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alkyl glycerol

Masaaki Konishi, Tomotake Morita, Tokuma Fukuoka, Tomohiro Imura, Shingo Uemura, Hiroyuki Iwabuchi, Dai Kitamoto
We discovered that Candida floricola ZM1502 is capable of selectively producing the promising hydrophilic biosurfactants, acid-form sophorolipids (SLs), from glycerol. However, productivity was very low (approximately 3.5 g L-1 ) under the initial culture conditions. Here, we describe the design of culture medium for abundant production of acid-form SLs by C. floricola ZM1502 using waste glycerol and hydrophobic substrates in order to develop a method for SL production and disposal of waste glycerol produced by oleo-chemical industries...
March 9, 2018: Journal of Oleo Science
Dongling Qiao, Sheng Li, Long Yu, Binjia Zhang, George Simon, Fatang Jiang
The surface hydrophobicity of starch-based films could be regulated using a two-step surface modification method. Such modification was realized by grafting with alkanols of different chain lengths (hexanol, dodecanol and octadecanol) on the surface of starch-based films. The grafting of alkanol increased the mobility of glycerol as the plasticizer within the film surface. Also, this grafting increased the mass ratio of carbon to oxygen on the film surface but reduced the mass ratio of carbon to nitrogen. Under the same reaction conditions, there were fewer dodecyl chains grafted onto the film surface than hexyl or octadecyl chains...
January 31, 2018: International Journal of Biological Macromolecules
Daniel Torres, Pedro Arcelus-Arrillaga, Marcos Millan, José Luis Pinilla, Isabel Suelves
A sustainable and effective method for de-oxygenation of few-layer graphene oxide (FLGO) by glycerol gasification in supercritical water (SCW) is described. In this manner, reduction of FLGO and valorization of glycerol, in turn catalyzed by FLGO, are achieved simultaneously. The addition of glycerol enhanced FLGO oxygen removal by up to 59% due to the in situ hydrogen generation as compared to the use of SCW only. Physicochemical characterization of the reduced FLGO (rFLGO) showed a high restoration of the sp²-conjugated carbon network...
December 14, 2017: Nanomaterials
Anna A Tyrtyshnaia, Igor V Manzhulo, Ruslan M Sultanov, Ekaterina V Ermolenko
Neuropathic pain manifested by a number of sensory symptoms is often accompanied by disorders of higher nervous activity, such as memory impairment, depression, anxiety, anhedonia, etc. This emphasizes the involvement of supraspinal structures including the hippocampus in neuropathic pain pathogenesis. In the present study, we focused on the impact of chronic neuropathic pain on hippocampal neurogenesis and microglial state. In addition, we test the effect of alkyl glycerol ethers on hippocampal neuronal and microglial plasticity as well as behavioral parameters...
October 26, 2017: Acta Histochemica
D Vollhardt, G Brezesinski, R Rudert, A Gonzalez
The influence of the position of the aliphatic chain at the glycerol backbone has been basically unknown. Solely the results of 2-monopalmitoyl-rac-glycerol obtained at ≥13 °C indicated an essential influence of the position of the palmitoyl group at the glycerol backbone, substantiated by a disordered packing of the alkyl chains. Therefore, the present study extends the comprehensive characterization of 2-monopalmitoyl-rac-glycerol monolayers to the low-temperature range for highlighting the effect of the position of the aliphatic chain at the glycerol backbone of monoalkanoylglycerolester monolayers...
October 27, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
Hagai Cohen, Jedrzej Szymanski, Asaph Aharoni, Eva Dominguez
The assembly of the lipophilic cuticle layer and suberin lamellae, approximately 450 million years ago, was a major evolutionary development that enabled plants to colonize terrestrial habitats. The cuticle layer is composed of cutin polyester and embedded cuticular waxes, whereas the suberin lamellae consist of very long chain fatty acid derivatives, glycerol, and phenolics cross-linked with alkyl ferulate-embedded waxes. Due to their substantial biological roles in plant life, the mechanisms underlying the assembly of these structures have been extensively investigated...
November 9, 2017: Journal of Experimental Botany
Alejandro Leal-Duaso, Pascual Pérez, José A Mayoral, Elisabet Pires, José I García
In this work we report the preparation of mixtures of several alkyl glyceryl ethers, as hydrogen bond donor compounds, with two ammonium salts, choline chloride and N,N,N-triethyl-2,3-dihydroxypropan-1-aminium chloride. The stability of the mixtures at different molar ratios and temperatures has been evaluated in order to determine the formation of low melting mixtures. Liquid and stable mixtures have been characterized and their physico-chemical properties such as density, viscosity, refractive index, conductivity and surface tension have been measured in the temperature range of 293...
