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allyl glycerol

Shinsuke Inuki, Junichiro Kishi, Emi Kashiwabara, Toshihiko Aiba, Yukari Fujimoto
Efficient convergent chemical syntheses of digalactosyl diacylglycerols (DGDGs), which have both a galactose-galactose α(1→6)-linkage and a galactose-glycerol β-linkage along with a diacylglycerol containing various kinds of fatty acids, have been accomplished. In order to achieve a concise synthesis, we chose to use allylic protective groups as permanent protective groups. We have also achieved α- and β-selective glycosylations for the respective linkages with high yields as the key steps.
December 15, 2017: Organic Letters
Tayeb Aissaoui, Yacine Benguerba, Mohamed Khalid AlOmar, Inas M AlNashef
Recently, there has been significant interest in the possibility of using deep eutectic solvents (DESs) as novel green media and alternatives to conventional solvents and ionic liquids (ILs) in many applications. Due to their attractive properties, such as their biodegradability, low cost, easy preparation, and nontoxicity, DESs appear to be very promising solvents for use in the field of green chemistry. This computational study investigated six glycerol-based DESs: DES1 (glycerol:methyl triphenyl phosphonium bromide), DES2 (glycerol:benzyl triphenyl phosphonium chloride), DES3 (glycerol:allyl triphenyl phosphonium bromide), DES4 (glycerol:choline chloride), DES5 (glycerol:N,N-diethylethanolammonium chloride), and DES6 (glycerol:tetra-n-butylammonium bromide)...
September 14, 2017: Journal of Molecular Modeling
Sarah Wald, Johanna Simon, Jule P Dietz, Frederik R Wurm, Katharina Landfester
Poly(ethylene glycol)-based surfactants are a prominent example for nonionic surfactants. Poly(glycerol) (PG) is discussed as a polyfunctional alternative, however, it is not yet used to stabilize miniemulsions. The anionic polymerization of glycidyl ethers is used to prepare surfactants for direct or inverse emulsions and ambident surfactants by adjusting the copolymer composition. Orthogonal-protected poly(glycerol) block copolymers, using ethoxyethyl glycidyl ether and allyl glycidyl ether (AGE) or tert-butyl glycidyl ether (tBuGE), are synthesized...
October 2017: Macromolecular Bioscience
Dustin R Klein, Jennifer S Brodbelt
Advances in mass spectrometry have made it a preferred tool for structural characterization of glycerophospholipids. Collisional activation methods commonly implemented on commercial instruments do not provide fragmentation patterns that allow elucidation of certain structural features, including acyl chain positions on the glycerol backbone and double bond positions within acyl chains. In the present work, 193 nm ultraviolet photodissociation (UVPD) implemented on an Orbitrap mass spectrometer is used to localize double bond positions within phosphatidylcholine (PC) acyl chains...
February 7, 2017: Analytical Chemistry
Mohamed Khalid AlOmar, Mohammed Abdulhakim Alsaadi, Maan Hayyan, Shatirah Akib, Muhammad Ibrahim, Mohd Ali Hashim
Recently, deep eutectic solvents (DESs) have shown their new and interesting ability for chemistry through their involvement in variety of applications. This study introduces carbon nanotubes (CNTs) functionalized with DES as a novel adsorbent for Hg(2+) from water. Allyl triphenyl phosphonium bromide (ATPB) was combined with glycerol as the hydrogen bond donor (HBD) to form DES, which can act as a novel CNTs functionalization agent. The novel adsorbent was characterized using Raman, FTIR, XRD, FESEM, EDX, BET surface area, TGA, TEM and Zeta potential...
January 2017: Chemosphere
Liam P D Ratcliffe, Claudie Couchon, Steven P Armes, Jos M J Paulusse
The disulfide-based cyclic monomer, 3-methylidene-1,9-dioxa-5,12,13-trithiacyclopentadecane-2,8-dione (MTC), is statistically copolymerized with 2-hydroxypropyl methacrylate to form a range of diblock copolymer nano-objects via reversible addition-fragmentation chain transfer (RAFT) polymerization. Poly(glycerol monomethacrylate) (PGMA) is employed as the hydrophilic stabilizer block in this aqueous polymerization-induced self-assembly (PISA) formulation, which affords pure spheres, worms or vesicles depending on the target degree of polymerization for the core-forming block...
June 13, 2016: Biomacromolecules
T V Can, M A Caporini, F Mentink-Vigier, B Corzilius, J J Walish, M Rosay, W E Maas, M Baldus, S Vega, T M Swager, R G Griffin
We report magic angle spinning, dynamic nuclear polarization (DNP) experiments at magnetic fields of 9.4 T, 14.1 T, and 18.8 T using the narrow line polarizing agents 1,3-bisdiphenylene-2-phenylallyl (BDPA) dispersed in polystyrene, and sulfonated-BDPA (SA-BDPA) and trityl OX063 in glassy glycerol/water matrices. The (1)H DNP enhancement field profiles of the BDPA radicals exhibit a significant DNP Overhauser effect (OE) as well as a solid effect (SE) despite the fact that these samples are insulating solids...
