136 results match your criteria groups amphiphilicity

Enhanced antibacterial activity of a novel biocompatible triarylmethane based ionic liquid-graphene oxide nanocomposite.

Colloids Surf B Biointerfaces 2021 Mar 26;203:111729. Epub 2021 Mar 26.

Department of Chemistry, Amity Institute of Applied Sciences, Amity University Kolkata, Major Arterial Road, Action Area II, Kadampukur Village, Rajarhat, Newtown, West Bengal, 700135, India. Electronic address:

Biofilm formation on medical implants and devices has been a severe concern that results in their impaired performance and life-threatening complications. Thus, development of novel functional coatings for infection prone surfaces with biofilm inhibiting characteristics is of prime significance considering the rapid emergence of multidrug resistant bacteria. Herein we present a novel nanocomposite derived from Graphene Oxide (GO) and a newly developed functional Ionic liquid (IL) obtained through a metathesis reaction between a triarylmethane dye hexamethyl pararosaniline chloride or crystal violet (CV) and sodium dodeceyl sulfate (SDS) to yield [CV][DS] (hexamethyl pararosaniline dodecyl sulfate). Read More

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Biodegradable and Biocompatible Silatrane Polymers.

Molecules 2021 Mar 26;26(7). Epub 2021 Mar 26.

Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, Russia.

In this study, new biodegradable and biocompatible amphiphilic polymers were obtained by modifying the peripheral hydroxyl groups of branched polyethers and polyesters with organosilicon substituents. The structures of the synthesized polymers were confirmed by NMR and GPC. Organosilicon moieties of the polymers were formed by silatranes and trimethylsilyl blocks and displayed hydrophilic and hydrophobic properties, respectively. Read More

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Amphiphilicity in Oxygen Atom Transfer Reactions of Oxobis(iminoxolene)osmium Complexes.

Inorg Chem 2021 Mar 3;60(6):4004-4014. Epub 2021 Mar 3.

Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556-5670, United States.

Oxobis(iminoxolene)osmium(VI) compounds (ap)OsO (ap = 2-(4-RCHN)-4,6-BuCHO) are readily deoxygenated by phosphines and phosphites to give five-coordinate (ap)Os(PR') or six-coordinate (ap)Os(PR'). Structural data indicate that this net two-electron reduction is accompanied by apparent oxidation of the iminoxolene ligands due to their greater ability to engage in π donation to the reduced deoxy form of the osmium complex. In (ap)Os(PR'), the HOMO is a ligand-based combination of the iminoxolene redox-active orbitals, while the LUMO is a highly covalent metal-iminoxolene π* orbital. Read More

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Sulfoxide-functionalized nanogels inspired by the skin penetration properties of DMSO.

Biomater Sci 2021 Feb;9(3):712-725

Institute of Pharmacy, Freie Universität Berlin, Königin-Luise-Straße 2-4, 14195 Berlin, Germany.

Among polymeric nanocarriers, nanogels are especially promising non-irritating delivery vehicles to increase dermal bioavailability of therapeutics. However, accurately tailoring defined interactions with the amphiphilic skin barrier is still challenging. To address this limited specificity, we herein present a new strategy to combine biocompatible nanogels with the outstanding skin interaction properties of sulfoxide moieties. Read More

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February 2021

Investigations on Alkanediols as Alternative Preservatives in a Nonionic Hydrophilic Cream.

Pharmaceutics 2020 Nov 20;12(11). Epub 2020 Nov 20.

Department of Pharmaceutical Technology, Eberhard Karls University, Auf der Morgenstelle 8, 72076 Tuebingen, Germany.

Alkanediols are often used as alternative antimicrobial preservatives for dermal formulations, e.g., hydrophilic creams. Read More

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November 2020

The Self-Aggregation of Porphyrins with Multiple Chiral Centers in Organic/Aqueous Media: The Case of Sugar- and Steroid-Porphyrin Conjugates.

Molecules 2020 Oct 4;25(19). Epub 2020 Oct 4.

