3,300 results match your criteria Chemistry And Physics Of Lipids[Journal]


Novel lipophilic analogues from 2,4-D and Propanil herbicides: Biological activity and kinetic studies.

Chem Phys Lipids 2020 Jul 2:104947. Epub 2020 Jul 2.

Laboratório de Ressonância Magnética Nuclear, Departamento de Química, Universidade Federal do Paraná, Curitiba, PR, Brazil. Electronic address:

This work describes the synthesis of new lipophilic amides and esters analogues of classical organochlorides herbicides by incorporation of long-chains from fatty acids and derivatives. The new fatty esters and amides were synthesized in 96-99% and 80-89% yields, respectively. In general, all compounds tested showed superior in vitro activity than commercial herbicides against growth L. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104947DOI Listing

Refining Internal Bilayer Structure of Bicelles Resolved by Extended-q Small Angle X-Ray Scattering.

Chem Phys Lipids 2020 Jul 1:104945. Epub 2020 Jul 1.

Polymer Program, Institute of Materials Science, University of Connecticut, Storrs, CT 06269, USA; Department of Chemical and Biomolecular Engineering, University of Connecticut, Storrs, CT 06269, USA; Department of Biomedical Engineering, University of Connecticut, Storrs, CT 06269, USA. Electronic address:

The internal profile across the bilayer reveals important structural information regarding the crystallinity of acyl chains or the positions of encapsulated species. Here, we demonstrate that a simple five-layer-core-shell discoidal model can be employed to best fit the extended-q small angle X-ray scattering (SAXS) data and resolve the bilayer internal structure (with sub-nanometer resolution) of a nanoscale discoidal system comprised of a mixture of long- and short- chain lipids (known as "bicelles"). In contrast to the traditional core-shell discoidal model, the detailed structure in the hydrophobic core such as the methylene and methyl groups can be distinguished via this model. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104945DOI Listing

Improvising anti-leishmanial activity of Amphotericin B and Paromomycin using co-delivery in D-α-tocopheryl polyethylene glycol 1000 succinate (TPGS) tailored Nano-lipid carrier system.

Chem Phys Lipids 2020 Jul 1:104946. Epub 2020 Jul 1.

Infectious Disease Research Laboratory, Department of Medicine, Institute of Medical Sciences, Banaras Hindu University, Varanasi, Uttar Pradesh 221005, India. Electronic address:

In the current study, we have focused on the design, development and in-vitro evaluation of D-α-tocopheryl polyethylene glycol 1000 succinate modified amphotericin B (AmB) and paromomycin (PM) loaded solid lipid nanoparticles (TPGS-SLNPs) by emulsion-solvent evaporation method. The optimized TPGS-SLNPs had a mean particle size of 199.4 ± 18. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104946DOI Listing

ATR-IR and EPR spectroscopy for following the membrane restoration of isolated cortical synaptosomes in aluminium-induced Alzheimer's disease - Like rat model.

Chem Phys Lipids 2020 Jun 30:104931. Epub 2020 Jun 30.

Center for Aging and Associated Diseases, Helmy Institute of Medical Sciences, Zewail City of Science and Technology, Giza, Egypt; Children's Cancer Hospital 57357, Cair, Egypt. Electronic address:

Synaptosomal membrane peroxidation and alteration in its biophysical properties are associated with Aluminium (Al) toxicity that may lead to cognitive dysfunction and Alzheimer's disease (AD) like pathogenesis. Here we investigated the therapeutic potential of Lepedium sativum (LS) as a natural anti-inflammatory, antioxidant and as acetyl cholinesterase inhibitor in treating Al induced AD-like in rat model. We utilized ATR-IR spectroscopy to follow the restoration in the damaged membrane structure of isolated rat cortical synaptosomes and its biophysical properties, electron paramagnetic resonance (EPR) spin trapping to follow NADPH oxidase activity (NOX), and EPR spin labelling in response to LS treatment after Al intoxication. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104931DOI Listing

Interaction of hydroxy-xanthones with phosphatidylcholines: the effector decreases compressibility and increases the fluidity of membranes.

Chem Phys Lipids 2020 Jun 29:104938. Epub 2020 Jun 29.

Laboratorio de Fisicoquímica, INQUISUR, Departamento de Química, Universidad Nacional del Sur (UNS)-CONICET, Av. Alem 1253, 8000 Bahía Blanca, Argentina. Electronic address:

This work reports the effect of hydroxy-xanthones (XAs) on 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) and 1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) bilayers as determined by ultrasound velocimetry, densimetry and molecular dynamics simulations. XAs with different number of hydroxyl group were studied. Experimental results, in good agreement with molecular dynamics simulations, revealed that the presence of XAs in the systems studied increases fluidity while simultaneously decreses the compressibility of both membranes. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104938DOI Listing

Synthesis and enantiospecific analysis of enantiostructured triacylglycerols containing n-3 polyunsaturated fatty acids.

Chem Phys Lipids 2020 Jun 27:104937. Epub 2020 Jun 27.