August 14, 2014: Journal of Chemical Physics
Xiulin Zhang, Jonathan M Beckel, Stephanie L Daugherty, Ting Wang, Stephen R Woodcock, Bruce A Freeman, William C de Groat
Effects of nitro-oleic acid (OA-NO2) on TRP channels were examined in guinea-pig dissociated dorsal root ganglia (DRG) neurons using calcium imaging and patch clamp techniques. OA-NO2 increased intracellular Ca(2+) in 60-80% DRG neurons. 1-Oleoyl-2acetyl-sn-glycerol (OAG), a TRPC agonist, elicited responses in 36% of OA-NO2-sensitive neurons while capsaicin (TRPV1 agonist) or allyl-isothiocyanate (AITC, TRPA1 agonist) elicited responses in only 16% and 10%, respectively, of these neurons. A TRPV1 antagonist (diarylpiperazine, 5 μm) in combination with a TRPA1 antagonist (HC-030031, 30 μm) did not change the amplitude of the Ca(2+) transients or percentage of neurons responding to OA-NO2; however, a reducing agent DTT (50 mm) or La(3+) (50 μm) completely abolished OA-NO2 responses...
October 1, 2014: Journal of Physiology
Aurélien L Furlan, Marie-Lise Jobin, Sébastien Buchoux, Axelle Grélard, Erick J Dufourc, Julie Géan
Dietary polyphenols widespread in vegetables and beverages like red wine and tea have been reported to possess antioxidant properties that could have positive effects on human health. In this study, we propose a new in situ and non-invasive method based on proton liquid-state nuclear magnetic resonance (NMR) to determine the antioxidant efficiency of red wine tannins on a twice-unsaturated phospholipid, 1,2-dilinoleoyl-sn-glycero-3-phosphocholine (DLiPC), embedded in a membrane model. Four tannins were studied: (+)-catechin (C), (-)-epicatechin (EC), (-)-epicatechin gallate (ECG), and (-)-epigallocatechin gallate (EGCG)...
December 2014: Biochimie
Munisankar Saravanan, Perumal Pandikumar, Subramaniam Saravanan, Erenius Toppo, Natesan Pazhanivel, Savarimuthu Ignacimuthu
Aegle marmelos Correa., (Rutaceae) is a medium sized tree distributed in South East Asia and used traditionally for the management of obestiy and diabetes. In this study the lipolytic and antiadipogenic effects of (3,3-dimethylallyl) halfordinol (Hfn) isolated from leaves of A. marmelos have been investigated. Intracellular lipid accumulation was measured by oil red O staining and glycerol secretion. The expression of genes related to adipocyte differentiation was analyzed by reverse transcriptase-polymerase chain reaction (RT-PCR)...
October 5, 2014: European Journal of Pharmacology
Florian Paulus, Ronny Schulze, Dirk Steinhilber, Maximilian Zieringer, Ingo Steinke, Pia Welker, Kai Licha, Stefanie Wedepohl, Jens Dernedde, Rainer Haag
In this study, the extent to which the scaffold architecture of polyglycerol sulfates affects inflammatory processes and hemocompatibility is investigated. Competitive L-selectin binding assays, cellular uptake studies, and blood compatibility readouts are done to evaluate distinct biological properties. Fully glycerol based hyperbranched polyglycerol architectures are obtained by either homopolymerization of glycidol (60% branching) or a new copolymerization strategy of glycidol with ethoxyethyl glycidyl ether...
May 2014: Macromolecular Bioscience
Aparajita Banerjee, Prasad S Variyar, Suchandra Chatterjee, Arun Sharma
Effect of radiation processing (0.5-2 kGy) and storage on the volatile oil constituents and glucosinolate profile of cabbage was investigated. Among the volatile oil constituents, an enhancement in trans-hex-2-enal was noted on irradiation that was attributed to the increased liberation of precursor linolenic acid mainly from monogalactosyl diacyl glycerol (MGDG). Irradiation also enhanced sinigrin, the major glucosinolate of cabbage that accounted for the enhanced allyl isothiocyanate (AITC) in the volatile oils of the irradiated vegetable...
May 15, 2014: Food Chemistry
Shida Miao, Ping Wang, Zhiguo Su, Songping Zhang
Vegetable oils are one of the most important classes of bio-resources for producing polymeric materials. The main components of vegetable oils are triglycerides - esters of glycerol with three fatty acids. Several highly reactive sites including double bonds, allylic positions and the ester groups are present in triglycerides from which a great variety of polymers with different structures and functionalities can be prepared. Vegetable-oil-based polyurethane, polyester, polyether and polyolefin are the four most important classes of polymers, many of which have excellent biocompatibilities and unique properties including shape memory...