Dipartimento di Scienze e Tecnologie Chimiche, Università di Roma Tor Vergata, via della Ricerca Scientifica, 1, 00133 Rome, Italy.

An overview of the solvent-driven aggregation of a series of chiral porphyrin derivatives studied by optical methods (UV/Vis, fluorescence, CD and RLS spectroscopies) is herein reported. The investigated porphyrins are characterized by the presence in the meso-positions of glycol-, steroidal- and glucosteroidal moieties, conferring amphiphilicity and solubility in aqueous media to the primarily hydrophobic porphyrin platform. Aggregation of the macrocycles is driven by a change in bulk solvent composition, forming architectures with supramolecular chirality, steered by the stereogenic centers on the porphyrin peripheral positions. Read More

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October 2020

Amphiphilic Nanogels: Fuzzy Spheres with a Pseudo-Periodic Internal Structure.

Langmuir 2020 09 8;36(37):10979-10988. Epub 2020 Sep 8.

Institute of Pharmacy (Pharmaceutical Chemistry), Freie Universität Berlin, Königin-Luise Straße 2-4, 14195 Berlin, Germany.

Amphiphilic polymer nanogels (NGs) are promising drug delivery vehicles that extend the application of conventional hydrophilic NGs to hydrophobic cargoes. By randomly introducing hydrophobic groups into a hydrophilic polymer network, loading and release profiles as well as surface characteristics of these colloids can be tuned. However, very little is known about the underlying internal structure of such complex colloidal architectures. Read More

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September 2020

Hemishell Zeolites Synthesized by Asymmetric Modification as Biphasic Nanoreactors with Tunable Amphiphilicity for Catalysis of Cascade Reactions.

ACS Appl Mater Interfaces 2020 Sep 26;12(36):40684-40691. Epub 2020 Aug 26.

State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun 130012, China.

It is strongly desired to design and synthesize amphiphilic nanoreactors with tunable compatibility, which are stable at the biphasic interface in both acidic and alkaline environments. Herein, a novel amphiphilic R-ZSM-5-R nanoreactor with adjustable hydrophilic-lipophilic balance (solid) (HLB(S)) values has been successfully synthesized by hydrophilic/lipophilic asymmetric modification of the surface of hemishell zeolites. The hemishell zeolites obtained by alkali etching have different surfaces for this asymmetric modification. Read More

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September 2020

Antimicrobial Peptide Mimetics Based on a Diphenylacetylene Scaffold: Synthesis, Conformational Analysis, and Activity.

ChemMedChem 2020 Oct 15;15(20):1932-1939. Epub 2020 Sep 15.

Department of Chemistry, New York University, New York, NY 10003, USA.

Mimics of natural antimicrobial peptides are promising compounds to fight the rising threat of multi-drug resistant bacteria. Here we report the design, synthesis and conformational analysis of a new class of antimicrobial peptide mimetics incorporating a diphenylacetylene scaffold. Within a small set of compounds, we observe a correlation between amphiphilicity, the efficiency of partitioning into negatively charged membranes and antibacterial activity. Read More

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October 2020

Ultrashort Peptide Self-Assembly: Front-Runners to Transport Drug and Gene Cargos.

Front Bioeng Biotechnol 2020 29;8:504. Epub 2020 May 29.

Nucleic Acids Research Laboratory, CSIR-Institute of Genomics and Integrative Biology, New Delhi, India.

The translational therapies to promote interaction between cell and signal come with stringent eligibility criteria. The chemically defined, hierarchically organized, and simpler yet blessed with robust intermolecular association, the peptides, are privileged to make the cut-off for sensing the cell-signal for biologics delivery and tissue engineering. The signature service and insoluble network formation of the peptide self-assemblies as hydrogels have drawn a spell of research activity among the scientists all around the globe in the past decades. Read More

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Lipoprotein-Inspired Nanocarrier Composed of Folic Acid-Modified Protein and Lipids: Preparation and Evaluation of Tumor-Targeting Effect.

Int J Nanomedicine 2020 14;15:3433-3445. Epub 2020 May 14.

