1931-78-8

Usage

Uses

Used in Chiral-phase HPLC/MS:
1,3-Propanediol, 2-(hexadecyloxy)is used as a research chemical in chiral-phase high-performance liquid chromatography (HPLC) and mass spectrometry (MS) for the identification and analysis of its alkyl group. The chiral-phase HPLC/MS technique is employed to separate enantiomers, which are molecules that are mirror images of each other, and to determine the structure and purity of the compound. This application is crucial in the development of new pharmaceuticals, agrochemicals, and other chiral compounds, as well as in the study of the stereochemistry of natural products and biological systems.
Used in the Development of New Materials:
Due to its amphiphilic nature, 1,3-Propanediol, 2-(hexadecyloxy)has potential applications in the development of new materials with unique properties. For instance, it can be used as a building block for the synthesis of surfactants, which are compounds that reduce the surface tension between two liquids or between a liquid and a solid. Surfactants are widely used in various industries, such as cosmetics, pharmaceuticals, and food processing, for their emulsifying, stabilizing, and dispersing properties.
Additionally, 1,3-Propanediol, 2-(hexadecyloxy)can be utilized in the design of self-assembling systems, such as micelles, liposomes, and hydrogels, which have applications in drug delivery, tissue engineering, and nanotechnology. The ability of 1,3-Propanediol, 2-(hexadecyloxy)- to interact with both hydrophilic and lipophilic molecules makes it a promising candidate for the development of novel materials with tailored properties and functions.

Upstream product

• 544-77-4 1-iodohexadecane 
• 1708-40-3 2-phenyl-[1,3]dioxan-5-ol 
• 6972-79-8 dibenzyl glycerol 
• 112-82-3 hexadecanyl bromide 
• 36653-82-4 1-Hexadecanol 
• 20779-14-0 methanesulfonic acid hexadecyl ester 
• 26524-46-9 2-O-hexadecyl-1,3-O-benzylideneglycerol 

Downstream Products

• 18678-95-0 1-O-Benzyl-2-O-hexadecylglycerol 
• 90863-30-2 2-(4-Heptyloxy-phenyl)-5-hexadecyloxy-[1,3]dioxane 
• 81220-98-6 2-(4-Heptyloxy-phenyl)-5-hexadecyloxy-[1,3]dioxane 
• 81220-97-5 4-(5-Hexadecyloxy-[1,3]dioxan-2-yl)-benzonitrile 
• 81220-97-5 4-(5-Hexadecyloxy-[1,3]dioxan-2-yl)-benzonitrile 
• 74156-64-2 1-O-Benzyl-2-O-hexadecylglycero-3-phosphorsaeure-3'-trimethylammoniumpropylester 
• 17364-26-0 rac.1-O-Benzyl-2-O-hexadecylglycero-3-phosphocholin 
• 72487-75-3 2-O-Hexadecyl-1-O-tosyl-glycerin 
• 67152-40-3 1-triphenylmethyl-2-hexadecylglycerol 
• 119039-30-4 Ditrityl-β-chimylalkohol 

Relevant academic research and scientific papers

Sterol-modified phospholipids: Cholesterol and phospholipid chimeras with improved biomembrane properties

We synthesized a family of sterol-modified glycerophospholipids (SML) in which the sn-1 or sn-2 position is covalently attached to cholesterol and the alternative position contains an aliphatic chain. The SML were used to explore how anchoring cholesterol to a phospholipid affects cholesterol behavior in a bilayer. Notably, cholesterol in the SML retains the membrane condensing properties of free cholesterol regardless of the chemistry or position of its attachment to the glycerol moiety of the phospholipid. SMLs by themselves formed liposomes upon hydration and in mixtures between an SML and diacylglycerophospholipids (C14 to C18 chain length) the thermotropic phase transition is eliminated at the SML equivalent of about 30 mol % free cholesterol. Osmotic-induced contents leakage from SML (C14-C18) liposomes depends upon the linkage and position of cholesterol but in general is similar to that observed in 3/2 diacylphosphatidylcholine/cholesterol (mole ratio) liposomes. SML liposomes are exceptionally resistant to contents release in the presence of serum at 37°C. This is probably due to the fact that SML exchange between bilayers is more than 100 fold less than the exchange rate of free cholesterol in the same conditions. Importantly, SML liposomes containing doxorubicin are as effective in treating the murine C26 colon carcinoma as Doxil, a commercial liposome doxorubicin formulation. SMLs stabilize bilayers but do not exchange and hence provide a new tool for biophysical studies on membranes. They may improve liposomal drug delivery in organs predisposed to the extraction of free cholesterol from bilayers, such as the skin, lung, or blood.