Food Chemistry and Food Development, Department of Biochemistry, University of Turku, FI-20014 Turku, Finland. Electronic address:

The stereospecific structure of triacylglycerols (TAGs) affects the bioavailability of fatty acids. Lack of enantiopure reference compounds and effective enantiospecific methods have hindered the stereospecific analysis of individual TAGs. Twelve novel enantiostructured AAB-type TAGs were synthesized containing one of the three n-3 polyunsaturated fatty acid: α-linolenic acid (ALA), eicosapentaenoic acid (EPA), or docosahexaenoic acid (DHA) in sn-1 or sn-3 position. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104937DOI Listing

Lipopolymers and lipids from lung surfactants in association with N-acetyl-l-cysteine: characterization and cytotoxicity.

Chem Phys Lipids 2020 Jun 23:104936. Epub 2020 Jun 23.

Universidad Nacional de Quilmes, Departamento de Ciencia y Tecnología, Laboratorio de Bio-Nanotecnología, Bernal, Buenos Aires, Argentina; Grupo de Biología Estructural y Biotecnología (GBEyB), IMBICE (CONICET CCT-La Plata), Buenos Aires, Argentina. Electronic address:

In the present work, we obtained polymeric diacetylene liposomes that can associate N-Acetyl-L-Cysteine (NAC), a broad spectrum mucolytic. The reason for studying these formulations is that they could be applied in the future as NAC delivery systems, with a possible dose reduction but maintaining its effect. Liposomes used herein are obtained by a photopolymerization reaction, thus gaining stability and rigidity. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104936DOI Listing

Electrostatic effects on the electrical tension-induced irreversible pore formation in giant unilamellar vesicles.

Chem Phys Lipids 2020 Jun 20;231:104935. Epub 2020 Jun 20.

Department of Physics, Bangladesh University of Engineering and Technology, Dhaka 1000, Bangladesh; Department of Arts and Science, Ahsanullah University of Science & Technology, Dhaka 1208, Bangladesh.

Irreversible electroporation (IRE) is a new technique in which a series of short pulses with high frequency electrical energy is applied on the targeted regions of cells or vesicles for their destruction or rupture formation. IRE induces lateral tension in the membranes of vesicles. We have investigated the electrostatic interaction effects on the constant electrical tension-induced rate constant of irreversible pore formation in the membranes of giant unilamellar vesicles (GUVs). Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104935DOI Listing

Radiolabeled liposomes and lipoproteins as lipidic nanoparticles for imaging and therapy.

Chem Phys Lipids 2020 Aug 17;230:104934. Epub 2020 Jun 17.

Laboratorio de Investigación en Teranóstica, Facultad de Medicina, Universidad Autónoma del Estado de México, Toluca, Estado de México, 50180, Mexico. Electronic address:

Radiolabeled lipidic nanoparticles, particularly liposomes and lipoproteins, are of great interest as agents for imaging and therapy, due not only to their peculiar physicochemical and biological properties, but also to their great versatility and the ability to manipulate them to obtain the desired properties. This review provides an overview of radionuclide labeling strategies for preparing diagnostic and therapeutic nanoparticles based on liposomes and lipoproteins that have been developed to date, as well as the main quality control methods and in vivo applications. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104934DOI Listing

Stereospecific synthesis of phosphatidylglycerol using a cyanoethyl phosphoramidite precursor.

Chem Phys Lipids 2020 Jun 11;231:104933. Epub 2020 Jun 11.

Department of Chemistry, Purdue University, Multi-disciplinary Cancer Research Facility, Bindley Bioscience Center, 1203 W. State Street, West Lafayette, IN 47907, United States. Electronic address:

Phosphatidylglycerols (PG) are a family of naturally occurring phospholipids that are responsible for critical operations within cells. PG are characterized by an (R) configuration in the diacyl glycerol backbone and an (S) configuration in the phosphoglycerol head group. Herein, we report a synthetic route to provide control over the PG stereocenters as well as control of the acyl chain identity. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104933DOI Listing

Development and optimization of simultaneous determination of fat soluble vitamins by liquid chromatography tandem mass spectrometry.

Chem Phys Lipids 2020 Aug 10;230:104932. Epub 2020 Jun 10.

University of Health Sciences, Gülhane School of Medicine, Department of Medical Biochemistry, Ankara, Turkey.

Objective: Fat-soluble vitamins (A, D, E and K) are isoprene derived apolar molecules. While deficiencies of these vitamins have been associated with various diseases such as type 2 diabetes and cancer, high doses of Vitamin A and D can cause toxic effects. Accurate detection of serum levels of these vitamins have critical importance. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104932DOI Listing

A re-investigation of the mycolic acids of Mycobacterium avium.

Chem Phys Lipids 2020 Aug 31;230:104928. Epub 2020 May 31.

School of Natural Sciences, Bangor University, Bangor, LL57 2UW, UK.

Mycolic acid methyl esters were extracted from Mycobacterium avium by a mild saponification protocol, designed to preserve labile components. The resulting mixture of α-, keto- and wax ester mycolates was accompanied by some degraded ω-carboxymycolic acid dimethyl esters, whose overall structures were found to support previous studies. Chromatography of the mono-carboxylic mycolates gave an inseparable mixture of keto- and wax ester mycolates and separate α-mycolates. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104928DOI Listing

Vitamin E - phosphatidylethanolamine interactions in mixed membranes with sphingomyelin: Studies by H NMR.

Chem Phys Lipids 2020 May 31;231:104910. Epub 2020 May 31.