Department of Pharmacy, Xuzhou Medical University, Xuzhou 221004, Jiangsu, People's Republic of China.

Background: Reconstituted lipoproteins (rLips) based on endogenous lipid nanostructures has been increasingly regarded as an excellent and promising antitumor drug delivery. However, some problems relating to the main component, apolipoprotein, for instance, rare source, unaffordable price, and low specificity of relevant receptor expression, become chief obstacles to its broad development and application.

Purpose: The primary aim of this study is to develop biomimetic rLips by utilizing folic acid (FA)-modified bovine serum albumin (BSA) as a replacement for apolipoprotein and demonstrate its tumor targeting and antitumor efficacy. Read More

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Guanidinylated Amphiphilic Polycarbonates with Enhanced Antimicrobial Activity by Extending the Length of the Spacer Arm and Micelle Self-Assembly.

Macromol Biosci 2020 07 27;20(7):e2000065. Epub 2020 May 27.

School of Chemical Sciences, University of Auckland, Auckland, 1142, New Zealand.

Nine guanidinylated amphiphilic polycarbonates are rationally designed and synthesized. Each polymer has the same biodegradable backbone but different side groups. The influence of the hydrophobic/hydrophilic effect on antimicrobial activities and cytotoxicity is systematically investigated. Read More

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Hemolytic and Antimicrobial Activities of a Series of Cationic Amphiphilic Copolymers Comprised of Same Centered Comonomers with Thiazole Moieties and Polyethylene Glycol Derivatives.

Polymers (Basel) 2020 Apr 22;12(4). Epub 2020 Apr 22.

Instituto de Ciencia y Tecnología de Polímeros (ICTP-CSIC), C/Juan de la Cierva 3, 28006 Madrid, Spain.

A series of well-defined antimicrobial polymers composed of comonomers bearing thiazole ring (2-(((2-(4-methylthiazol-5-yl)ethoxy)carbonyl)oxy)ethyl methacrylate monomer (MTZ)) and non-hemotoxic poly(ethylene glycol) side chains (poly(ethylene glycol) methyl ether methacrylate (PEGMA)) were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization. By post-polymerization functionalization strategy, polymers were quaternized with either butyl or octyl iodides to result in cationic amphiphilic copolymers incorporating thiazolium groups, thus with variable hydrophobic/hydrophilic balance associated to the length of the alkylating agent. Likewise, the molar percentage of PEGMA was modulated in the copolymers, also affecting the amphiphilicity. Read More

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Assembly of Short-Chain Amphiphilic Homopolymers into Well-Defined Particles.

Langmuir 2020 04 15;36(16):4548-4555. Epub 2020 Apr 15.

Department of Chemistry, Illinois State University, Normal, Illinois 61790-4160, United States.

Linear homopolymers of norbornene (NBE) derivatives equipped with short-chain alcohol pendant groups were prepared by ring-opening metathesis polymerization (ROMP) and subsequently assembled into well-defined structures in alcohol solvents. The ratios of hydrophobic carbons and hydrophilic alcohol groups at the repeating monomeric unit in these short-chain amphiphilic polymers were found to play an important role in determining the size and distribution of the final globular structures. Unlike the assembly of other linear homo- and copolymers possessing long-chain amphiphilicity, NBE-based linear polymers were readily transformed into spherical particles with a layered conformation, whose sizes range from a few hundred nanometers to micrometers with narrow distributions, simply by controlling the concentration and molecular weights of the linear homopolymers without using any surfactants. Read More

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Preparation and Properties of Stereocomplex of Poly(lactic acid) and Its Amphiphilic Copolymers Containing Glucose Groups.

Polymers (Basel) 2020 Mar 31;12(4). Epub 2020 Mar 31.

College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.

