol

J Lipid Res. 2001 Mar;42(3):366-71.

Abstract

Infants with the cholesterol synthesis defect Smith- Lemli-Opitz syndrome (SLO) have reduced activity of the enzyme 7-dehydrocholesterol-7-reductase and accumulate 7-dehydrocholesterol, with the highest concentration in the brain. As a result of the generally reduced content of cholesterol, plasma levels of oxysterols would be expected to be reduced. 24S-hydroxycholesterol is almost exclusively formed in the brain, whereas 27-hydroxycholesterol is mainly formed from extrahepatic and extracerebral cholesterol. In accordance with the expectations, sterol-correlated plasma levels of 24S-hydroxycholesterol were reduced in infants with SLO (by about 50%). In contrast, the sterol-correlated levels of 27-hydroxycholesterol in the circulation were markedly increased. No side-chain oxidized metabolites of 7-dehydrocholesterol were detected in the circulation. Recombinant human CYP27 had markedly lower 27-hydroxylase activity toward 7-dehydrocholesterol than towards cholesterol. HEK293 cells expressing 24S-hydroxylase active toward cholesterol had no significant activity towards 7-dehydrocholesterol. The plasma levels of 3 beta,7 alpha-dihydroxy-5-cholestenoic in the patients acid were reduced, suggesting a generally reduced metabolism of 27-oxygenated steroids. It is concluded that the accumulation of 7-dehydrocholesterol in the brains of patients with SLO reduces formation of 24S-hydroxycholesterol. The condition is associated with markedly increased circulating levels of 27-hydroxycholesterol, most probably due to reduced metabolism of this oxysterol. We discuss the possibility that the circulating levels of 24S-hydroxycholesterol may be used as a marker for the severity of the disease.--Björkhem, I., L. Starck, U. Andersson, D. Lütjohann, S. von Bahr, I. Pikuleva, A. Babiker, and U. Diczfaulsy. Oxysterols in the circulation of patients with the Smith-Lemli-Opitz syndrome: abnormal levels of 24S- and 27-hydroxycholesterol. J. Lipid Res. 2001. 42: 366--371.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adolescent
  • Animals
  • COS Cells
  • Cell Line
  • Child
  • Child, Preschool
  • Cholestadienols / blood
  • Cholestanetriol 26-Monooxygenase
  • Cholesterol 24-Hydroxylase
  • Cytochrome P-450 Enzyme System / metabolism
  • Dehydrocholesterols / blood
  • Dehydrocholesterols / pharmacology
  • Gene Expression
  • Humans
  • Hydroxycholesterols / blood*
  • Infant
  • Recombinant Proteins / metabolism
  • Smith-Lemli-Opitz Syndrome / blood*
  • Steroid Hydroxylases / genetics
  • Steroid Hydroxylases / metabolism
  • Substrate Specificity
  • Transfection

Substances

  • Cholestadienols
  • Dehydrocholesterols
  • Hydroxycholesterols
  • Recombinant Proteins
  • 24-hydroxycholesterol
  • 27-hydroxycholesterol
  • cholesta-5,8-dien-3 beta-ol
  • Cytochrome P-450 Enzyme System
  • 7-dehydrocholesterol
  • Steroid Hydroxylases
  • Cholesterol 24-Hydroxylase
  • CYP27A1 protein, human
  • Cholestanetriol 26-Monooxygenase