Department of Physics, Indiana University-Purdue University, Indianapolis, IN, 46202, United States. Electronic address:

Among the structurally diverse collection of lipids that comprise the membrane lipidome, polyunsaturated phospholipids are particularly vulnerable to oxidation. The role of α-tocopherol (vitamin E) is to protect this influential class of membrane phospholipid from oxidative damage. Whether lipid-lipid interactions play a role in supporting this function is an unanswered question. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104910DOI Listing

The prion fragment PrP106-127 adopts a secondary structure typical of aggregated fibrils in langmuir monolayers of brain lipid extract.

Chem Phys Lipids 2020 Aug 26;230:104930. Epub 2020 May 26.

Division of Solid State Physics and NanoLund, Lund University, Box 118, SE-221 00 Lund Sweden. Electronic address:

Understanding protein aggregation is essential to unveil molecular mechanisms associated with neurodegenerative diseases such as Alzheimer's, Huntington's and spongiform encephalopathy, particularly to determine the role of interaction with cell membranes. In this study, we employ Langmuir monolayers as cell membrane models to mimic interaction with the peptide KTNMHKHMAGAAAAGAVVGGLG-OH, a fragment from the human prion protein including residues 106-127, believed to be involved in protein aggregation. Using in situ polarization-modulated infrared reflection adsorption spectroscopy (PM-IRRAS) for Langmuir monolayers and FTIR for solid films, we found that PrP106-127 adopts mainly β-sheets, random coils and β-turns in Langmuir monolayers and in Langmuir-Blodgett (LB) and cast films. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104930DOI Listing

Characterization of the molecular packing, thermotropic phase behaviour and critical micellar concentration of a homologous series of N-acyltaurines (n = 9-18). PXRD, DSC and fluorescence spectroscopic studies.

Chem Phys Lipids 2020 Aug 24;230:104929. Epub 2020 May 24.

Corresponding Author: Ravi Kanth Kamlekar, Department of Chemistry, School of Advanced Sciences, VIT, Vellore, 632014, Tamil Nadu, India. Electronic address:

N-acyltaurines (NATs) are amides of fatty acids that can be structurally related to endocannabinoids. They show interesting physiological and pharmacological properties. We have synthesized a homologous series of NATs with saturated acyl chains (n = 9-18) and investigated their supramolecular structure and thermotropic phase transitions by powder X-ray diffraction (PXRD) and differential scanning calorimetry (DSC). Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104929DOI Listing

Raman study of temperature-induced hydrocarbon chain disorder in saturated phosphatidylcholines.

Chem Phys Lipids 2020 Aug 23;230:104926. Epub 2020 May 23.

Institute of Automation and Electrometry, Russian Academy of Sciences, Novosibirsk, 630090, Russia. Electronic address:

Raman spectra of hydrated bilayers of 1,2-dilauroyl-sn-glycero-3-phosphocholine (12:0 PC), 1,2-dimyristoyl-sn-glycero-3-phosphocholine (14:0 PC), and 1,2-distearoyl-sn-glycero-3-phosphocholine (18:0 PC) were studied in a wide temperature range to characterize the temperature-dependent hydrocarbon chain disorder of the saturated phosphatidylcholines. Temperature dependencies of the Raman line intensities were analyzed for the antisymmetric CH stretching and CC stretching vibrations, which are sensitive to the lipid order. It was found that chain disordering processes occur significantly below the gel-fluid transition. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104926DOI Listing

Physicochemical properties of L-alpha dipalmitoyl phosphatidylcholine large unilamellar vesicles: Effect of hydrophobic block (PLA/PCL) of amphipathic diblock copolymers.

Chem Phys Lipids 2020 Aug 23;230:104927. Epub 2020 May 23.

Laboratorio de Biocoloides y Biointerfaces, Departamento de Química-Física, Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile, Santiago, Chile; Centro de Investigación en Nanotecnología y Materiales Avanzados CIEN-UC, Pontificia Universidad Católica de Chile, Av. Vicuña Mackenna 4860, Casilla 306, Correo 22, C.P. 7820436 Santiago, Chile. Electronic address:

In the present work, we show how amphipathic diblock copolymers affect the physicochemical properties of the lipid bilayer of DPPC liposome. Diblock copolymers proposed for this study are focused in the difference between PLA and PCL hydrophobic block, because PLA and PCL differ in their glass transition temperature, where a higher ratio of PLA, lowers the flexibility of the diblock copolymer. On the contrary, a greater proportion of PCL makes the diblock copolymer more flexible. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104927DOI Listing

Intranasal delivery of tetrabenazine nanoemulsion via olfactory region for better treatment of hyperkinetic movement associated with Huntington's disease: Pharmacokinetic and brain delivery study.

Chem Phys Lipids 2020 Aug 19;230:104917. Epub 2020 May 19.

Research Scholar, Department of Pharmaceutics, School of Pharmaceutical Education and Research, Jamia Hamdard, Hamdard Nagar, New Delhi 110062, India. Electronic address:

Tetrabenazine reduces chorea symptoms associated with Huntington's disease by depleting monoamines in pre-synaptic vesicles. It exhibits low aqueous solubility and undergoes first pass metabolism due to which it has low oral bioavailability. The aim of present work was to formulate intranasal tetrabenazine loaded nanoemulsion for better management and treatment of hyperkinesia related with Huntington's disease. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104917DOI Listing

The effect of the monocyclic monoterpene tertiary alcohol γ-terpineol on biointerfaces containing cholesterol.

Chem Phys Lipids 2020 Aug 11;230:104915. Epub 2020 May 11.