The stereocomplex of poly(lactic acid) containing glucose groups (sc-PLAG) was prepared by solution blending from equal amounts of poly(l-lactic acid) (PLLA) and poly(d-lactic acid--glucose) (PDLAG), which were synthesized from l- and d-lactic acid and glucose by melt polycondensation. The methods, including H nuclear magnetic resonance spectroscopy (H NMR), gel permeation chromatography (GPC), differential scanning calorimetry (DSC), X-ray diffraction (XRD), fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), polarizing microscope (POM), scanning electron microscope (SEM), transmission electron microscope (TEM), and contact angle were used to determine the effects of the stereocomplexation of enantiomeric poly(lactic acid) (PLA) units, the amphiphilicity due to glucose residues and lactic acid units, and the interaction of glucose residues with lactic units on the crystallization performance, hydrophilicity, thermal stability, and morphology of samples. The results showed PDLAG was multi-armed, and partial OH groups of glucose residues in PDLAG might remain unreacted. Read More

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Sulfur dioxide signaling molecule-responsive polymeric nanoparticles.

Biomater Sci 2020 Apr;8(8):2300-2307

Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China.

Stimuli-responsive polymer nano-capsules toward a specific signaling molecule show great potential in the fabrication of smart and efficient controlled/targeted drug vehicles. Herein, we design and synthesize a PEG45-b-PVPOP14 diblock copolymer (PEG = poly(ethylene glycol) and PVPOP = poly(4-vinylphenyl 4-oxopentanoate), the subscripts representing the number of repeat units of each block) with levulinate-protected phenol side groups. The PEG45-b-PVPOP14 diblock copolymer could self-assemble to form large compound micelles in aqueous media. Read More

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Effect of surface charge density on the ice recrystallization inhibition activity of nanocelluloses.

Carbohydr Polym 2020 Apr 16;234:115863. Epub 2020 Jan 16.

Department of Food Science, University of Tennessee, 2510 River Drive, Knoxville, TN, 37996, USA. Electronic address:

Recently nanocelluloses have been found to possess ice recrystallization inhibition (IRI) activity, which have several potential applications. The present study focuses on the relationship between the surface charge density (SCD) of nanocelluloses and IRI activity. Cellulose nanocrystals (CNCs) and 2, 2, 6, 6-tetramethylpiperidine-1-oxyl oxidized cellulose nanofibrils (TEMPO-CNFs) with similar degrees of polymerization (DP) or fibril lengths but with different SCDs were prepared and characterized for IRI activity. Read More

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Computer-aided Drug Design Investigations for Benzothiazinone Derivatives Against Tuberculosis.

Comb Chem High Throughput Screen 2020 ;23(1):66-82

Federal University of Paraíba, Health Science Center, 50670-910, Joao Pessoa, PB, Brazil.

Background: Tuberculosis (Mycobacterium tuberculosis) is an infectious bacterial disease with the highest levels of mortality worldwide, presenting numerous cases of resistance. In silico studies, which elaborate chemical and biological models in computational tools and make it possible to interpret molecular characteristics, are among the methods used in the search for new drugs.

Objective: In this perspective, our aim was to use QSAR and molecular modeling to propose possible pharmacophores from benzothiazinone derivatives. Read More

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Natural Nanofiber Shuttles for Transporting Hydrophobic Cargo into Aqueous Solutions.

Biomacromolecules 2020 02 21;21(2):1022-1030. Epub 2020 Jan 21.

Department of Biomedical Engineering , Tufts University , Medford , Massachusetts 02155 , United States.

Hydrophobic biomolecules realize their functions in vivo in aqueous environments, often through a delicate balance of amphiphilicity and chaperones. Introducing exogenous hydrophobic biomolecules into in vivo aqueous systems is a challenge in drug delivery and regenerative medicine, where labile linkers, carriers, and fusions or chimeric molecules are often designed to facilitate such aqueous interfaces. Here, we utilize naturally derived silk nanofiber shuttles with the capacity to transport hydrophobic cargos directly into aqueous solutions. Read More

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February 2020

Novel amphiphilic cellulose nanocrystals for pH-responsive Pickering emulsions.

Carbohydr Polym 2020 Feb 2;229:115401. Epub 2019 Oct 2.

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, PR China.

