Cholesterol Chair Conformation
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Cholesterol chair conformation. Does the idea of drawing chair conformations and ring flips still sound as scary as it used to. A cyclohexane conformation is any of several three dimensional shapes that a cyclohexane molecule can assume while maintaining the integrity of its chemical bonds. The chair conformation is a six membered ring in which atoms 2 3 5 and 6 lie in the same plane atom 1 lies above the plane and atom 4 lies below the plane. 9 such as cholesterol sodium cholesteryl sulfate cholesteryl 5a 6a epoxide cholesteryl chloride cholesteryl bromide and cholesteryl hemisuccinate 4348 against dna polymerase pol dna topoisomerase topo and human cancer cell growth were reported ishimaru et al 2008.
The chair conformation has a low torsional strain as seen in a newman projection. H h h h c c c h2 h h h h h2 c h h c h2 h2 c h h h h h h therefore cyclohexane is the most stable ring size. These six hydrogens which point along an axis through the molecule are called axial hydrogens. The inhibitory activities of cholesterol derivatives fig.
To gain more stability cyclohexane adopts the chair conformation instead. Of constrained boat structure chairboatchair and to 14 rather than to 6a of chairchairchair conformation which has resemblance to 4 to 12 figure figure10. We will examine how to draw and number the structure later. With this conformation the bond angles are 1109.
Hopefully youve been drawing chairs as you read this article. Watch the video below for a complete demonstration of what we learned above. Nearly perfect staggered alignment. Uc riverside si 6874 views.
Cholesterol and its relatives possessing the 12. Chem 112c haworth into chair conformation at ucrs academic resource center duration. Elevated cholesterol levels are treated with a strict diet consisting of low saturated fat trans fat free low cholesterol foods often followed by one of various hypolipidemic agents such as statins fibrates cholesterol absorption inhibitors nicotinic acid derivatives or bile acid sequestrants. Cholesterol c27h46o cid 5997 structure chemical names physical and chemical properties classification patents literature biological activities safety.
Tom chi. Still have some gauche interactions but energy is low for this conformation. Noticeably the c9 cations in 6a and 6b considered in the final cyclopropane formation are on opposite sides of the reaction intermediate. What do you think.
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