Federal University of Sao Paulo, Diadema, SP, Brazil. Electronic address:

The compound γ-terpineol, which presents potential as microbicide and anticancer drug, was incorporated in cholesterol Langmuir monolayers, pure or mixed with DPPC. The compound expands the monolayers at higher molecular areas, but condenses them at lower areas, indicating a structural molecular rearrangement of γ-terpineol at the-water interface upon compression. Such effect was confirmed with rheological, surface potential, Brewster angle microscopy and infrared data, which indicated, respectively, reduction of the compressional modulus of the lipid monolayer, decrease of the surface potential, formation of aggregates, and alteration of the trans/gauche conformers ratio for methylene groups. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104915DOI Listing

Monolayer behavior of pure F-DPPC and mixed films with DPPC studied by epifluorescence microscopy and infrared reflection absorption spectroscopy.

Chem Phys Lipids 2020 Aug 15;230:104918. Epub 2020 May 15.

Institute of Chemistry, Martin Luther University Halle-Wittenberg, 06120, Halle (Saale), Germany.

The monolayer behavior of a l-DPPC derivative with a single fluorination in one of its terminal methyl groups (F-DPPC) at air-water interface was investigated by epifluorescence microscopy and infrared reflection absorption spectroscopy (IRRAS). Epifluorescence microscopy was utilized to study the shape and morphology of liquid-condensed (LC) domains observed upon compression of the film. IRRAS was employed for the determination of chain order and orientation. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104918DOI Listing

Lipid-Protein Interactions for ECA1 an N-ANTH Domain Protein Involved in Stress Signaling in Plants.

Chem Phys Lipids 2020 May 13:104919. Epub 2020 May 13.

Biological Sciences, Kent State University, PO Box 5109, 44242 Kent, OH, USA. Electronic address:

Epsin-like Clathrin Adaptor 1 (ECA1/ PICALM1A) is an A/ENTH domain protein that acts as an adaptor protein in clathrin-mediated endocytosis. ECA1 is recruited to the membrane during salt stress signaling in plants in a phosphatidic acid (PA)-dependent manner. PA is a lipid second messenger that rapidly and transiently increases in concentration under stress stimuli. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104919DOI Listing

Deformation and poration of giant unilamellar vesicles induced by anionic nanoparticles.

Chem Phys Lipids 2020 Aug 12;230:104916. Epub 2020 May 12.

Analytical Chemistry Laboratory, Chemistry Division, Atomic Energy Centre, Bangladesh Atomic Energy Commission, Dhaka, 1000, Bangladesh.

The interaction of anionic magnetite nanoparticles (MNPs) of size 18 nm with negatively charged giant unilamellar vesicles (GUVs) formed from a mixture of neutral dioleoylphosphatidylcholine (DOPC) and negatively charged dioleoylphosphatidylglycerol (DOPG) lipids has been investigated. It has been obtained that NPs induces the deformation of spherical GUVs. The reaction of other GUVs on NPs consists in the appearance of pores in their membranes. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104916DOI Listing
August 2020
2.422 Impact Factor

Modulating the crystallization of phytosterols with monoglycerides in the binary mixture systems: mixing behavior and eutectic formation.

Chem Phys Lipids 2020 Aug 1;230:104912. Epub 2020 May 1.

Vandemoortele Centre Lipid Science and Technology, Laboratory of Food Technology and Engineering, Faculty of Bioscience Engineering, Ghent University, Belgium; Laboratory of Food Technology and Engineering, Faculty of Bioscience Engineering, Ghent University, Ghent, Belgium. Electronic address:

Phytosterols (PSs) are insoluble in water and poorly soluble in oil, which hampers their potential as cholesterol level regulator in human. To mitigate this problem, monoglycerides (MGs) were used to modulates the crystallization behavior of PSs. Therefore, the understanding on mixing behavior provides the insight into different aspects of crystallization and the resultant effects. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104912DOI Listing

CDP-diacylglycerol, a critical intermediate in lipid metabolism.

Chem Phys Lipids 2020 Aug 28;230:104914. Epub 2020 Apr 28.

Department of Biochemistry and Biomedical Sciences, McMaster University, 1280 Main Street West, Hamilton, Ontario L8S 4K1, Canada. Electronic address:

The roles of lipids expand beyond the basic building blocks of biological membranes. In addition to forming complex and dynamic barriers, the thousands of different lipid species in the cell contribute to essentially all the processes of life. Specific lipids are increasingly identified in cellular processes, including signal transduction, membrane trafficking, metabolic control and protein regulation. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104914DOI Listing

Lipid-dependent conformational landscape of the ErbB2 growth factor receptor dimers.

Chem Phys Lipids 2020 Aug 27;230:104911. Epub 2020 Apr 27.

CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India; AcSIR, Mathura Road, New Delhi, 110 025, India. Electronic address:

Altered lipid metabolism has been linked to cancer development and progression. Several roles have been attributed to the increased saturation and length of lipid acyl tails observed in tumors, but its effect on signaling receptors is still emerging. In this work, we have analyzed the lipid dependence of the ErbB2 growth factor receptor dimerization that plays an important role in the pathogenesis of breast cancer. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104911DOI Listing

The effect of neuroleptic drugs on DPPC/sphingomyelin/cholesterol membranes.

Chem Phys Lipids 2020 Jul 23;229:104913. Epub 2020 Apr 23.

