6333-54-6Relevant articles and documents
Method for synthesizing fatty acyl glycocoll
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Paragraph 0029; 0030, (2017/01/02)
The invention discloses a method for synthesizing fatty acyl glycocoll. The method comprises the steps that an oxidant, a catalyst promoter and an alkali solution are mixed into an aqueous solution, the aqueous solution is added into an organic solvent system formed by mixing fatty acid monoethanolamide and a catalyst, a reaction is carried out for 0.5-3 h under the condition of maintaining the pH of the whole mixed system to be 6.0-12.0 and the temperature to be 20-40 DEG C, then a reaction is carried out for 0.5-2 h under stirring, and a product containing fatty acyl glycocoll is obtained. According to the method for synthesizing fatty acyl glycocoll, the reaction speed and the product yield are high, the reaction condition is mild and easy to control, and the method for synthesizing fatty acyl glycocoll is efficient, conforms to environment-friendly chemistry and is capable of facilitating industrialized production.
Dependence of interfacial film organization on lipid molecular structure
Matyszewska, Dorota,Sek, Slawomir,Jablonowska, Elzbieta,Palys, Barbara,Pawlowski, Jan,Bilewicz, Renata,Konrad, Fabian,Osornio, Yazmin M.,Landau, Ehud M.
, p. 11329 - 11339 (2015/01/09)
Combination of surface analytical techniques was employed to investigate the interfacial behavior of the two designed lipids-N-stearoylglycine (1) and its bulky neutral headgroup-containing derivative N-stearoylvaline ethyl ester (2)-at the air-solution interface and as transferred layers on different substrates. Formation of monolayers at the air-water interface was monitored on pure water and on aqueous solutions of different pH. Crystallization effects were visualized at pure water by recording the hystereses in the Langmuir-Blodgett (LB) isotherms and by transferring the layers onto mica, gold (111), and ITO (indium-tin oxide on glass) electrodes. Subphase pH affects the morphology and patch formation in monolayers of 1, as evidenced by BAM measurements. At pH 8.2, formation of well-ordered crystallites is observed, which upon compression elongate according to predominantly 1-D growth mechanism to form a dense layer of crystallites. This effect is not observed in monolayers of 2, whose headgroup is not protonated. The orientation of layers of 1 transferred to the solid supports is also pH dependent, and their stability can be related to formation of a hydrogen-bonded networks. AFM images of 1 exhibited platelets of multilayer phase. The IR spectra of the ITO substrates covered by 1 indicated formation of hydrogen bonds between the amide groups. The nature of the adsorption layer and its organization as a function of potential were studied in-depth by EC STM using Au(111) as the substrate. A model showing the arrangement of hydrogen bonds between adsorbed molecules is presented and related to the observed organization of the layer.
Structure and thermotropic phase behavior of a homologous series of n -Acylglycines: Neuroactive and antinociceptive constituents of biomembranes
Reddy, S. Thirupathi,Krovi, Krishna Prasad,Swamy, Musti J.
, p. 4944 - 4954 (2014/12/10)
N-Acylglycines (NAGs) with different acyl chains have been found in the mammalian brain and other tissues. They exhibit significant biological and pharmacological properties and appear to play important roles in communication and signaling pathways within and between cells. In view of this, a homologous series of NAGs have been synthesized and characterized in the present study. Differential scanning calorimetric (DSC) studies show that the transition enthalpies and entropies of dry as well as hydrated NAGs exhibit a linear dependence on the acyl chain length. Most of the NAGs show a minor transition below the chain-melting phase transition, suggesting the presence of polymorphism in the solid state. Structures of N-myristoylglycine (NMG) and N-palmitoylglycine (NPG) were solved in monoclinic system with C2/c and P21 space groups, respectively. Analysis of the crystal structures show that NAGs are organized in a bilayer fashion, with head-to-head (and tail-to-tail) arrangement of molecules. The acyl chains in both structures are essentially perpendicular to the bilayer plane, which is consistent with a lack of odd-even alternation in the thermodynamic properties. The bilayer is stabilized by strong hydrogen bonding interactions between COOH groups of the molecules from opposite leaflets as well as N-H···O hydrogen bonds between the amide groups of adjacent molecules in the same leaflet and dispersion interactions among the acyl chains. Powder X-ray diffraction data show that the d-spacings for the NAGs with different acyl chains (n = 8-20) exhibit a linear dependence on the chain length, suggesting that all the NAGs investigated here adopt a similar packing arrangement in the crystal lattice. These observations are relevant for understanding the role of N-acylglycines in biological membranes.