October 25, 2017: Physical Chemistry Chemical Physics: PCCP
Jack Saltiel, Shipra Gupta, David W Eaker, Andrew M Kropp, V K Ratheesh Kumar
The photochemical and photophysical properties of the extended conformers of trans- and cis-1-(2-naphthyl)-2-phenylethenes (t- and c-NPEB ) are strikingly different than those of their rigid analogues, trans- and cis-3-styrylidenebenz[e]indane (t- and c-BPE). The fluorescence quantum yield and lifetime at 25 °C in methylcyclohexane drop from 0.76 and 22.2 ns in t-NPEB to 0.0051 and 0.25 ns in t-BPE and there are complementary changes in the photoisomerization quantum yields. In both cases photoisomerization occurs in S2 , a stilbenic excited state...
October 10, 2017: Photochemistry and Photobiology
Paul Alain Nanssou Kouteu, Joël Blin, Bruno Baréa, Nathalie Barouh, Pierre Villeneuve
The aim of this work was to evaluate the potential of crude lipase powders made from Adansonia grandidieri and Jatropha mahafalensis seeds for the synthesis of fatty acid alkyl esters in a solvent-free system. The influence of the nature of the alcohol, the amount of glycerol, and hydration of the powder was investigated. Results showed that the activity of these crude lipase powders was inversely proportional to the alcohol polarity and the amount of the glycerol in the reaction medium. To ensure optimum activity, A...
September 25, 2017: Journal of Agricultural and Food Chemistry
Chakrapong Saengarun, Amorn Petsom, Duangamol Nuntasri Tungasmita
The etherification of glycerol with propylene over acidic heterogeneous catalysts, Amberlyst-15, S100, and S200 resins, produced mono-propyl glycerol ethers (MPGEs), 1,3-di- and 1,2-di-propyl glycerol ethers (DPGEs), and tri-propyl glycerol ether (TPGE). The propylation of glycerol over Amberlyst-15 yielded only TPGE. The glycerol etherification with 1-butene over Amberlyst-15 and S200 resins produced 1-mono-, 2-mono-, 1,2-di-, and 1,3-di-butyl glycerol ethers (1-MBGE, 2-MBGE, 1,2-DBGE, and 1,3-DBGE). The use of Amberlyst-15 resulted in the propylation and butylation of glycerol with higher yields than those obtained from the S100 and S200 resins...
2017: TheScientificWorldJournal
Zhengfei Chen, Samila McDonald, Paul FitzGerald, Gregory G Warr, Rob Atkin
HYPOTHESIS: The conformation of poly(ethylene oxide) (PEO) in deep eutectic solvents (DESs) is determined by the polymer-solvent interactions, especially hydrogen bonding interactions. The hypothesis for this work is that the hydrogen bonding environment of a DES can be varied via changing the cation or hydrogen bond donor (HBD), and therefore the solvent quality for PEO; the anion species will also effect hydrogen bonding, but this is not examined here. EXPERIMENTS: Small angle neutron scattering (SANS) is used to probe the concentration dependent conformation of 36kDa PEO dissolved in DESs formed by mixing ethyl or butyl ammonium bromide with a molecular HBD (glycerol or ethylene glycol) in a 1:2 molar ratio...
November 15, 2017: Journal of Colloid and Interface Science
Marieke van de Lagemaat, Arjen Grotenhuis, Betsy van de Belt-Gritter, Steven Roest, Ton J A Loontjens, Henk J Busscher, Henny C van der Mei, Yijin Ren
Cationic surfaces with alkylated quaternary-ammonium groups kill adhering bacteria upon contact by membrane disruption and are considered increasingly promising as a non-antibiotic based way to eradicate bacteria adhering to surfaces. However, reliable in vitro evaluation methods for bacterial contact-killing surfaces do not yet exist. More importantly, results of different evaluation methods are often conflicting. Therefore, we compared five methods to evaluate contact-killing surfaces. To this end, we have copolymerized quaternary-ammonium groups into diurethane dimethacrylate/glycerol dimethacrylate (UDMA/GDMA) and determined contact-killing efficacies against five different Gram-positive and Gram-negative strains...
September 1, 2017: Acta Biomaterialia
Meddy El Alaoui, Laurent Soulère, Alexandre Noiriel, Yves Queneau, Abdelkarim Abousalham
Lipases are essentially described as sn-1 and sn-3 regio-selective. Actually few methods are available to measure this lipase regio-selectivity, moreover they require chiral chromatography analysis or specific derivations which are discontinuous and time consuming. In this study we describe a new, convenient, sensitive and continuous spectrophotometric method to screen lipases regio-selectivity using synthetic triglycerides (TG) containing α-eleostearic acid (9Z, 11E, 13E-octadecatrienoic acid) either at the sn-1 position [1-α-eleostearoyl-2,3-octadecyl-sn-glycerol (sn-EOO)] or at the sn-3 position [1,2-octadecyl-3-α-eleostearoyl-sn-glycerol (sn-OOE)] and coated onto the wells of microtiter plates...
August 2017: Chemistry and Physics of Lipids
Saffron J Bryant, Rob Atkin, Gregory G Warr
Phospholipids are shown by solvent penetration experiments to form lamellar phases and spontaneously spawn vesicles in a wide range of deep eutectic solvents (DESs) composed of alkylammonium halide salts and glycerol or ethylene glycol, which are shown to be nanostructured by X-ray scattering. In contrast with molecular solvents, the chain melting temperature of each phospholipid, which determines the stability of the swellable bilayer phase, depends on the structure of the cation, anion, and molecular H-bond donor that constitute the DES...