Laboratorio de Bio-fisicoquímica, Departamento de Fisicoquímica, Facultad de Química, Universidad Nacional Autónoma de México, México City 04510, Mexico. Electronic address:

The hydrophobic nature of neuroleptic drugs renders that these molecules interact not only with protein receptors, but also with the lipids constituting the membrane bilayer. We present a systematic study of the effect of seven neuroleptic drugs on a biomembrane model composed of DPPC, sphingomyelin, and cholesterol. Differential scanning calorimetry (DSC) measurements were used to monitor the gel-fluid phase transition of the lipid bilayer at three pH values and also as a function of drug concentration. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104913DOI Listing

Unique responses of Helicobacter pylori to exogenous hydrophobic compounds.

Chem Phys Lipids 2020 Jul 4;229:104908. Epub 2020 Apr 4.

Tamano Institute of Health and Human Services, 1-1-20, Chikko, Tamano-shi, Okayama, 760-0002, Japan.

Helicobacter pylori is a pathogen responsible for peptic ulcers and gastric cancers in human. One of the unique biological features of this bacterium is a membrane lipid composition significantly differed from that of typical Gram-negative bacteria. Due to its unique lipid composition, the responses of H. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104908DOI Listing

Apolipophorin III interaction with phosphatidylglycerol and lipopolysaccharide: A potential mechanism for antimicrobial activity.

Chem Phys Lipids 2020 Jul 21;229:104909. Epub 2020 Mar 21.

Department of Chemistry and Biochemistry, California State University Long Beach, Long Beach, CA, 90808, USA. Electronic address:

Apolipophorin III (apoLp-III) is a model insect apolipoprotein to study structure-function relationships of exchangeable apolipoproteins. The protein associates with lipoproteins to aid in the transport of neutral lipids, and also interacts with the bacterial membrane. To better understand a potential role as an antimicrobial protein, the binding interaction of apoLp-III from Locust migratoria and Galleria mellonella with phosphatidylglycerol and lipopolysaccharides was analyzed. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104909DOI Listing

Differential impact of synthetic antitumor lipid drugs on the membrane organization of phosphatidic acid and diacylglycerol monolayers.

Chem Phys Lipids 2020 Jul 14;229:104896. Epub 2020 Mar 14.

Department of Biological Sciences, Faculty of Science, University of Calgary, 2500 University Drive NW, Calgary, Alberta, T2N 1N4, Canada. Electronic address:

Anti-tumour lipids are synthetic analogues of lysophosphatidylcholine. These drugs are both cytotoxic and cytostatic, and more interestingly, exert these effects preferentially in tumour cells. While the exact mechanism of action isn't fully elucidated, these drugs appear to preferentially partition into rigid lipid domains in cell membranes. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104896DOI Listing

An elegant technology for ultrasensitive impedimetric and voltammetric determination of cholestanol based on a novel molecularly imprinted electrochemical sensor.

Chem Phys Lipids 2020 Jul 9;229:104895. Epub 2020 Mar 9.

Departament d'Enginyeria Química i Química Analítica, Facultat de Química, Universitat de Barcelona, Martí i Franques 1-11, E-8028 Barcelona, Spain.

In this work, a novel molecularly imprinted electrochemical sensor (MIES) has been fabricated based on electropolymerization of a molecularly imprinted polymer (MIP) onto a glassy carbon electrode (GCE) modified with gold-palladium alloy nanoparticles (AuPd NPs)/polydopamine film (PDA)/multiwalled carbon nanotubes-chitosan-ionic liquid (MWCNTs-CS-IL) for voltammetric and impedimetric determination of cholestanol (CHO). Modifications applied to the bare GCE formed an excellent biocompatible composite film which was able to selectively detect CHO molecules. Modifications applied to the bare GCE were characterized by scanning electron microscopy (SEM), cyclic voltammetry (CV) and electrochemical impedance spectroscopy (SEM). Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104895DOI Listing

Synthesis of biocompatible triazole based non-ionic surfactant and its vesicular drug delivery investigation.

Chem Phys Lipids 2020 May 29;228:104894. Epub 2020 Feb 29.

H.E.J. Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, Karachi University, Karachi 74200, Pakistan. Electronic address:

Numerous nanotechnological approaches have been widely practiced to improve the bioavailability of less aqueous soluble drugs; phospholipid based vesicles (liposomes) being the most widely applied drug delivery system. However; due to stability issues, large scale production limitations, sterilization and long term storage problems; non-ionic surfactant based vesicles (niosomes) are considered their excellent counterparts. Niosomes are vesicles of non-ionic surfactants having the ability to carrying both hydrophilic and hydrophobic drugs in their inner aqueous or lipid bilayer compartments. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104894DOI Listing
May 2020
2.422 Impact Factor

Lipid membranes supported by planar porous substrates.

Chem Phys Lipids 2020 May 22;228:104893. Epub 2020 Feb 22.

