The effect of cholesterol on the adsorption of phenyltin compounds onto phosphatidylcholine and sphingomyelin liposome membranes

Gabrielska, Janina; Przestalski, S.; Miszta, Adam; Soczyńska-Kordala, Monika; Langner, Marek

doi:10.1002/aoc.561

Cited by 9 publications

(4 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Fluorescence probes are capable of measuring numerous important parameters of lipid membranes, such as local pH, surface-adsorbed compound concentrations, and others. ,, It is worth noting that the stable location of the reporting molecule within the bilayer is frequently a fundamental concern. Quenching with lipids labeled with free radicals at known positions, followed by parallax analysis, has been successfully applied for this task. − …”

Section: Introductionmentioning

confidence: 99%

Headgroup Hydration and Mobility of DOTAP/DOPC Bilayers: A Fluorescence Solvent Relaxation Study

et al. 2006

Self Cite

View full text Add to dashboard Cite

The biophysical properties of liposome surfaces are critical for interactions between lipid aggregates and macromolecules. Liposomes formed from cationic lipids, commonly used to deliver genes into cells in vitro and in vivo, are an example of such a system. We apply the fluorescence solvent relaxation technique to study the structure and dynamics of fully hydrated liquid crystalline lipid bilayers composed of mixtures of cationic dioleoyltrimethylammoniumpropane (DOTAP) and neutral dioleoylphosphatidylcholine (DOPC). Using three different naphthalene derivatives as fluorescent dyes (Patman, Laurdan and Prodan) allowed different parts of the headgroup region to be probed. Wavelength-dependent parallax quenching measurements resulted in the precise determination of Laurdan and Patman locations within the DOPC bilayer. Acrylamide quenching experiments were used to examine DOTAP-induced dye relocalization. The nonmonotonic dependence of dipolar relaxation kinetics (occurring exclusively on the nanosecond time scale) on DOTAP content in the membrane was found to exhibit a maximum mean solvent relaxation time at 30 mol % of DOTAP. Up to 30 mol %, addition of DOTAP does not influence the amount of bound water at the level of the sn(1) carbonyls, but leads to an increased packing of phospholipid headgroups. Above this concentration, elevated lipid bilayer water penetration was observed.

show abstract

Section: Introductionmentioning

confidence: 99%

Headgroup Hydration and Mobility of DOTAP/DOPC Bilayers: A Fluorescence Solvent Relaxation Study

et al. 2006

Self Cite

View full text Add to dashboard Cite

show abstract

“…Among others, flavonoids are used that can inhibit lipid peroxidation induced by UV radiation and the toxic effect of heavy metals on membranes ( 11 , − . Our previous studies on the effect of organic tin and lead compounds on biological and model membranes ( − ) have directed attention to the effects caused by the concurrent action of radiation and organic tin and lead compounds on membranes. Our purpose has been to investigate the collective effect of UV radiation and organic tin compounds (OTC) on phosphatidylcholine (PC) liposomes and how to counteract that effect by the protective action of a selected flavonoid such as quercetin (Que).…”

Section: Introductionmentioning

confidence: 99%

Antioxidative Effect of Quercetin and Its Equimolar Mixtures with Phenyltin Compounds on Liposome Membranes

