96868-38-1

Upstream product

• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 6068-28-6 tosylate de n-hexadecyle 
• 112-82-3 hexadecanyl bromide 
• 100-44-7 benzyl chloride 
• 15028-56-5 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 6076-35-3 1,2-dihexadecylglycerol 
• 70077-48-4 α,β-Di-O-hexadecyl-α¹-O-tosyl glycerol 

Relevant academic research and scientific papers

Langmuir-Blodgett film formation of succinic acid half-esters containing double long alkoxy chains

Two types of half-esters of succinic acid have been prepared. One contains a 1,2-dialkylated glyceryl group, while the other has a normal alkyl group as the hydrophobic group. The mono-molecular films of the half-esters developed at the air-water interface were evaluated by π-A curves. Multilayer Langmuir-Blodgett (L-B) films deposited on the substrate are discussed in terms of pinhole defects. Influences of the surface pressure on accumulation, the number of layers, and the chain length of the lipophilic group are analysed. The L-B film made from the double-chained homologues possessed fewer pinhole defects compared with that composed of the single-chained one.

A 1,2-O-double-hexadecyl-rac-glycerol synthesis method (by machine translation)

The invention discloses a 1,2-O-double-hexadecyl-rac-glycerol synthesis method, comprises first acetone mixed with the glycerine, to the toluene sulfonic acid as catalyst synthesis acetone compression glycerin, and then the acetone compression glycerin C1 hydroxy benzyl protection for 1-phenylmethyl -2,3-isopropylidene-rac-glycerin, then using a certain concentration of hydrochloric acid deprotected, to obtain 3-benzyloxy -1,2-propylene glycol, with the bromo-hexadecane william abdicates reaction occurred 1-O-benzyl -2,3-O-twenty-six alkyl glycerin, finally the hydrogen obtained remove benzyl under the action of a Pd 1,2-O-double-hexadecyl-rac-glycerin. The present invention provides a new synthetic 1,2-O-double-hexadecyl-rac-glycerin ways. (by machine translation)

Supramolecular assemblies of novel aminonucleoside phospholipids and their bonding to nucleic acids

A novel class of aminonucleoside phospholipids has been developed. These molecules could spontaneously assemble into supramolecular structures including multilamellar organization, hydrogels, superhelical strands, and vesicles. Their ability to bind to DNA by hydrogen bonding and π-π stacking interactions was investigated by many means. This journal is

Synthesis and vesicle formation from dimeric pseudoglyceryl lipids with (CH2)m spacers: Pronounced m-value dependence of thermal properties, vesicle fusion, and cholesterol complexation

Eight new dimeric lipids, in which the two Me2N+ ion headgroups are separated by a variable number of polymethylene units [-(CH2)m-], have been synthesized. The electron micrograph (TEM) and dynamic light scattering (DLS) of their aqueous dispersions confirmed the formation of vesicular-type aggregates. The vesicle sizes and morphologies were found to depend strongly on the m value, the method, and thermal history of the vesicle preparation. Information on the thermotropic properties of the resulting vesicles was obtained from microcalorimetry and temperature-dependent fluorescence anisotropy measurements. Interestingly, the Tm values for these vesicles revealed a nonlinear dependence on spacer chain length (m value). These vesicles were able to entrap riboflavin. The rates of permeation of the OH- ion under an imposed transmembrane pH gradient were also found to depend significantly on the m value. X-Ray diffraction of the cast films of the lipid dispersions elucidated the nature and the thickness of these membrane organizations, and it was revealed that these lipids organize in three different ways depending on the m value. The EPR spin-probe method with the doxylstearic acids 5NS, 12NS, and 16NS, spin-labeled at various positions of stearic acid, was used to establish the chain-flexibility gradient and homogeneity of these bilayer assemblies. The apparent fusogenic propensities of these bipolar tetraether lipids were investigated in the presence of Na2SO4 with fluorescence-resonance energy-transfer fusion assay. Small unilamellar vesicles formed from 1 and three representative biscationic lipids were also studied with fluorescence anisotropy and 1H NMR spectroscopic techniques in the absence and the presence of varying amounts of cholesterol.

Synthesis and vesicle formation from novel pseudoglyceryl dimeric lipids. Evidence of formation of widely different membrane organizations with exceptional thermotropic properties

Eight new bis-cationic dimeric lipids 2a-h have been synthesized; TEM of their aqueous dispersions confirmed the vesicle formation and from the thermal, spectroscopic, DLS and XRD studies it has been revealed that they form three different kinds of membranous aggregate depending on the m-value.

Novel synthetic phospholipid protects lipid bilayers against oxidation damage: Role of hydration layer and bound water

The role of the membrane hydration layer in preventing membrane oxidative damage has been evaluated by comparing bilayers with and without an extended hydration layer. The extended hydration layer was obtained through the use of a novel phospholipid in which polyethylene glycol of 2000 Da molecular mass (PEG2000) was covalently attached to the phosphate headgroup of a phospholipid backbone to form dihexadecylphosphatidyl PEG2000 - α-{[2,3-bis(hexadecyloxy)propoxy](hydroxyphosphinoyl}-ω- methoxypoly(oxyethane-1,2-diyl) monosodium salt. The amount of water bound to free PEG and to the DHP-PEG2000 was determined by differential scanning calorimetry. Small unilamellar liposomes composed of egg phosphatidylcholine and DHP-PEG2000 were prepared. 44% of the phospholipid contained one polyunsaturated acyl chain. Oxidative damage to liposomes after exposure to three different oxidation procedures was measured by the disappearance of polyunsaturated acyl chains, as determined by GC. Oxidation procedures used were: (i) exposure to ionizing γ-irradiation (9200 Gy), for which the grafted PEG2000 provided significant protection against oxidation, with minimal damage to the PEG2000 as determined by 1H NMR and TLC. (ii) Storage for 6 months at 4°C or for 4 months at 4°C followed by 4 d at 37°C, for which the presence of DHP-PEG2000retarded acyl chain peroxidation. (iii) Oxidation of the liposomes by 2,2′-azo(2-amidinopropane) dihydrochloride (a positively charged water-soluble peroxyl radical initiator), for which there was no protection by DHP-PEG2000 (probably due to electrostatic binding of the AAPH to the negatively charged membranes, thereby overriding the hydration layer protection barrier).

Phospholipid derivatives

Phospholipid derivatives resulting from coupling of ascorbic acid to a glycerol ester or ether via a phosphoric acid residue and having antioxidant activity and lipid peroxide inhibiting activity, which have the formula STR1 wherein R1 and R2 represent the same or different and each represents an alkyl or acyl group and neither formula represents any particular configuration nor conformation.