Department of Pharmacy, Hebei University of Science and Technology, Shijiazhuang, 050018, China; State Key Laboratory Breeding Base - Hebei Province Key Laboratory of Molecular Chemistry for Drugs, Hebei University of Science and Technology, Shijiazhuang, 050018, China; Hebei Research Center of Pharmaceutical and Chemical Engineering, Hebei University of Science and Technology, Shijiazhuang, 050018, China. Electronic address:

Biological membranes play key roles in cell life, but their intrinsic complexity motivated the study and development of artificial lipid membranes with the primary aim to reconstitute and understand the natural functions in vitro. Porous-supported lipid membrane (pSLM) has emerged as a flexible platform for studying the surface chemistry of the cell due to their high stability and fluidity, and their ability to study the transmembrane process of the molecules. In this review, the pSLM, for the first time, to our knowledge, was divided into three types according to the way of the porous materials support the lipid membrane, containing the lipid membrane on the pores of the porous materials, the lipid membrane on both sides of the porous materials, the lipid membrane in the pores of the porous materials. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104893DOI Listing

The structures of polyunsaturated lipid bilayers by joint refinement of neutron and X-ray scattering data.

Chem Phys Lipids 2020 Jul 12;229:104892. Epub 2020 Feb 12.

Department of Physics, Brock University, St. Catharines, ON, Canada; The Bredesen Center, University of Tennessee, Knoxville, TN, USA; Shull Wollan Center, Oak Ridge National Laboratory, Oak Ridge, TN, USA; Large Scale Structures Group, Neutron Sciences Directorate, Oak Ridge National Laboratory, Oak Ridge, TN, USA; Department of Physics and Astronomy, University of Tennessee, Knoxville, TN, USA. Electronic address:

We present the detailed structural analysis of polyunsaturated fatty acid-containing phospholipids namely, 1-palmitoyl-2-docosahexaenoyl-sn-glycero-3-phosphocholine (PDPC) and 1-stearoyl-2-docosahexaenoyl-sn-glycero-3-phosphocholine (SDPC). A newly developed molecular dynamics (MD) simulation parsing scheme for lipids containing fatty acids with multiple double bonds was implemented into the scattering density profile (SDP) model to simultaneously refine differently contrasted neutron and X-ray scattering data. SDP analyses of scattering data at 30 °C yielded lipid areas of 71. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104892DOI Listing

Moxifloxacin interacts with lipid bilayer, causing dramatic changes in its structure and phase transitions.

Chem Phys Lipids 2020 May 10;228:104891. Epub 2020 Feb 10.

Lomonosov MSU, Faculty of Chemistry, Chemical Enzymology Department, 119991, Moscow, Leninskie Gory, 1, 3, Russia.

Most drugs besides their intended activity, express undesired side effects, including those with the engagement of cell membrane. Previously, such undesired nonspecific effects on the membrane have been shown for a number of widely used nonsteroidal anti-inflammatory drugs. In this paper, we study the mechanism of interaction between moxifloxacin (Mox), antibacterial drug of broad specificity, with lipid bilayer of the liposomes of various compositions as a model of cell membrane using a combination of spectroscopy methods, including ATR-FTIR spectroscopy, circular dichroism, UV and fluorescence spectroscopy. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104891DOI Listing

SLN enriched hydrogels for dermal application: Full factorial design study to estimate the relationship between composition and mechanical properties.

Chem Phys Lipids 2020 May 7;228:104889. Epub 2020 Feb 7.

Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Technology, Anadolu, 06100, Ankara, Turkey. Electronic address:

When considering dermal administration of cosmeceuticals and/or drugs, the stratum corneum layer of the skin, has a barrier function that limits the penetration of active substances to the targeted skin tissues. Solid lipid nanoparticles/SLNs are colloidal carrier systems, which show superiority in dermal administration of cosmeceuticals/drugs. This superiority results from the ability of the SLNs to penetrate the skin layers easily. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104889DOI Listing

Role of Rutin Nanoemulsion in Ameliorating Oxidative Stress: Pharmacokinetic and Pharmacodynamics Studies.

Chem Phys Lipids 2020 May 4;228:104890. Epub 2020 Feb 4.

Department of Pharmaceutics, School of Pharmaceutical Education and Research, Jamia Hamdard, New Delhi, India. Electronic address:

Parkinson's disease is caused due to free radical generation in dopamine neurons leading to oxidative stress induced damage. The aim of this work was to ameliorate the free radical induced oxidative stress in rats by using TPGS (Tocopheryl polyethylene glycol 1000 succinate) loaded rutin nanoemulsion after oral administration. For this purpose, pharmacokinetic and pharmacodynamics studies were performed in albino wistar rats. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104890DOI Listing
May 2020
2.422 Impact Factor

Equilibrium penetration of pluronic F-68 in lipid monolayers.

Authors:
Poonam Nigam

Chem Phys Lipids 2020 May 4;228:104888. Epub 2020 Feb 4.

Harcourt Butler Technical University, Kanpur, Uttar Pradesh, 208002, India. Electronic address:

Interaction of Pluronic F-68 with monolayers composed of DPPC (1,2-Dipalmytoyl-sn-glycero-3-phosphocholine), POPC (1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine) and their mixture have been studied. A series of isotherms were obtained by compressing mixed PF-68/lipid monolayers over subphase containing varying concentrations of PF-68. Results obtained were analyzed by applying various thermodynamic equations derived from Gibbs adsorption equation. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104888DOI Listing

Influence of Ca on the surface behavior of phosphatidic acid and its mixture with diacylglycerol pyrophosphate at different pHs.

Chem Phys Lipids 2020 May 3;228:104887. Epub 2020 Feb 3.