Development of a green, recyclable emulsifier for pH-responsive Pickering emulsion would be of great importance to many industries. To this end, a novel emulsifier, benzyl-polyethyleneimine modified cellulose nanocrystals (Ben-PEI-CNCs), was developed via the periodate oxidation of cellulose nanocrystals and reductive amination. Ben-PEI-CNCs possess pH-responsive amphiphilicity due to the existence of hydrophilic amino and hydrophobic benzyl groups. Read More

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February 2020

Nontoxic amphiphilic carbon dots as promising drug nanocarriers across the blood-brain barrier and inhibitors of β-amyloid.

Nanoscale 2019 Nov;11(46):22387-22397

Department of Chemistry, University of Miami, Coral Gables, FL 33146, USA.

The blood-brain barrier (BBB) is a main obstacle for drug delivery targeting the central nervous system (CNS) and treating Alzheimer's disease (AD). In order to enhance the efficiency of drug delivery without harming the BBB integrity, nanoparticle-mediated drug delivery has become a popular therapeutic strategy. Carbon dots (CDs) are one of the most promising and novel nanocarriers. Read More

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November 2019

Lamellae and parking garage structures in amphiphilic homopolymer brushes with different grafting densities.

J Chem Phys 2019 Oct;151(15):154903

A. N. Nesmeyanov Institute of Organoelement Compounds RAS, Vavilova ul., 28, Moscow 119991, Russia.

This article is devoted to the study of polymer layers of amphiphilic homopolymers tightly grafted to a flat surface at the nodes of a square lattice. It was shown that, due to the amphiphilicity of monomer units containing groups with different affinities, in a selective solvent, such layers form lamellae perpendicular to the grafting surface. The period of the lamellae depends on the grafting density and the quality of the solvent. Read More

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October 2019

Amphiphilic Oxygenated Amorphous Carbon-Graphite Buckypapers with Gas Sensitivity to Polar and Non-Polar VOCs.

Nanomaterials (Basel) 2019 Sep 19;9(9). Epub 2019 Sep 19.

Nanochemistry and Nanoengineering, Department of Chemistry and Materials Science, School of Chemical Engineering, Aalto University, Kemistintie 1, 00076 Aalto, Finland.

To precisely control the emission limit of volatile organic compounds (VOCs) even at trace amounts, reactive nanomaterials of, e.g., carbon are demanded. Read More

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September 2019

Light-Responsive, Shape-Switchable Block Copolymer Particles.

J Am Chem Soc 2019 Sep 4;141(38):15348-15355. Epub 2019 Sep 4.

Department of Chemical and Biomolecular Engineering , Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141 , Republic of Korea.

A robust strategy is developed for preparing light-responsive block copolymer (BCP) particles in which shape and color can be actively controlled with high spatial and temporal resolution. The key to achieving light-responsive shape transitions of BCP particles is the design and synthesis of surfactants containing light-active groups (i.e. Read More

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September 2019

Novel Polymeric Organosilica Precursor and Emulsion Stabilizer: Toward Highly Elastic Hollow Organosilica Nanospheres.

Langmuir 2019 Sep 22;35(35):11524-11532. Epub 2019 Aug 22.

Department of Materials Science and State Key Laboratory of Molecular Engineering of Polymers, Advanced Coatings Research Center of Ministry of Education of China , Fudan University , Shanghai 200433 , China.

The fabrication of hollow organosilica nanoparticles with high elasticity is greatly desirable but still challenging. Herein, we present a new and simple strategy to prepare such nanoparticles by using hyperbranched polyvinylpolytrimethoxysilane (PVPMS) via a soap-free oil in water (O/W) emulsion system. PVPMS was synthesized through the radical polymerization of vinyltrimethoxysilane (VMS) followed by the acid-catalyzed hydrolytic polycondensation of trimethoxysilyl groups, which works not only as an organosilica precursor but also as a sole emulsion stabilizer due to its hydrolysis-induced amphiphilicity at the oil/water interface. Read More

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September 2019

Highly-efficient amphiphilic magnetic nanocomposites based on a simple sol-gel modification for adsorption of phthalate esters.