April 2014: Acta Biomaterialia
Ricardo Acosta Ortiz, Luis Alberto Reyna Medina, María Lydia Berlanga Duarte, Lucía Ibarra Samaniego, Aida Esmeralda Garcia Valdez, Zaida Lucía García Mendez, Luis Mendez Gonzalez
In this work was evaluated the efficiency of an antishrinkage additive in a dental resin. This additive was a mixture 1:1 of five and six-membered ring spiroorthocarbonates functionalized with allylic groups (SOC DA). The aim of this study was to reduce the shrinkage of a typical dental resin composed of a blend of the dimethacrylates, Glycerolate bisphenol A dimethacrylate (Bis-GMA)/2-[(3,5,5-trimethyl-6-[2-(2-methyl prop-2-enoyloxy) ethoxycarbonylamino] hexyl) carbamoyloxy] ethyl, 2-methyl prop-2-enoate, (UDMA)/triethyleneglycol dimethacrylate (TEGDMA) in a 50:30...
August 2013: Journal of Materials Science. Materials in Medicine
Timur Coskun, Christopher M Conifer, Laura C Stevenson, George J P Britovsek
Glycerol is converted to a mixture of butyric and isobutyric acid by rhodium- or iridium-catalysed carbonylation using HI as the co-catalyst. The initial reaction of glycerol with HI results in several intermediates that lead to isopropyl iodide, which upon carbonylation forms butyric and isobutyric acid. At low HI concentration, the intermediate allyl iodide undergoes carbonylation to give vinyl acetic acid and crotonic acid. Higher polyols C(n)H(n+2)(OH)(n) are carbonylated to the corresponding C(n+1) mono-carboxylic acids...
May 17, 2013: Chemistry: a European Journal
Olesya Haze, Björn Corzilius, Albert A Smith, Robert G Griffin, Timothy M Swager
The synthesis of air-stable, highly water-soluble organic radicals containing a 1,3-bis(diphenylene)-2-phenylallyl (BDPA) core is reported. A sulfonated derivative, SA-BDPA, retains the narrow electron paramagnetic resonance linewidth (<30 MHz at 5 T) of the parent BDPA in highly concentrated glycerol/water solutions (40 mM), which enables its use as polarizing agent for solid effect dynamic nuclear polarization (SE DNP). A sensitivity enhancement of 110 was obtained in high-field magic-angle-spinning (MAS) NMR experiments...
September 5, 2012: Journal of the American Chemical Society
Maizom Hassan, Nur Diyana Maarof, Zainon Mohd Ali, Normah Mohd Noor, Roohaida Othman, Nobuhiro Mori
NADP(+)-dependent geraniol dehydrogenase (EC is an enzyme that catalyzes the oxidation of geraniol to geranial. Stable, highly active cell-free extract was obtained from Polygonum minus leaves using polyvinylpolypyrrolidone, Amberlite XAD-4, glycerol, 2-mercaptoethanol, thiourea, and phenylmethylsulfonylfluoride in tricine-NaOH buffer (pH 7.5). The enzyme preparation was separated into two activity peaks, geraniol-DH I and II, by DEAE-Toyopearl 650M column chromatography at pH 7.5. Both isoenzymes were purified to homogeneity in three chromatographic steps...
2012: Bioscience, Biotechnology, and Biochemistry
Habiba Nazir, Lianyan Wang, Guoping Lian, Shiping Zhu, Yueling Zhang, Yuan Liu, Guanghui Ma
Silicone oil droplets have limited deposition on hair due to electrostatic repulsion with negative surface charge of hair substrates. Aiming to improve silicone deposition on hair substrates, surface properties of uniform-sized silicone oil droplets (produced by membrane emulsification) were modified using layer-by-layer electrostatic deposition. By using this method, silicone oil droplets were coated with large molecular weight polymers, i.e. quaternized chitosan and alginate, and low molecular weight compounds, i...
December 1, 2012: Colloids and Surfaces. B, Biointerfaces
Luis Aldea, José I García, José A Mayoral
Recoverable multiphase enantioselective catalytic systems for the Kharasch-Sosnovsky oxidation of cycloalkenes with tert-butyl peroxybenzoate are described, based on the use of [BMIM][PF(6)] and a new solvent derived from glycerol as the catalyst reservoir phases, and chiral copper complexes with different ligands from the bis(oxazoline) family. The best results are obtained with the glycerol-derived solvent and a recently described azabisoxazoline-based ditopic ligand, allowing up to four uses of the catalytic phase with good results...
July 21, 2012: Dalton Transactions: An International Journal of Inorganic Chemistry
Lara Babich, Aloysius F Hartog, Michael A van der Horst, Ron Wever
Acid phosphatase, an enzyme that is able to catalyze the transfer of a phosphate group from cheap pyrophosphate to alcoholic substrates, was covalently immobilized on polymethacrylate beads with an epoxy linker (Immobeads-150 or Sepabeads EC-EP). After immobilization 70% of the activity was retained and the immobilized enzyme was stable for many months. With the immobilized enzyme we were able to produce and prepare D-glucose-6-phosphate, N-acetyl-D-glucosamine-6-phosphate, allyl phosphate, dihydroxyacetone phosphate, glycerol-1-phosphate, and inosine-5'-monophosphate from the corresponding primary alcohol on gram scale using either a fed-batch reactor or a continuous-flow packed-bed reactor...
May 21, 2012: Chemistry: a European Journal
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