Chemistry and Physics of Lipids最新文献

{"title":"Lipid membrane composition modulates Hinokitiol's effects on keratinocytes and fibroblasts","authors":"Beata Wyżga ,&nbsp;Kamil Kamiński ,&nbsp;Kinga Głowacka ,&nbsp;Katarzyna Hąc-Wydro","doi":"10.1016/j.chemphyslip.2025.105511","DOIUrl":"10.1016/j.chemphyslip.2025.105511","url":null,"abstract":"<div><div>Hinokitiol (β-thujaplicin) is a natural antimicrobial agent used in cosmetics. The aim of presented studies was to gain insight into the interactions of hinokitiol with lipids in model membranes and to correlate this with the selective effect of hinokitiol on cells. To reach this goal, the toxicity of hinokitiol was evaluated using keratinocyte and fibroblast cell lines, and studies were performed on lipid monolayers (both one component and mixed systems). During investigations the surface pressure - area measurements, penetration studies and Brewster angle microscopy experiments were done. The analysis of the parameters calculated from the experimental data and the comparison of BAM images evidenced that, at membrane – related surface pressure, hinokitiol does not insert into model keratinocyte and fibroblast membranes and its impact on these systems is very weak. This important conclusion correlates with the <em>in vitro</em> experiments. The results for one component systems evidenced that the effect of hinokitiol on mammalian lipid films depends on the monolayer organisation and the lipid structure (especially the lipid polar head). In consequence, the type and proportion of lipids determines the effect of hinokitiol on the mixed films. The latter corroborates with the differences in the influence of hinokitiol on bacteria compared to mammalian lipids. It was concluded that hinokitiol exhibits selective activity toward bacterial cells compared to mammalian cells and their corresponding model membranes. Thus, the predominance of hinokitiol's antibacterial properties over its toxicity to skin cells may therefore be related to interactions of this compound with membrane lipids.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105511"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144289127","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Detergent-resistant membranes in HeLa cells. A comparative study with an electrochemical and lipidomic perspective","authors":"Anastasie Mateckaja ,&nbsp;Martina Zatloukalová ,&nbsp;Gabriel Gonzalez ,&nbsp;Richard Masař ,&nbsp;Lukáš Najdekr ,&nbsp;Zdeněk Dostál ,&nbsp;Vlastimil Dorčák ,&nbsp;Jan Vacek","doi":"10.1016/j.chemphyslip.2025.105509","DOIUrl":"10.1016/j.chemphyslip.2025.105509","url":null,"abstract":"<div><div>Two procedures are compared for the isolation of detergent-resistant membranes (DRMs) from the HeLa model cell line. The isolation was based on application of Triton X-100 followed by 4 or 18 h ultracentrifugation in sucrose (5–42.5, % <em>w</em>) or Optiprep™ (10–25, % <em>w</em>) gradients. In the fractions obtained, the total amount of protein, cholesterol, and free thiols was evaluated using spectrophotometry. Increased protein as well as free thiol contents were demonstrated in higher density fractions. In contrast, the highest cholesterol levels were observed in light or medium heavy fractions with a low proportion of sucrose or Optiprep, especially after 18 h of centrifugation. For the sucrose gradient, we used voltammetric determination of the catalytic hydrogen evolution reaction at the Hg-electrode for individual fractions. The catalytic response, expressed as the height of the presodium wave, increased from light to heavy fractions corresponding to the protein content and/or other catalytically active species. The size of the DRMs or their associates ranged from 20 to 1000 nm, independently of the isolation protocol used. Proteins typically associated with DRMs such as caveolin and flotillin and characteristic for light and medium heavy gradient fractions, were determined using immunochemistry. We studied the subcellular localization of caveolin, flotillin, raftlin and transferrin, a control protein found intracellularly in the cytoplasm. Using confocal fluorescence microscopy, we confirmed the presence of caveolin and flotillin in the cytoplasmic membrane of HeLa cells. Raftlin was identified in both the membrane, and as part of the cell nucleus. We also performed untargeted lipidomic LC-MS analysis of the individual fractions of sucrose ultracentrifugation gradient obtained after 18 h. The predominant lipid subclasses were phosphatidylcholines and diacylglycerols. Apart from cholesterol and its ester, the rest of identified lipid classes was similar to that found in full HeLa cell lysates. The presented findings could be important for interpreting interlaboratory results and may be used as a guide for further studies on DRMs.