Biomaterial Database

Interaction of cholesterol with saturated phospholipids: role of the C(17) side chain. 1990

M A Singer, and L Finegold

Department of Medicine, Queen's University, Kingston, Ontario, Canada.

Cholesterol and 5-androsten-3 beta-ol differ structurally only in the presence of an eight carbon side chain at the C(17) position in the former sterol. Both molecules decrease the main transition enthalpy change (delta H) in a series of phosphatidylcholines and phosphatidylethanolamines, of acyl chain length n, with the reduction being a linear function of sterol concentration (c). The sterol concentrations at which delta H = 0 bear a straight line relationship to n and are equivalent for both cholesterol and 5-androsten-3 beta-ol. In addition, both sterols give identical delta H versus c slopes. These results underscore the importance of acyl chain length in the cholesterol/phospholipid interaction and also indicate that the cholesterol C(17) side group is not an essential requirement for the capacity of the sterol to decrease the enthalpy change of the main transition.

UI	MeSH Term	Description	Entries
D008958	Models, Molecular	Models used experimentally or theoretically to study molecular shape, electronic properties, or interactions; includes analogous molecules, computer-generated graphics, and mechanical structures.	Molecular Models,Model, Molecular,Molecular Model
D010743	Phospholipids	Lipids containing one or more phosphate groups, particularly those derived from either glycerol (phosphoglycerides see GLYCEROPHOSPHOLIPIDS) or sphingosine (SPHINGOLIPIDS). They are polar lipids that are of great importance for the structure and function of cell membranes and are the most abundant of membrane lipids, although not stored in large amounts in the system.	Phosphatides,Phospholipid
D002152	Calorimetry, Differential Scanning	Differential thermal analysis in which the sample compartment of the apparatus is a differential calorimeter, allowing an exact measure of the heat of transition independent of the specific heat, thermal conductivity, and other variables of the sample.	Differential Thermal Analysis, Calorimetric,Calorimetric Differential Thermal Analysis,Differential Scanning Calorimetry,Scanning Calorimetry, Differential
D002784	Cholesterol	The principal sterol of all higher animals, distributed in body tissues, especially the brain and spinal cord, and in animal fats and oils.	Epicholesterol
D000215	Acylation	The addition of an organic acid radical into a molecule.
D000737	Androstenols	Unsaturated androstanes which are substituted with one or more hydroxyl groups in any position in the ring system.	Hydroxyandrostenes
D013816	Thermodynamics	A rigorously mathematical analysis of energy relationships (heat, work, temperature, and equilibrium). It describes systems whose states are determined by thermal parameters, such as temperature, in addition to mechanical and electromagnetic parameters. (From Hawley's Condensed Chemical Dictionary, 12th ed)	Thermodynamic