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Cholesterol Biosynthesis: Lanosterol to Cholesterol

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John M. Risley

Department of Chemistry, University of North Carolina at Charlotte, Charlotte, NC 28223-0001

J. Chem. Educ., 2002, 79 (3), p 377

DOI: 10.1021/ed079p377

Publication Date (Web): March 1, 2002

Section:

General Biochemistry

Abstract

Cholesterol is an important biochemical, medical, and commercial molecule. In the pathway for cholesterol biosynthesis, biochemistry textbooks discuss the synthesis of lanosterol from acetate in detail. However, the conversion of lanosterol to cholesterol is most often simply indicated as a multistep process, without elaboration. A pathway for the conversion of lanosterol to cholesterol, based on recent results from the primary research literature, is presented in this paper. Each reaction is discussed, the pathway is discussed within the context of general biochemical transformations, a summary of cholesterol homeostasis is presented, and enzyme deficiencies that give rise to diseases are given.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Biochemistry

Keywords (Feature):

Concepts in Biochemistry

Keywords (Subject):

Catalysis

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This article has been cited by 2 ACS Journal articles (2 most recent appear below).

Kinetic Mechanisms of Cholesterol Synthesis: A Review
Tapobrata Panda, Tanmay Basak, Ganesan Saraswathi, and Thomas Théodore
Industrial & Engineering Chemistry Research2011 50 (23), 12847-12864
- Kinetic Mechanisms of Cholesterol Synthesis: A Review
  Tapobrata Panda, Tanmay Basak, Ganesan Saraswathi, and Thomas Théodore
  Industrial & Engineering Chemistry Research2011 50 (23), 12847-12864
  Increased levels of cholesterol lead to critical health risk factors such as hypercholesterolemia and atherosclerosis in the human system. Regulation of cholesterol synthesis in mammals, especially in humans, is required for a healthy lifestyle. ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
Differential Effects of Cholesterol, Ergosterol and Lanosterol on a Dipalmitoyl Phosphatidylcholine Membrane: A Molecular Dynamics Simulation Study
Zoe Cournia, G. Matthias Ullmann, and Jeremy C. Smith
The Journal of Physical Chemistry B2007 111 (7), 1786-1801
- Differential Effects of Cholesterol, Ergosterol and Lanosterol on a Dipalmitoyl Phosphatidylcholine Membrane: A Molecular Dynamics Simulation Study
  Zoe Cournia, G. Matthias Ullmann, and Jeremy C. Smith
  The Journal of Physical Chemistry B2007 111 (7), 1786-1801
  Lipid raft/domain formation may arise as a result of the effects of specific sterols on the physical properties of membranes. Here, using molecular dynamics simulation, we examine the effects of three closely-related sterols, ergosterol, cholesterol, and ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links

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Received: August 03, 2009

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Cholesterol Biosynthesis: Lanosterol to Cholesterol