26853-31-6

Usage

Uses

Used in Liposome Preparation:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine is used as a component in the preparation of liposomes for various applications, such as the encapsulation of muramyl tripeptide and the preparation of membrane scaffold protein 1 nanodisc.
Used in the Study of Liposomes:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine is used as a model lipid to study the effects of non-ionic detergent on liposomes, which can lead to the development of tubular protrusions, indentations, and eventually, the bursting of liposomes at higher detergent concentrations.
Used as a Biological Marker:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine acts as a regulator of various enzyme activities and can be used as a biological marker to indicate pathological states.
Used in the Synthesis of Reconstituted High-Density Lipoproteins:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine may be used in the synthesis of discoidal reconstituted high-density lipoproteins.
Used in the Study of AMPA Receptor Subunit GluR1 Expression:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPhtCho) has been shown to decrease the expression of α-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) receptor subunit GluR1 on the plasma membrane of the CA1 region of rat hippocampal slices.
Used in Biophysical Experiments and Cell Membrane Mimicry:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine is an important phospholipid for biophysical experiments and has been used to study various subjects such as lipid rafts. It is also used in systems mimicking the cell membrane, such as Nanodiscs.
Used in Pharmaceutical Applications:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine is used in the pharmaceutical industry for the development of drug delivery systems, aiming to improve the delivery, bioavailability, and therapeutic outcomes of various drugs.
Used in the Cosmetics Industry:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine is used in the cosmetics industry for its emulsifying and stabilizing properties, contributing to the formulation of creams, lotions, and other skincare products.
Used in the Food Industry:
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine is used in the food industry as an additive to improve the texture, stability, and shelf life of various products.

Biochem/physiol Actions

1-palmitoyl-2-oleoyl-glycero-3-phosphocholine (POPC)or 16:0-18:1 PC plays an important role as a lung surfactant and reduces surface tension. POPC mimics natural cell membrane and may be useful for unsaturated lipids oxidation studies. Its interaction with ozone leads to oxidative decomposition at the oleoyl strand C-C moiety.

InChI:InChI=1/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20+/t40-/m1/s1

Upstream product

• 987-78-0 citicoline 
• 29541-66-0 1-O-palmitoyl-2-[(9z)-octadenoyl]-glycerol 
• 623-65-4 palmitic anhydride 
• 103634-10-2 1-trityl-2-(octadec-cis-9-enoyl)-sn-glycero-3-phosphocholine 
• 10015-87-9 2-O-oleoyl-1-O-palmitoyl-3-O-phosphoryl-sn-glycerol 
• 7220-34-0 1-palmitoyl-2-lyso-sn-glycero-3-phosphatidic acid 
• 256494-17-4 1-O-palmitoyl-3-[methyl α-(2,4-dinitrophenyl)acetate]glycerol 
• 1487-50-9 1-O-hexadecanoyl-3-O-benzyl-sn-glycerol 
• 57-10-3 1-hexadecylcarboxylic acid 
• 112-80-1 cis-Octadecenoic acid 
• 17364-18-0 1-palmitoyllysophosphatidylcholine 
• 74-88-4 methyl iodide 
• 1490-20-6 (Z)-Octadec-9-enoic acid (R)-2-[(2-dimethylamino-ethoxy)-hydroxy-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester 
• 1455-05-6 2-chloroethyl phosphorodichloridate 

Downstream Products

• 17364-16-8 1-palmitoyl-sn-glycero-3-phosphocholine 
• 22248-65-3 2-(octadec-cis-9-enoyl)-sn-glycero-3-phosphocholine 
• 19420-56-5 1-oleoyl-L-lysophosphatidylcholine 
• 1490-20-6 (Z)-Octadec-9-enoic acid (R)-2-[(2-dimethylamino-ethoxy)-hydroxy-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester 

Relevant academic research and scientific papers

Treatment of age-related memory impairment

Symptoms, including biochemical correlates, of age-related memory loss (ARML) in a mammal are beneficially affected by administering to the mammal small doses of bodies, such as liposomes, of a size resembling that of mammalian cells, the bodies having phosphate glycerol head groups presented exteriorly on their surfaces. Preferred are liposomes comprised of 50-100% phosphatidylglycerol, with the phosphoglycerol headgroups thereof exteriorly presented.

Synthesis of Benzophenone-Containing Analogues of Phosphatidylcholine

As part of a collaborative study of cellular efflux of cholesterol and phospholipids, photoactivable analogues 4-8 of phosphatidylcholine (PC) having benzophenone groups in the choline moiety and at the end of the C2 and C1 alkyl chains have been synthesized. The efficient preparation via Suzuki coupling of the appropriate long-chain benzophenone-containing carboxylic acid and alcohol and their incorporation by adaptation of known approaches into the acyl- and ether-linked PC analogues 6-8 are described. Development of a method for radiolabeling these PC analogues, via hydrogenation of a double bond in modified side chains, is also described.

Synthesis of a small library of mixed-acid phospholipids from D-mannitol as a homochiral starting material

Synthesis of a series of mixed-acid phospholipids containing a polyunsaturated fatty acid using a newly protecting strategy are described. Thus, benzyl and methyl α-(2,4-dinitrophenyl)acetic acid which were respectively removed by BCl3 and 354 nm light are used as protecting groups.

Method of lowering the viscosity of mucus

The use of phospholipids of the following formula to reduce the viscosity of mucus in a patient is described: STR1 wherein one of X, Y, or Z represent: STR2 in which each R represents hydrogen or methyl, and each of the other two of X, Y, or Z represents --CO--R1 in which R1 represents linear or branched C11-21 alkyl or C11-21 alkenyl, unsubstituted or substituted with one or more substituents selected from the group consisting of halo, C1-6 linear or branched alkoxy or cyano.

Liposome-Mediated Enzymatic Synthesis of Phosphatidylcholine as an Approach to Self-Replicating Liposomes

The four enzymes of the salvage pathway for phosphatidylcholine synthesis sn-glycerol-3-phosphate acyltransferase, 1-acyl-sn-glycerol-3-phosphate acyltransferase, phosphatidate phosphatase, and cytidinediphosphocholine phosphocholinetransferase were simul

Single-stage process for preparing mixed-substituted 1,2-diacyl-sn-clycero-3-phosphocholines

Single-stage process for preparing mixed-substituted enantiomerically pure 1,2-diacyl-sn-glycero-3-phosphocholines of general formula I STR1 in which R1 and R2 are different and independently of each other denote a substituted or uns

Derivatives of glycerophosphocholine and glycerophosphoethanolamine, their preparation and their use

The invention relates to new triphenylmethyl derivatives of sn-glycero-3-phosphocholine and sn-glycero-3-phosphoethanolamine of the general formula STR1 in which T denotes a triphenylmethyl group which is unsubstituted or monosubstituted or polysubstitute