J Colloid Interface Sci 2019 Sep 9;552:142-152. Epub 2019 May 9.

Art and Media School, Xi'an Technological University, Xi'an, Shaanxi 710021, China.

In this work, a novel amphiphilic magnetic nanocomposite (FeO@A-O) used for the adsorption of phthalate esters was synthesized by a simple sol-gel surface modification method, during which hydrophilic amino groups of 3-aminopropyltriethoxylsilane and hydrophobic alkyl chains of N-octyltrimethoxysilane were modified onto FeO nanoparticles. Morphologies and surface structures of as-prepared magnetic nanomaterials were characterized in detail. The preparation, adsorption, and desorption conditions of FeO@A-O were investigated systematically and the adsorption mechanism was discussed. Read More

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September 2019

Polyphilicity-An Extension of the Concept of Amphiphilicity in Polymers.

Polymers (Basel) 2018 Aug 30;10(9). Epub 2018 Aug 30.

Department of Chemistry, Martin Luther University Halle-Wittenberg, D-06099 Halle (Saale), Germany.

Recent developments in synthetic pathways as simple reversible-deactivation radical polymerization (RDRP) techniques and quantitative post-polymerization reactions, most notoriously 'click' reactions, leading to segmented copolymers, have broadened the molecular architectures accessible to polymer chemists as a matter of routine. Segments can be blocks, grafted chains, branchings, telechelic end-groups, covalently attached nanoparticles, nanodomains in networks, even sequences of random copolymers, and so on. In this review, we describe the variety of the segmented synthetic copolymers landscape from the point of view of their chemical affinity, or synonymous philicity, in bulk or with their surroundings, such as solvents, permeant gases, and solid surfaces. Read More

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A Robust Fabrication Method for Amphiphilic Janus Particles via Immobilization on Polycarbonate Microspheres.

Polymers (Basel) 2018 Aug 10;10(8). Epub 2018 Aug 10.

Department of Food Quality & Safety, Institute for Postharvest and Food Sciences, Volcani Center, ARO, 68 HaMaccabim Road, 7505101 Rishon LeZion, Israel.

Immobilizing particles on beads, fibers, or filaments, when only one side is exposed to the reaction medium and therefore can be selectively functionalized, is a scalable and easy to control strategy for the fabrication of amphiphilic Janus particles. Here we describe a new, robust method for the fabrication of amphiphilic Janus particles based on immobilization of polymethylsilsesquioxane (PMSQ) particles on polycarbonate (PC), a high impact-resistance polymer with superior mechanical properties. The immobilization of the particles on the PC microspores is performed via inverse solvent displacement method. Read More

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Worm-like micelles and vesicles formed by alkyl-oligo(ethylene glycol)-glycoside carbohydrate surfactants: The effect of precisely tuned amphiphilicity on aggregate packing.

J Colloid Interface Sci 2019 Jul 28;547:275-290. Epub 2019 Mar 28.

School of Chemistry, Monash University, Clayton, VIC 3800, Australia. Electronic address:

Carbohydrates are appealing non-ionic surfactant head-groups as they are naturally abundant, generally biocompatible and biodegradable, and readily functionalized. Recent work has produced a promising molecular candidate for the formation of viscoelastic worm-like micellar solutions: a tri(ethylene glycol)-linked oleyl-β-D-glucoside surfactant (GlcC18:1) exhibited near ideal Maxwell behavior at low concentrations (2.9 wt%) without additives at room temperature. Read More

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Synthesis of Polypeptoid-Polycaprolactone-Polytetrahydrofuran Heterograft Molecular Polymer Brushes via a Combination of Janus Polymerization and ROMP.

Macromol Rapid Commun 2019 Apr 5;40(7):e1800905. Epub 2019 Feb 5.

MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027, China.

Janus polymerization is a novel and efficient way to synthesize diblock and multiblock copolymers in one step by using Lu(OTf) and propylene epoxide as a catalytic system. By modifying the epoxide initiator, which is located at the block junction with various functional groups, the possibility for future topological design is provided. Herein, 2-bicyclo[2. Read More

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