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. 1969 Oct;114(4):801–806. doi: 10.1042/bj1140801

The incorporation of a hydrogen atom at C-15 of cholesterol biosynthesized from squalene

M Akhtar 1, A D Rahimtula 1, D C Wilton 1
PMCID: PMC1184967  PMID: 5343788

Abstract

Cholesterol is biosynthesized from squalene in the presence of tritiated water. Chemical degradation reveals that a considerable percentage of the total radioactivity is present at C-15. This result confirms the previous observations on the involvement of a C-15 hydrogen atom in cholesterol biosynthesis.

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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., Marsh S. The stereochemistry of the hydrogen elimination in the biological conversion of cholest-7-en-3-beta-ol into cholesterol. Biochem J. 1967 Feb;102(2):462–467. doi: 10.1042/bj1020462. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. 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]
  3. Akhtar M., Watkinson I. A., Rahimtula A. D., Wilton D. C., Munday K. A. The role of a cholesta-8,14-dien-3-beta-ol system in cholesterol biosynthesis. Biochem J. 1969 Mar;111(5):757–761. doi: 10.1042/bj1110757. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Canonica L., Fiecchi A., Kienle M. G., Scala A., Galli G., Paoletti E. G., Paoletti R. Evidence for the biological conversion of delta 8,14 sterol dienes into cholesterol. J Am Chem Soc. 1968 Nov 6;90(23):6532–6534. doi: 10.1021/ja01025a062. [DOI] [PubMed] [Google Scholar]
  5. Dewhurst S. M., Akhtar M. The conversion of cholest-7-en-3beta-ol into cholesterol. General comments on the mechanism of the introduction of double bonds in enzymic reactions. Biochem J. 1967 Dec;105(3):1187–1194. doi: 10.1042/bj1051187. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. Fishman J. Stereochemistry of enolization of 17-keto steroids. J Org Chem. 1966 Feb;31(2):520–523. doi: 10.1021/jo01340a040. [DOI] [PubMed] [Google Scholar]
  7. Rahimtula A. D., Wilton D. C., Akhtar M. The conversion of steroid 7,9-dienes into cholesterol. Biochem J. 1969 May;112(4):545–546. doi: 10.1042/bj1120545. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Rees H. H., Goad L. J., Goodwin T. W. Studies in phytosterol biosynthesis. Mechanism of biosynthesis of cycloartenol. Biochem J. 1968 Apr;107(3):417–426. doi: 10.1042/bj1070417. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. 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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