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105509"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144197910","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Location and dynamics of astaxanthin in the membrane","authors":"José Villalaín","doi":"10.1016/j.chemphyslip.2025.105512","DOIUrl":"10.1016/j.chemphyslip.2025.105512","url":null,"abstract":"<div><div>Astaxanthin (ASX) is a natural xanthophyll carotenoid recognized for its strong antioxidant bioactive function, and it has been used in the prevention of heart disease, inflammation, neurological disorders, scavenger of environmental produced free radicals and as an anti-aging and anti-cancer biomolecule. ASX is a long lipophilic molecule with two terminal relatively polar rings connected by a long hydrophobic chain. This work describes the dynamics, orientation, location and interactions of ASX in a complex biomembrane. In water, ASX form high-order aggregates where the molecules are joined together by the hydrophobic chain. Depending on the number of ASX molecules, the aggregates can have different structures and the polar groups positioned superficially contacting the solvent. ASX molecules are not able to insert themselves into the membrane, forming high-order aggregates quickly. In the membrane, ASX molecules do not aggregate, remaining all time in the monomeric state. ASX is capable of reaching both membrane surfaces, one at a time. The ASX molecules form an approximate angle of 20º with respect to the membrane perpendicular and it is inserted between the phospholipid hydrocarbon chains, increasing slightly the membrane fluidity. ASX is readily miscible with membrane phospholipids and its location within the membrane is suited for its potent antioxidant activity. Furthermore, since ASX has two polar groups at both ends, the molecule can function in a wide range of depths. ASX is therefore perfectly suited for its antioxidant task in the membrane.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105512"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144309375","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"The effect of α-tocopherol (vitamin E) on the phase behaviour of fully-hydrated dioleoyl phosphatidylcholine membranes","authors":"Chi Long Chan ,&nbsp;Divya Malia ,&nbsp;Miguel Paez-Perez ,&nbsp;Laurent Sagalowicz ,&nbsp;Olivier Schafer ,&nbsp;Robert V. Law ,&nbsp;Nicholas J. Brooks ,&nbsp;John M. Seddon","doi":"10.1016/j.chemphyslip.2025.105507","DOIUrl":"10.1016/j.chemphyslip.2025.105507","url":null,"abstract":"<div><div>We report on the lyotropic phase behaviour of fully-hydrated mixtures of α-tocopherol (α-toc) with the unsaturated phospholipid dioleoyl phosphatidylcholine (DOPC), as studied by synchrotron small-angle x-ray diffraction. Increasing amounts of α-toc progressively swell the layer spacing of the fluid lamellar L_α phase of DOPC, and then induce a transition to an inverse hexagonal H_II phase. Low-resolution electron density profiles show that this increase is largely due to an increased thickness of the bilayer, with little change in the water layer thickness. In the range 30 – 50 mol% α-toc, additional weak low-angle peaks were observed, whose characteristic ratios are in agreement with the presence of swollen inverse bicontinuous cubic phases of spacegroups Im3m / Pn3m. This research has applications both in the biological field and for industrial product development. We show that the effect of α-toc addition in DOPC membranes has some similarities to that of cholesterol by stabilizing inverse curvature structures, which play crucial roles in cell division, membrane trafficking and endocytosis. Concerning industrial applications, the stabilization of inverted hexagonal (H_II) and swollen bicontinuous cubic phases offers the opportunity to develop new delivery systems.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105507"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144197913","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Lipid membrane behavior of nitro-fatty acids and their loading into liposomes to activate Nrf2 pathway in RAW264.7 cells with impact on intracellular NO production","authors":"Martina Zatloukalova ,&nbsp;Gabin Fabre ,&nbsp;Lukas Jedinak ,&nbsp;Jiří Pospíšil ,&nbsp;Damian Dziubak ,&nbsp;Aleksandra Pavićević ,&nbsp;Zdenek Dostal ,&nbsp;Jiri Vrba ,&nbsp;Slawomir Sek ,&nbsp;Miloš Mojović ,&nbsp;Patrick Trouillas ,&nbsp;Jan Vacek","doi":"10.1016/j.chemphyslip.2025.105497","DOIUrl":"10.1016/j.chemphyslip.2025.105497","url":null,"abstract":"<div><div>Nitro-fatty acids (NO₂-FAs) are endogenous electrophilic signalling modulators, and some of them have been proposed as drug candidates. The main ones include nitro-oleic acid (NO₂-OA) and other derivatives of unsaturated fatty acids such as nitro-linoleic acid (NO₂-LA). In this study, we describe the behavior of 9/10-NO₂-OA, 10-NO₂-LA and the conjugated nitro-linoleic acid (9/12-NO₂-cLA) in a model POPC (1-palmitoyl-2-oleoyl-<em>sn</em>-glycero-3-phosphocholine) membrane using molecular dynamics and selected experimental approaches. We showed that when loaded