Gabrielska¹,

Soczyńska-Kordala²,

Hładyszowski³

et al. 2006

J. Agric. Food Chem.

Self Cite

View full text Add to dashboard Cite

Our earlier studies have shown that the compounds diphenyltin dichloride (DPhT) and triphenyltin chloride (TPhT) in the presence of UVC radiation enhanced the degree of phosphatidylcholine liposome membrane oxidation (J. Agric. Food Chem. 2005, 53, 76-83). The prooxidative behavior of the compounds has now been confirmed with the electron paramagnetic resonance method, which proved the possibility that the studied compounds can exist in free radical forms. The present work investigates the possibility of the protective action of quercetin on phosphatidylcholine liposome membranes exposed to the prooxidative action of DPhT and TPhT induced by UV radiation (lambda = 253.7 nm). The concentrations of quercetin and its equimolar mixtures with DPhT and TPhT were determined (and compared with well-known antioxidants as standards-trolox and butylated hydroxytoluene, also in the presence of phenyltins) as those that induce 50% inhibition in oxidation of liposomes radiated with UV. They are 5.1 +/- 0.10, 2.9 +/- 0.12, and 1.9 +/- 0.08 microM (differences between the values are statistically significant), constituting the following sequence of antioxidative activity: quercetin:TPhT > quercetin:DPhT > quercetin. This relation is confirmed by the results on the antiradical ability of quercetin and its mixtures with DPhT and TPhT toward the free radical 1,1-diphenyl-2-pricrylhydrazil. Similar sequences obtained in both studies suggest a possible mechanism of the antiradical action of the mixtures as free radical scavengers. We suggested that (i) quercetin's ability, documented by spectrophotometric, infrared attenuated total reflectance spectroscopy, (1)H NMR, and molecular modeling methods, to form complexes with phenyltins indicates a possible way of protection against the peroxidation caused by the free radical forms of phenyltins and (ii) the differentiation in the action of the quercetin/TPhT and quercetin/DPhT associates (statisticaly significant) may result from a different localization in the liposome membrane, which is indicated by the results of the fluorimetric studies.

show abstract

“…Organic compounds of heavy metals, including tin, display significant activity when considering interactions with membranes. According to literature data, the toxic effect of organometallic compounds results from their lipophilic character, facilitating penetration of these radicals through cell membranes and their effect on various cell functions [ 13 , 16 , 17 ].…”

Section: Introductionmentioning

confidence: 99%

Effect of Trimethyltin Chloride on Slow Vacuolar (SV) Channels in Vacuoles from Red Beet (Beta vulgaris L.) Taproots

et al. 2015

Self Cite

View full text Add to dashboard Cite

In the present study, patch-clamp techniques have been used to investigate the effect of trimethyltin chloride (Met3SnCl) on the slow vacuolar (SV) channels in vacuoles from red beet (Beta vulgaris L.) taproots. Activity of SV channels has been measured in whole-vacuole and cytosolic side-out patch configurations. It was found that addition of trimethyltin chloride to the bath solution suppressed, in a concentration-dependent manner, SV currents in red beet vacuoles. The time constant, τ, increased significantly in the presence of the organotin. When single channel activity was analyzed, only little channel activity could be recorded at 100 μM Met3SnCl. Trimethyltin chloride added to the bath medium significantly decreased (by ca. threefold at 100 μM Met3SnCl and at 100 mV voltage, as compared to the control medium) the open probability of single channels. Single channel recordings obtained in the presence and absence of trimethyltin chloride showed that the organotin only slightly (by <10%) decreased the unitary conductance of single channels. It was also found that Met3SnCl significantly diminished the number of SV channel openings, whereas it did not change the opening times of the channels. Taking into account the above and the fact that under the here applied experimental conditions (pH = 7.5) Met3SnCl is a non-dissociated (more lipophilic) compound, we suggest that the suppression of SV currents observed in the presence of the organotin results probably from its hydrophobic properties allowing this compound to translocate near the selectivity filter of the channel.

show abstract

The effect of cholesterol on the adsorption of phenyltin compounds onto phosphatidylcholine and sphingomyelin liposome membranes

Cited by 9 publications

References 32 publications

Headgroup Hydration and Mobility of DOTAP/DOPC Bilayers: A Fluorescence Solvent Relaxation Study

Headgroup Hydration and Mobility of DOTAP/DOPC Bilayers: A Fluorescence Solvent Relaxation Study

Antioxidative Effect of Quercetin and Its Equimolar Mixtures with Phenyltin Compounds on Liposome Membranes

Effect of Trimethyltin Chloride on Slow Vacuolar (SV) Channels in Vacuoles from Red Beet (Beta vulgaris L.) Taproots

Contact Info

Product

Resources

About