Alcohols dehydrate lipid membranes: an infrared study on hydrogen bonding

Chiou, Jang-Shing; Prasad, Krishna; Kamaya, Hiroshi; Ueda, I.

doi:10.1016/0005-2736(92)90363-q

Cited by 83 publications

(55 citation statements)

References 36 publications

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“…It should be mentioned that a dehydration phenomenon of polar groups has also been observed by Chiou et al with short-chain alcohols. 23 Since in the liquid-crystalline phase we found no perturbation induced by phytol, the lateral expansion of the lipids at T m probably prevents phytol from altering the hydration or conformation of the ester groups. This effect could be facilitated for phytol, which is a linear molecule with a molecular area smaller than that of˛-T (55Å 2 for phytol, 60Å 2 for˛-T).…”

Section: Effect Of Phytol On Dppc Multilayersmentioning

confidence: 80%

Raman and Fourier transform infrared study of phytol effects on saturated and unsaturated lipid multibilayers

Picquart

Lefèvre

2002

J Raman Spectroscopy

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The effects of phytol on DPPC and OPPC multilayers were investigated using FT-IR and Raman spectroscopy. The results were compared with those obtained with a-tocopherol (a-T) and a-tocopherol acetate (a-TA). The chain packing was analyzed using Raman intensity ratios measured in the CH 2 stretching region, whereas the number of gauche bonds introduced by phytol was estimated by the measure of the FT-IR absorbance of the CH 2 wagging progression modes. It is shown that the chain packing is reduced and that gauche rotamer formation is promoted by phytol in the gel phase. Phytol has a very similar effect on the acyl chains of DPPC to a-T but does not have the same impact on the C O stretching vibrations of this lipid. The results indicate that phytol perturbs the interfacial region of DPPC causing dehydration or a conformational modification of the ester groups. Furthermore, the modification of the OPPC chain order induced by phytol is slightly different with respect to a-T. It is concluded that (1) a hydrogen bond between the hydroxyl group of a-T and the phospholipid carbonyl groups may not necessarily be associated with the stabilization of the membrane, (2) the studied phytyl compounds may be located more or less close to the membrane interface, (3) the presence of the chromanol ring may strongly influence the location of vitamin E within the membrane and, consequently, its capacity to catch free radicals and (4) the hydroxyl group, chroman moiety and phytyl chain all play a crucial role that determines the effects of a-T on lipid acyl chains and its location within membranes, which in turn can affect its biological function.

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Section: Effect Of Phytol On Dppc Multilayersmentioning

confidence: 80%

Raman and Fourier transform infrared study of phytol effects on saturated and unsaturated lipid multibilayers

Picquart

Lefèvre

2002

J Raman Spectroscopy

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“…There is also direct NMR evidence obtained for membranes at low hydration levels (10-12 water molecules per lipid) that ethanol binds to the lipid-water interface of phospholipid bylayer [20]. Far-infrared studies of reverse micelles also demonstrated that for water-inoil (carbon tetrachloride) reverse micelles formed by DPPC a new stretching O-H band appears when short-chain alcohols are added [21]. All these previous results indicate that short-chain alcohols interact with the lipid membranes preferably at the phosphate moiety at the hydrophobic head.…”

Section: Methodsmentioning

confidence: 88%

Resolving domains of interdigitated phospholipid membranes with 95 GHz spin labeling EPR

Smirnov

Smirnova

2001

Appl. Magn. Reson.

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High-field W-band (95 GHz) electron paramagnetic resonance (EPR) study of partitioning of a small nitroxide TEMPO (2,2,6,6-tetramethyl-l-piperidinyloxy) in multilamellar liposomes composed from 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC) is described. The high-resolution spectra with a high signal-to-noise ratio were combined with automated least-squares simulation analysis to derive accurate partitioning coefficients of TEMPO in the membrane lipid phase and to follow the membrane phase transitions. The isotropic magnetic parameters, g ;. and Ai,o, were used to characterize the average polarity the spin label is experiencing in the membrane. We also report an empirical correlation between gisp and A 1 , o for a set of protic and aprotic solvents and use this correlation to assign domains formed by interdigitation of DPPC bilayer under a high ethanol concentration of 1.2 M.

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“…Other studies, including Rottenberg (1992), indicated that some alcohols bind to the hydrophilic surface of the membrane. Chiou et al (1992) demonstrated that some short-chained alcohols affected the hydration of the membrane. Cells have multiple processes by which they adapt to chemical stress.…”

Section: Discussionmentioning

confidence: 98%

Growth Kinetics of Preexposed and Naive Populations ofTetrahymena pyriformisto 2-Decanone and Acetone

Bearden

Gregory

Schultz

1997

Ecotoxicology and Environmental Safety

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Alcohols dehydrate lipid membranes: an infrared study on hydrogen bonding

Cited by 83 publications

References 36 publications

Raman and Fourier transform infrared study of phytol effects on saturated and unsaturated lipid multibilayers

Raman and Fourier transform infrared study of phytol effects on saturated and unsaturated lipid multibilayers

Resolving domains of interdigitated phospholipid membranes with 95 GHz spin labeling EPR

Growth Kinetics of Preexposed and Naive Populations ofTetrahymena pyriformisto 2-Decanone and Acetone

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