19698-29-4

Basic information

• Product Name: 2,3-bis(palmitoyloxy)propyl dihydrogen phosphate
• Synonyms: Dipalmitoylphosphatidic acid; 2,3-Bis(palmitoyloxy)propyl dihydrogen phosphate; Palmitin, 1,2-di-, dihydrogen phosphate
• CAS NO: 19698-29-4
• Molecular Formula: C₃₅H₆₉O₈P
• Molecular Weight: 648.896
• EINECS: 243-238-2
• Mol File: 19698-29-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2,3-bis(palmitoyloxy)propyl dihydrogen phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-bis(palmitoyloxy)propyl dihydrogen phosphate(19698-29-4)
• EPA Substance Registry System: 2,3-bis(palmitoyloxy)propyl dihydrogen phosphate(19698-29-4)

Safety Data

• Hazardous Substances Data: 19698-29-4(Hazardous Substances Data)

Usage

General Description

2,3-Bis(palmitoyloxy)propyl dihydrogen phosphate is a chemical compound that is often used as an ingredient in skincare and cosmetic products. It is a phospholipid derivative and is derived from palmitic acid, a common fatty acid found in natural oils and fats. This chemical is used as an emulsifier, surfactant, and moisturizing agent in various personal care products. It helps to improve the texture and spreadability of skincare formulations, and also provides hydration and protective benefits to the skin. Additionally, it has emollient properties that help to soften and smooth the skin, making it a popular ingredient in moisturizers and lotions. Overall, 2,3-Bis(palmitoyloxy)propyl dihydrogen phosphate plays a key role in enhancing the performance and feel of skincare and cosmetic products.

Upstream product

• 76189-96-3 diphenyl 1,2-di-O-palmitoyl-rac-3-glycerophosphate 
• 57-03-4 lysophosphatidic acid 
• 623-65-4 palmitic anhydride 
• 60831-48-3 Hexadecanoic acid 2-[bis-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester 
• 1042289-75-7 rac-1,2-dipalmitoylglycerol 
• 75257-10-2 phosphoric acid benzyl ester-(2,3-bis-palmitoyloxy-propyl ester) 
• 158268-08-7 rac-1,2-dipalmitoylglycero-3-phosphodichloride 
• 2644-64-6 1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine 
• 75257-06-6 phosphoric acid dibenzyl ester-(2,3-bis-palmitoyloxy-propyl ester) 
• 75257-03-3 Hexadecanoic acid 2-(bis-benzyloxy-phosphanyloxy)-1-hexadecanoyloxymethyl-ethyl ester 
• 69176-47-2 1,2-di-O-palmitoyl-3-O-benzyl-rac-glycerol 
• 112-67-4 n-hexadecanoyl chloride 

Downstream Products

• 91859-07-3 1-(1,2-dipalmitoyl-sn-glycero-3-phospho)-2-O-benzyl-rac-glycerol 
• 92075-63-3 1,3-di(1,2-dipalmitoyl-sn-glycero-3-phospho)-2-O-benzylglycerol 
• 115290-76-1 C₄₄H₇₉N₃O₁₅P₂^(2-)*2Na⁽¹⁺⁾ 
• 4537-77-3 dipalmitoylphosphatidylglycerol 
• 112-39-0 hexadecanoic acid methyl ester 
• 22002-85-3 1-Palmitoyl-lysophosphatidic acid 

Relevant articles and documents

Influence of model membrane structure on phospholipase D activity

Phospholipase D (PLD) catalyzes the hydrolysis of 1,2-dipalmitoylphosphatidylcholine (DPPC) to 1,2-dipalmitoylphosphatidic acid (DPPA). The influence of substrate (DPPC) structure on the efficiency and rate of the hydrolysis reaction has been investigated in monolayers by grazing incidence X-ray diffraction (GIXD) and polarization-modulated infrared reflection absorption spectroscopy (PM-IRRAS). Spectroscopic analysis of the phosphate groups provides a quantitative estimation of the hydrolysis efficiency. It was found that the PLD activity depends on the substrate structure and exhibits a maximum in the more disordered liquid-expanded phase. Different mixtures of DPPC and DPPA were investigated by GIXD. Phase separation and the presence of two types of condensed phase domains (DPPC-rich and DPPA-rich) were observed. Higher DPPA concentrations inhibit the hydrolysis reaction. The inhibiting DPPA concentration is a function of the monolayer pressure. The inhibition effect of the hydrolysis product depends on the microstructure of the DPPC-rich domains. The tilt angle in DPPC-rich domains decreases with increasing DPPA amount. Such structural changes could be an indication of essential conformational changes in the head group region, which could therefore reduce the accessibility of the POC bond for a PLD attack.

CARBOXYLATED PHOSPHATIDIC ACID ESTERS

Novel compounds of formula in which R1 and R2 are phospholipid fatty acid residues and A is an aliphatic and/or cycloaliphatic hydrocarbon chain optionally substituted by hydroxy and/or further carboxylic functions. The novel compounds are useful for making liposomes of enhanced stability and entrapping capacity.

Synthesis of liponucleotides

A process for the preparation of glycerol di- or triphosphate derivatives comprising coupling the phosphate group of a glycerol monophosphate derivative in which one of the phosphate hydroxyls is replaced by a leaving group, with the terminal phosphate group of a mono- or diphosphate compound or a salt thereof, in the presence of a basic catalyst, under anhydrous conditions.