Universidad Nacional de Río Cuarto, FCEFQyN, Departamento de Biología Molecular, Río Cuarto, Argentina; CONICET, Universidad Nacional de Río Cuarto, Instituto de Biotecnologia Ambiental y Salud, (INBIAS), Río Cuarto, Argentina. Electronic address:

The signaling lipids phosphatidic acid (PA) and diacylglycerol pyrophosphate (DGPP) are involved in regulating the stress response in plants. PA and DGPP are anionic lipids consisting of a negatively charged phosphomonoester or pyrophosphate group attached to diacylglycerol, respectively. Changes in the pH modulate the protonation of their head groups modifying the interaction with other effectors. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104887DOI Listing

Dual-targeting liposome modified by glutamic hexapeptide and folic acid for bone metastatic breast cancer.

Chem Phys Lipids 2020 May 1;228:104882. Epub 2020 Feb 1.

Department of Translational Medicine Center, the First Affiliated Hospital of Zhengzhou University, Zhengzhou 450052, China. Electronic address:

Bone is the most common organ affected by metastatic breast cancer. Targeting delivery of drugs to bone may not only enhance the treatment efficacy, but also reduce the quantity of drug administered. In order to increase the distribution of paclitaxel (PTX) in bone, herein, a novel bone metastasis-targeted glutamic hexapeptide-folic acid (Glu-FA) derivative was designed and synthesized as liposome ligand to deliver PTX to bone metastasis effectively. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104882DOI Listing
May 2020
2.422 Impact Factor

Squeezing lipids: NMR characterization of lipoprotein particles under pressure.

Chem Phys Lipids 2020 May 21;228:104874. Epub 2020 Jan 21.

Biochemistry and Biophysics Center, National Heart, Lung, and Blood Institute National Institutes of Health, Bethesda, MD 20892, USA. Electronic address:

Determining the particle size and number of lipoprotein components found in blood plasma (HDL, LDL and VLDL) has become an important clinical tool in diagnosing risk of cardiovascular disease. Proton (H) NMR spectroscopy methods to quantify lipoprotein particle subclasses have been advancing since NMR lineshape analysis of plasma samples was first proposed in the 1990's. NMR methods, including a more recent DOSY-based diffusion spectroscopy test, provide the foundation for the advanced lipoprotein tests, including Lipoprotein® and Liposcale® analyses available for clinical use to determine particle size and number. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104874DOI Listing
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7232691PMC

The lipid composition affects Trastuzumab adsorption at monolayers at the air-water interface.

Chem Phys Lipids 2020 Mar 15;227:104875. Epub 2020 Jan 15.

Institute for Environmental, Chemical, and Pharmaceutical Sciences, Federal University of São Paulo, Diadema, SP, Brazil. Electronic address:

Trastuzumab (Tmab), an antibody for breast cancer, was incorporated in Langmuir monolayers with different lipidic compositions to investigate the drug action in lipidic interfaces of pharmaceutical interest. Tmab caused all lipid films to expand as confirmed with by surface pressure-area isotherm, proving its incorporation. It also affected the compressional and structural properties as observed by in-plane elasticity curves and polarization modulation reflection-absorption infrared spectroscopy (PM-IRRAS), respectively. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104875DOI Listing

Effect of ergosterol on the interlamellar spacing of deuterated yeast phospholipid multilayers.

Chem Phys Lipids 2020 Mar 9;227:104873. Epub 2020 Jan 9.

Institut Laue-Langevin, 71 Avenue Des Martyrs, 38000, Grenoble, France. Electronic address:

Sterols regulate several physico-chemical properties of biological membranes that are considered to be linked to function. Ergosterol is the main sterol molecule found in the cell membranes of yeasts and other fungi. Like the cholesterol found in mammalian cells, ergosterol has been proposed to have an ordering and condensing effect on saturated phospholipid membranes. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104873DOI Listing

A comparative study of the effects of 7β-hydroxycholesterol, 25-hydroxycholesterol, and cholesterol on the structural and thermal phase behavior of multilamellar dipalmitoylphosphatidylcholine bilayer vesicles.

Chem Phys Lipids 2020 Mar 9;227:104872. Epub 2020 Jan 9.

Division of Pure and Applied Science, Faculty of Science and Technology, Gunma University, 4-2 Aramaki, Maebashi, Gunma 371-8510, Japan.

The effects of 7β-hydroxycholesterol (7βOH) and 25-hydroxycholesterol (25OH) on the phase behavior and the structural properties of the multilamellar vesicles of dipalmitoylphosphatidylcholine (DPPC) bilayers were investigated with comparing to the effects of cholesterol (Chol). Differential scanning calorimetry (DSC) measurements showed these three sterols have slightly but distinctly different effects on the thermal behavior of DPPC bilayers. X-ray diffraction data analysis on DPPC bilayers containing 30 mol% sterols with the aid of molecular volume data estimated by the neutral buoyancy method indicated that the order of apparent occupied surface area per molecule is DPPC/7βOH > DPPC/25OH > DPPC/Chol at both 25 ℃ and 50 ℃, suggesting that the strength of the condensation effect of these sterols follows inversely this order. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104872DOI Listing

Antibacterial effect of indene on Helicobacter pylori correlates with specific interaction between its compound and dimyristoyl-phosphatidylethanolamine.

Chem Phys Lipids 2020 Mar 7;227:104871. Epub 2020 Jan 7.