in liposomes, NO₂-FAs undergo degradation (a decay reaction) to a very limited extent, in contrast to the free molecular form in an aqueous environment. This was confirmed by the electron paramagnetic resonance spectroscopic analysis of NO radical release. In general, NO₂-FAs suppress membrane hydration, especially in the segment where the ester groups are located. Further, in the presence of NO₂-FAs, there is increased membrane fluidity and a decrease in the degree of lipid order. These effects are greater for NO₂-FAs than for their non-nitrated versions. The presence of a nitro group in close contact with the polar head groups was confirmed. This drives the tilt of the lipid chain which in turn induces membrane disorder. Protonated NO₂-FAs penetrated more easily/deeper into the membrane structure than the dissociated forms and this makes the membrane bilayer surface more negatively charged based on zeta potential measurement. We also found that NO₂-FAs incorporated into POPC liposomes retained their ability to activate the Nrf2 pathway. This was documented by an increased expression of heme oxygenase-1 at the level of mRNA, with a parallel decrease in protein levels of Keap1, in murine macrophage RAW264.7 cells. The NO₂-FAs treatment resulted in an increase in intracellular NO level <em>in vitro</em> as determined by a genetically encoded G-geNOp sensor. This was confirmed at statistically significant level only for NO₂-OA, not for NO₂-LA or NO₂-cLA. The results indicate that biologically relevant NO release may be strictly dependent on which NO₂-FA is investigated. This study supports the hypothesis that NO₂-FAs are distributed (co-localized) in cells and tissues in the lipid or aqueous phase, which affects whether they are mobile, stable, and thus biologically active.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105497"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144092386","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Nanoscale dynamics in model phospholipid biomembranes probed by muon spin resonance spectroscopy: The effects of membrane composition and temperature on acyl chain and cholesterol motion","authors":"Iain McKenzie ,&nbsp;Mitchell DiPasquale ,&nbsp;Maksymilian Dziura ,&nbsp;Thomas Gutberlet ,&nbsp;Nathan A. Hartwig ,&nbsp;Victoria L. Karner ,&nbsp;Robert Scheuermann ,&nbsp;Drew Marquardt","doi":"10.1016/j.chemphyslip.2025.105496","DOIUrl":"10.1016/j.chemphyslip.2025.105496","url":null,"abstract":"<div><div>The physical properties of lipid bilayers are known to depend on their composition, but there has recently been controversy about whether cholesterol (chol) does or does not stiffen biomembranes containing unsaturated phospholipids. Herein, avoided level crossing muon spin resonance (ALC-<span><math><mi>μ</mi></math></span>SR) spectroscopy has been used to probe the local dynamics in model biomembranes composed of the saturated phospholipid 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), the unsaturated phospholipids 1-palmitoyl-2-oleoyl-glycero-3-phosphocholine (POPC) and 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC), and the sterol chol. The presence of chol significantly stiffens the acyl chains in lipid mixtures as evident from the reduction of the amplitude of restricted reorientational motion in the acyl chain at the C<span><math><msub><mrow></mrow><mrow><mn>9</mn></mrow></msub></math></span>-C₁₀ position and the increase of the torsional barrier for rotation about the bonds in the acyl chain. Swapping POPC for DOPC slightly increases the amplitude of restricted reorientational motion and decreases the torsional barrier of the acyl chains, but the magnitude of the effect is much smaller than the inclusion of chol.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105496"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144197912","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Corrigendum to “Structural characterization of cholesterol-rich nanoemulsion (LDE) and associates” [Chem. Phys. Lipids 263 (2024) 105418]","authors":"Aline S. Perez ,&nbsp;Aleksandra T. Morikawa ,&nbsp;Raul C. Maranhao ,&nbsp;Antonio M. Figueiredo Neto","doi":"10.1016/j.chemphyslip.2025.105498","DOIUrl":"10.1016/j.chemphyslip.2025.105498","url":null,"abstract":"","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105498"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144177852","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Different propensity to oxidation and responses to compression of unsaturated mono- and di-galactosyldiacylglycerol Langmuir monolayers: Possible role of polymorphic transitions in lipid phase in the context of energy-converting membranes","authors":"S. Benamara ,&nbsp;I. Sbartai ,&nbsp;H. Sbartai ,&nbsp;F. Moroté ,&nbsp;T. Cohen-Bouhacina ,&nbsp;C. Grauby-Heywang","doi":"10.1016/j.chemphyslip.2025.105506","DOIUrl":"10.1016/j.chemphyslip.2025.105506","url":null,"abstract":"<div><div>Monogalactosyldiacylglycerol (MGDG) and