114927-92-3Relevant academic research and scientific papers
Effects of molecular structures on the olfactory responses of phospholipid membranes to four alcohols
Zhou, Qingzhong,Yang, Yanan,Chen, Zhikuan,Sun, Anna
, p. 1 - 9 (1998)
In order to understand the relationship between phospholipid molecular structures and their olfactory responses to odorants, we designed and synthesized four phosphatidylcholine analogues with different long hydrocarbon (CH) chains and selected three natural phospholipids with different head-groups. By using interdigital electrodes (IEs) as olfactory sensors (OSs), we measured the responses of the IEs coated with these seven different lipid membranes to four alcohol vapors in a gas flow system. The IEs voltage changes were recorded and the voltage-relative saturate vapor pressure (V-P/P°) curves were also plotted. It was found that with a methyl (-CH3) placed at the C-8 position in the 18-carbon chain, the olfactory responses could be improved about ten times and with conjugated double bonds (C=C) in the long chains, the sensitivity could be increased by 3~4 orders of magnitude. As to head-groups, choline is preferred over ethanolamine and serine in phospholipid structures in terms of high olfactory sensitivity. These results are expected to be useful in further designing and manufacturing lipid-mimicking OSs. Copyright (C) 1998 Elsevier Science Ireland Ltd.
Chain-Substituted Lipids in Monolayer Films. A Study of Molecular Packing
Menger, F. M.,Wood, M. G.,Richardson, S.,Zhou, Q.,Elrington, A. R.,Sherrod, M. J.
, p. 6797 - 6803 (2007/10/02)
A series of highly purified fatty acids and phospholipids, each possessing a chain substituent of varying size (methyl, n-butyl, or phenyl) at varying locations (carbon 4, 8, 12, or 16 of an 18-carbon chain) were synthesized.Pressure-area isotherms, obtained with the aid of a film balance, revealed how these molecules, either individually or admixed, pack in monomolecular films.Two examples will illustrate here the type of information secured by the method. (a) The presence of a methyl at carbon 16 of a single phospholipid chain has a negligible effect on the molecular packing within a "liquid" film.A methyl on carbon 16 of both chains, on the other hand, is highly expansive.Even a single methyl at position 8 perturbs the film packing appreciably, thus indicating less available space near the center of the chain. (b) Deviation from ideality in mixed fatty acid films can be explained by interdigitation that reduces steric repulsion among the substituents.It is also possible to observe by means of film balance techniques the extrusion of 8-butylstearic acid when it contaminates a film composed largely of stearic acid.Approximate SHADOW calculations could, in many cases, provide film areas in reasonable agreement with experiment.