Big Bear Veterinary Hospital, 3-1-5, Oyama, Higashi-ku, Kumamoto-shi, Kumamoto, 861-8045, Japan. Electronic address:

Recent studies by our group have suggested that the vitamin D decomposition product VDP1 [(1R,3aR,7aR)-1-[(1R)-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-one] confers the potent bactericidal action to Helicobacter pylori by targeting the membranal dimyristoyl-phosphatidylethanolamine (di-14:0 PE). In this study we synthesized a new VDP1 derivative to advance further investigation as for the correlative relationship between VDP1 structure and anti-H. pylori activity or PE vesicle collapse induction activity. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104871DOI Listing

Effect of the fluorination degree of partially fluorinated octyl-phosphocholine surfactants on their interfacial properties and interactions with purple membrane as a membrane protein model.

Chem Phys Lipids 2020 Mar 7;227:104870. Epub 2020 Jan 7.

National Institute of Advanced Industrial Science and Technology (AIST), AIST Tsukuba Central 5, 1-1-1 Higashi, Tsukuba 305-8565, Japan.

Interfacial properties and membrane protein solubilization activity of a series of partially fluorinated octyl-phosphocholine (PC) surfactants were investigated from the viewpoint of the fluorination degree of the hydrophobic chain. The critical micelle concentration (CMC), surface tension lowering activity, molecular occupied area at the CMC and free energy changes of micellization as well as adsorption to the air-water interface for each PC surfactant were estimated from surface tension measurements at 25 °C. The PCs with higher degree of fluorination exhibited low CMC and high surface activity, while the single trifluoromethyl group at the end of the chain appeared to enhance the hydrophilicity of the surfactant molecule. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2020.104870DOI Listing

Role of cholesterol-mediated effects in GPCR heterodimers.

Chem Phys Lipids 2020 Mar 19;227:104852. Epub 2019 Dec 19.

CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411 008, India. Electronic address:

G protein-coupled receptors (GPCRs) are transmembrane receptors that mediate a large number of cellular responses. The organization of GPCRs into dimers and higher-order oligomers is known to allow a larger repertoire of downstream signaling events. In this context, a crosstalk between the adenosine and dopamine receptors has been reported, indicating the presence of heterodimers that are functionally relevant. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2019.104852DOI Listing

Differential sensitivity of pHLIP to ester and ether lipids.

Chem Phys Lipids 2020 Jan 10;226:104849. Epub 2019 Dec 10.

CSIR-Centre for Cellular and Molecular Biology, Uppal Road, Hyderabad, 500 007, India; Academy of Scientific and Innovative Research, Ghaziabad, 201 002, India. Electronic address:

pH (low) insertion peptide (pHLIP) is a polypeptide from the third transmembrane helix of bacteriorhodopsin. The pH-dependent membrane insertion of pHLIP has been conveniently exploited for translocation of cargo molecules and as a novel imaging agent in cancer biology due to low extracellular pH in cancer tissues. Although the application of pHLIP for imaging tumor and targeted drug delivery is well studied, literature on pHLIP-membrane interaction is relatively less studied. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2019.104849DOI Listing
January 2020

New 20-hydroxycholesterol-like compounds with fluorescent NBD or alkyne labels: Synthesis, in silico interactions with proteins and uptake by yeast cells.

Chem Phys Lipids 2020 Mar 10;227:104850. Epub 2019 Dec 10.

Research Institute for Physical Chemical Problems, Belarusian State University, Leningradskaya str. 14, Minsk, Belarus; Faculty of Chemistry, Belarusian State University, Leningradskaya str. 14, Minsk, Belarus. Electronic address:

20-hydroxycholesterol is a signaling oxysterol with immunomodulating functions and, thus, structural analogues with reporter capabilities could be useful for studying and modulating the cellular processes concerned. We have synthesized three new 20-hydroxycholesterol-like pregn-5-en-3β-ol derivatives with fluorescent 7-nitrobenzofurazan (NBD) or Raman-sensitive alkyne labels in their side-chains. In silico computations demonstrated the compounds possess good membrane permeability and can bind within active sites of known 20-hydroxycholesterol targets (e. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2019.104850DOI Listing

Ferrihydrite nanoparticles interaction with model lipid membranes.

Chem Phys Lipids 2020 Jan 11;226:104851. Epub 2019 Dec 11.

Joint Institute for Nuclear Research, Dubna, Russia.

In recent years was observed an increased interest towards the use of metal nanoparticles for various biomedical applications, such as therapeutics, delivery systems or imaging. As biological membranes are the first structures with which the nanoparticles interact, it is necessary to understand better the mechanisms governing these interactions. In the present paper we aim to characterize the effect of three different ferrihydrite nanoparticles (simple or doped with cooper or cobalt) on the fluidity of model lipid membranes. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2019.104851DOI Listing
January 2020

Starch aided synthesis of giant unilamellar vesicles.

Chem Phys Lipids 2020 Jan 26;226:104834. Epub 2019 Nov 26.

Chemical Engineering Department, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India. Electronic address:

Synthesis of giant unilamellar vesicles (GUVs) of charged and uncharged lipids at physiological salt concentration is presented using the starch hydrogel method as an example of the gel assisted synthesis method. The swelling of the gel is assisted by the presence of a high amount of amylopectin in starch and yields giant-sized vesicles, which are unilamellar in nature. This method holds promise since starch is a commonly available cheap bio-compatible material. Read More

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http://dx.doi.org/10.1016/j.chemphyslip.2019.104834DOI Listing
January 2020