digalactosyldiacylglycerol (DGDG) are the main lipids present in thylakoids, site of photosynthesis in chloroplasts. In this work we are interested in the behavior of highly unsaturated MGDG and DGDG, studied by surface pressure measurements. Compression isotherms of these lipids show that they are able to form Langmuir monolayers, remaining in liquid expanded phase during all the compression. However, measurements at constant surface pressure and compression modulus suggest that these monolayers are not stable, even if increasing the number of spread molecules seems to increase the stability, with a particularly noticeable effect in the case of MGDG as compared to DGDG. Monolayers are then transferred on mica supports and resulting Langmuir-Blodgett films are imaged by Atomic Force Microscopy. Images and height profiles reveal the presence of thicker areas showing that some molecules are ejected outside the monolayer’s plane, with a higher propensity in the case of MGDG monolayers. We discuss these results taking into account two mechanisms, which may occur jointly: the oxidation of lipid hydrophobic chains and the desorption of lipids from the interface. The desorption amplitude would be higher in the case of MGDG, due to its propensity to organize in non-bilayer nature.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105506"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144197911","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Role of water in the responsiveness of lipid membranes: Application of non-equilibrium thermodynamics","authors":"E. Anibal Disalvo,&nbsp;Jimena del P. Cejas,&nbsp;Agustín González Paz,&nbsp;María de los A. Frías","doi":"10.1016/j.chemphyslip.2025.105514","DOIUrl":"10.1016/j.chemphyslip.2025.105514","url":null,"abstract":"<div><div>The phenomenological description of a lipid membrane within the frame of the interphase model in which membrane is a bidimensional solution of hydrated lipids allows to make compatible the membrane theory and Ling hypothesis by considering the physical chemical properties of the aqueous lipid interphase.</div><div>The membrane suffers mechanical stress inducing changes in hydration and changes in composition. These conditions affect the amount of labile active water propense to response to bioeffectors. This behavior is properly described with the approach of thermodynamic of irreversible processes in which the membrane is an open system and is in a metastable state propense to react due to bioeffectors in the adjacent aqueous solution. In terms of this analysis, the hydration shell is inert to bioeffectors and the response of the membrane is given by the excess of water that is labile and osmotically exchangeable.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105514"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144365800","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Interaction between lactic acid bacteria and bile acids: Molecular and biophysical insights","authors":"A.Y. Bustos ,&nbsp;M.P. Taranto","doi":"10.1016/j.chemphyslip.2025.105513","DOIUrl":"10.1016/j.chemphyslip.2025.105513","url":null,"abstract":"<div><div>Dynamic interactions between microbes and host are essential to stimulate the immune system, maintain intestinal homeostasis, and prevent pathogen colonization. In recent decades lactic acid bacteria (LAB) have received attention due to their probiotic potential and their impact on gut microbiota and host health. This paper aims to review the main molecular mechanisms by which bile acids (BA) modify the composition of the intestinal microbiota and bacterial viability, with special emphasis on the effect on LAB. The results discussed here suggest that the BA disorganize the structure of the bacterial cell wall, modify their surface properties, their adhesion capacity and compromise the integrity of the membranes, with loss of essential ions and nutrients. They then enter the cell interior, at rates that depend on their hydrobicity. There, they dissociate, causing intracellular acidification and dissipation of membrane potential. This leads to a deficiency in the biological energy needed for critical processes, leading to cell death at high concentrations. In addition, BA causes alteration and oxidation of proteins and nucleic acids. The extent of damage caused by BA is influenced by their structure, physicochemical properties—particularly hydrophobicity—and concentration. The response of LAB depends on both their intrinsic and adaptive mechanisms. Advancing research on these interactions represents a new frontier, enabling the development of strategies to modulate intestinal microbiota composition, ultimately benefiting human health.</div></div>","PeriodicalId":275,"journal":{"name":"Chemistry and Physics of Lipids","volume":"270 ","pages":"Article 105513"},"PeriodicalIF":3.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144309374","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}