June 28, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
Marco Poppe, Changlong Chen, Helgard Ebert, Silvio Poppe, Marko Prehm, Christoph Kerzig, Feng Liu, Carsten Tschierske
A sequence of liquid crystalline phases, involving cybotactic nematics, a lamellar phase, bicontinuous cubics and triangular honeycombs, was observed for oligo(phenylene ethynylene) based X-shaped bolapolyphiles with two long lateral alkyl chains and sticky ends provided by glycerol groups. In the cubic phase with Ia3[combining macron]d lattice - which is tailored by alkyl chain engineering - the aromatic cores are organized on the gyroid minimal surface in 3D curved layers of almost parallel aligned π-conjugated rods...
June 21, 2017: Soft Matter
Yoko Kawamura, Yuko Ogawa, Motoh Mutsuga
Nonylphenol (NP) has been suspected as an endocrine-disrupting chemical. Japanese polyvinyl chloride (PVC) stretch films contained 0.5-3.3 mg/g of NP and 100-400 mg/g of plasticizers such as diisononyl adipate (DINA), di-n-alkyl adipate (DAA), and diacetyllauroyl glycerol (DALG). Migration of NP and plasticizers from PVC stretch films into food simulants (water; 4% acetic acid; 20%, 50%, and 95% ethanol; and heptane), rapeseed oil, and foods was investigated. Plasticizers migrated only in small amounts into aqueous simulants and foods, although they migrated at much higher levels into 50% and 95% ethanol, heptane, rapeseed oil, and fatty foods, whereas NP more easily migrated into aqueous simulants and foods...
May 2017: Food Science & Nutrition
Eduardo Perales, Jose Ignacio García, Elisabet Pires, Luis Aldea, Laura Lomba, Beatriz Giner
Glycerol is currently considered a raw, renewable material, which can be used to synthesize new glycerol derivatives that may be used as green solvents. However, these compounds must be environmentally evaluated before their use. The acute ecotoxicity of a series of mono-, di-, and trialkyl ethers synthesized from glycerol for the crustacean Daphnia magna has been studied. The EC50 values of these ethers after 24 h of exposure were determined according to the OECD 202 protocol. Their possible structural-toxicity relationships according to different alkyl substituents have been discussed after applying different QSAR models (with the DARC-PELCO approach and topological parameters)...
September 2017: Chemosphere
Slim Azouzi, Hubert Santuz, Sandrine Morandat, Catia Pereira, Francine Côté, Olivier Hermine, Karim El Kirat, Yves Colin, Caroline Le Van Kim, Catherine Etchebest, Pascal Amireault
Serotonin (5-hydroxytryptamine, 5-HT) is a well-known neurotransmitter that is involved in a growing number of functions in peripheral tissues. Recent studies have shown nonpharmacological functions of 5-HT linked to its chemical properties. Indeed, it was reported that 5-HT may, on the one hand, bind lipid membranes and, on the other hand, protect red blood cells through a mechanism independent of its specific receptors. To better understand these underevaluated properties of 5-HT, we combined biochemical, biophysical, and molecular dynamics simulations approaches to characterize, at the molecular level, the antioxidant capacity of 5-HT and its interaction with lipid membranes...
May 9, 2017: Biophysical Journal
Sindy Lindner, Kai Gruhle, Rico Schmidt, Vasil M Garamus, Daniel Ramsbeck, Gerd Hause, Annette Meister, Andrea Sinz, Simon Drescher
In the present work, we describe the synthesis and the temperature-dependent behavior of photoreactive membrane lipids as well as their capability to study peptide/lipid interactions. The modified phospholipids contain an azide group either in the middle part or at the end of an alkyl chain and also differ in the linkage (ester vs ether) of the second alkyl chain. The temperature-dependent aggregation behavior of the azidolipids was studied using differential scanning calorimetry (DSC), Fourier-transform infrared (FTIR) spectroscopy, and small-angle X-ray scattering (SAXS)...
May 10, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
Abhishek K Singh, Bala N S Thota, Boris Schade, Katharina Achazi, Abdullah Khan, Christoph Böttcher, Sunil K Sharma, Rainer Haag
A new class of twinned amphiphiles was developed by conjugating a pair of hydrophilic head groups from mPEG chains (Mn : 350 or 1000) and a pair of hydrophobic segments from linear alkyl chains (C11 or C18 ) through a novel spacer synthesized from glycerol and p-hydroxybenzoic acid. The aggregation phenomena of the amphiphiles were proven by DLS and fluorescence experiments, whereas size and morphology of the aggregates were evaluated by cryo-TEM. The measurements proved the formation of globular, thread-like or rod-like micelles as well as planar double-layer assemblies, depending on the amphiphile's molecular structure...
April 28, 2017: Chemistry, An Asian Journal
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