Hair growers

The present invention provides a hair growth promoting composition having an excellent hair growth promoting effect. The hair promoting composition comprises, as an effective ingredient, a composition expressed by following Formula (I): wherein one of R1 to R4 is selected from a group of C14-22 alkyl, C14-22 alkoxy and C14-22 acyloxy groups, and the others are selected from a group of H, OH, C1-3 alkyl and C1-3 alkoxy groups; and when R1 is C14-22 alkoxy group and one of R2 and R4 is C1-3 alkoxy group, R3 is H, C1-3 alkyl or C1-3 alkoxy group; and when R1 is C14-22 acyloxy group, at least one of R2 to R4 is C1-3 alkoxy group.

Homologues and isomers of noladin ether, a putative novel endocannabinoid: Interaction with rat cannabinoid CB1 receptors

Two regioisomers and 13 analogues of the putative endocannabinoid noladin ether (2-arachidonyl glyceryl ether, 2-AGE, 1) were synthesized and tested for their interaction with CB1 receptors in rat brain membranes. The results showed that a C-20 tetra-unsaturated moiety is necessary for high affinity, and that a series of alkyl glyceryl ethers of potential occurrence in brain tissues have less affinity than 2-AGE for CB1 receptors.

Synthesis and biological activities of 2- arachidonoylglycerol, an endogenous cannabinoid receptor ligand, and its metabolically stable ether-linked analogues

We synthesized 2-arachidonoylglycerol (1), an endogenous cannabinoid receptor ligand, and its metabolically stable ether- linked analogues. Compound 1 was synthesized from 1,3- benzylideneglycerol (6) and arachidonic acid in the presence of N,N'-dicyclohexylcarbodiimide and 4-dimethylaminopyridine followed by treatment with boric acid and trimethyl borate. An ether-linked analogue of 2-arachidonoylglycerol (2) was synthesized from 6 and 5,8,11,14-eicosatetraenyl iodide (9). The ether-linked analogues of 2-palmitoylglycerol (4) and 2- oleoyglycerol (5) were synthesized from 6 and hexadecyl iodide (12) and 9-octadecenyl iodide (14), respectively. We confirmed that 1 stimulates NG108-15 cells to induce rapid transient elevation of the intracellular free Ca2+ concentrations through a CB1 receptor-dependent mechanism. Noticeably, 2 exhibited appreciable agonistic activity, although its activity was significantly lower than that of 1. Compound 2 would be a useful tool in exploring the physiological significance of 1, because this compound is resistant to hydrolyzing enzymes in contrast to 1. On the other hand, the ether-linked analogues of either 4 or 5 failed to act as a CB1 receptor agonist. Compounds 4 and 5 would also be valuable as control molecules in experiments where 2 is employed.

Anomeric O-alkylation, 15: New 2/1-type surfactants by anomeric O-alkylation of mannofuranose

New 2/1-type surfactants were synthesized from glycerol derivatives 2a-e having a long-chain 2-O-alkyl substituent. Transformation of 2a-d into 1,3-di-O-trifluoromethanesulfonates 4a-d and their use in anomeric O-alkylation of mannofuranose 7 afforded aft

NEW POTENTIAL IMMUNOENHANCING COMPOUNDS. II. SYNTHESES OF 1-DEOXY-1-THIOPHOSPHATIDYLCHOLINE DERIVATIVES

The syntheses of four 1-deoxy-1-thiophosphatidylcholine derivatives are described.

Synthesis of Some Spin-labelled Glycerophospholipids

In continuation of previous work on the synthesis of glycerophospholipids containing hydrophobic residues, linked by ether-like bonds, the authors describe the synthesis of such spin-labelled lipids intended for subsequent ESR spectroscopic investigations