TAILIEUCHUNG - Báo cáo khoa học: The cytochrome P450scc system opens an alternate pathway of vitamin D3 metabolism

We show that cytochrome P450scc (CYP11A1) in either a reconstituted system or in isolated adrenal mitochondria can metabolize vita-min D3. The major products of the reaction with reconstituted enzyme were 20-hydroxycholecalciferol and 20,22-dihydroxycholecalciferol, with yields of 16 and 4%, respectively, of the original vitamin D3 substrate. Tri-hydroxycholecalciferol was a minor product, likely arising from further metabolism of dihydroxycholecalciferol. | iFEBS Journal The cytochrome P450SCC system opens an alternate pathway of vitamin D3 metabolism Andrzej Slominski1 Igor Semak2 Jordan Zjawiony3 Jacobo Wortsman4 Wei Li5 it Andre Szczesniewski6 and Robert C. Tuckey7 1 Department of Pathology and Laboratory Medicine University of Tennessee Health Science Center Memphis TN USA 2 Department of Biochemistry Belarus State University Minsk Belarus 3 Department of Pharmacognosy University of Mississippi University MS USA 4 Department of Medicine Southern Illinois University Springfield IL USA 5 PharmaceuticalSciences University of Tennessee Health Science Center Memphis TN USA 6 Agilent Technology Schaumburg IL USA 7 Department of Biochemistry and Molecular Biology Schoolof Biomedicaland ChemicalScience The University of Western Australia Crawley Australia Keywords cytochrome P450scc mass spectrometry mitochondria NMR vitamin D3 Correspondence A. Slominski Department of Pathology and Laboratory Medicine University of Tennessee Health Science Center 930 Madison Avenue RM525 Memphis TN 38163 USA Fax 1 901 448 6979 Tel 1 901 448 3741 E-mail aslominski@ Received 29 April2005 revised 7 June 2005 accepted 14 June 2005 doi We show that cytochrome P450SCC CYP11A1 in either a reconstituted system or in isolated adrenal mitochondria can metabolize vitamin D3. The major products of the reaction with reconstituted enzyme were 20-hydroxycholecalciferol and 20 22-dihydroxycholecalciferol with yields of 16 and 4 respectively of the original vitamin D3 substrate. Tri-hydroxycholecalciferol was a minor product likely arising from further metabolism of dihydroxycholecalciferol. Based on NMR analysis and known properties of P450scc we propose that hydroxylation of vitamin D3 by P450scc occurs sequentially and stereospecifically with initial formation of 20 S -hydroxyvitamin D3. P450scc did not metabolize 25-hydroxyvita-min D3 indicating that modification of C25 protected it against P450scc action. .

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