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. 1970 Oct;119(4):673–675. doi: 10.1042/bj1190673

The stereochemistry of hydrogen transfer from reduced nicotinamide–adenine dinucleotide phosphate in the reduction of ethylenic linkages during cholesterol biosynthesis

D C Wilton 1, I A Watkinson 1, M Akhtar 1
PMCID: PMC1179453  PMID: 4395428

Abstract

It is shown that during the saturation of steroid carbon–carbon double bonds at Δ24,25 and Δ14,15 the `hydride ion' originates from the 4B side of the NADPH.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Akhtar M., Rahimtula A. D., Watkinson I. A., Wilton D. C., Munday K. A. The status of C-6, C-7, C-15 and C-16 hydrogen atoms in cholesterol biosynthesis. Eur J Biochem. 1969 May 1;9(1):107–111. doi: 10.1111/j.1432-1033.1969.tb00582.x. [DOI] [PubMed] [Google Scholar]
  2. Berséus O., Björkhem L. Enzymatic conversion of a delta-4-3-ketosteroid into a 3-alpha-hydroxy-5-beta steroid: mechanism and stereochemistry of hydrogen transfer from NADPH. Bile acids and steroids 190. Eur J Biochem. 1967 Nov;2(4):503–507. doi: 10.1111/j.1432-1033.1967.tb00164.x. [DOI] [PubMed] [Google Scholar]
  3. Björkhem I. Mechamism and stereochemistry of the enzymatic conversion of a delta 4-3-oxosteroid into a 3-oxo-5alpha-steroid. Eur J Biochem. 1969 Apr;8(3):345–351. doi: 10.1111/j.1432-1033.1969.tb00534.x. [DOI] [PubMed] [Google Scholar]
  4. Caspi E., Kienle M. G., Varma K. R., Mulheirn L. J. Trans reduction of delta24 of lanosterol in the biosynthesis of cholesterol by rat liver enzymes. J Am Chem Soc. 1970 Apr 8;92(7):2161–2163. doi: 10.1021/ja00710a075. [DOI] [PubMed] [Google Scholar]
  5. Wilton D. C., Munday K. A., Skinner S. J., Akhtar M. The biological conversion of 7-dehydrocholesterol into cholesterol and comments on the reduction of double bonds. Biochem J. 1968 Feb;106(4):803–810. doi: 10.1042/bj1060803. [DOI] [PMC free article] [PubMed] [Google Scholar]

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