POPC Chemical Properties

Melting point:

-3 °C

storage temp. 

-20°C

solubility 

Ethanol: 25mg/ml

form 

A crystalline solid

color 

White to off-white

BRN 

4173237

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

1-8-10

MSDS

• Language:English Provider:SigmaAldrich

POPC Usage And Synthesis

Description

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC (POPC) is a phospholipid containing 16:0 and 18:1 fatty acids at the sn-1 and sn-2 positions, respectively. It belongs to a class of phospholipids that are a major component of biological membranes. This compound can be used for liposome production in order to study the properties of lipid bilayers.

Description

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPhtCho), is a phosphatidylcholine, that belongs to a class of phospholipids that are a major component of biological membranes. This compound 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 CA1 region of rat hippocampal slices.

Uses

16:0-18:1 PC has been used in the preparation of liposomes for the muramyl tripeptide encapsulation. It has also been used in the preparation of membrane scaffold protein 1 nanodisc. 16:0-18:1 PC may be used in the synthesis of discoidal reconstituted high-density lipoproteins.

Uses

The effect of non-ionic detergent on liposomes was studied with giant POPC liposomes. Increasing concentrations of detergent cause tubular protrusions, then indentations, to develop on spherical liposomes. At higher detergent concentrations, the liposomes burst.

Uses

Glycerophospholipids act as regulators of various enzyme activities, and can be used as biological markers to indicate pathological states.

Application

POPC is an important phospholipid for biophysical experiments and has been used to study various subjects such as lipid rafts. POPC is also used in systems mimicking the cell membrane such as Nanodiscs. It is available commercially synthetically and is naturally present in eukaryotic cell membranes.

Definition

ChEBI: 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a phosphatidylcholine 34:1 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z-octadecenoyl (oleoyl) respectively. It has a role as a mouse metabolite. It is a phosphatidylcholine 34:1 and a 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine betaine. It is functionally related to a hexadecanoic acid and an oleic acid.

General Description

POPC is typically considered one of the model lipids for biophysical experiments. The fatty acid composition, i.e., saturated chain in the sn-1 position and unsaturated chain in the sn-2 position, mimics mammalian phospholipid composition. Since the major constituent in Egg PC is 1-palmitoyl-2-oleoyl PC, POPC is an excellent synthetic substitute for EPC.

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.

POPC(26853-31-6)Related Product Information

• ELAIDIC ACID METHYL ESTER
• 1-O-HEXADECYL-SN-GLYCEROL
• 1-MYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• Choline hydroxide
• L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, LAUROYL
• 1,2-DIHEXANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• ELAIDIC ACID
• ELAIDIC ACID ETHYL ESTER
• Tetramethylammonium hydroxide pentahydrate
• 2-[[(2R)-3-decanoyloxy-2-hydroxypropoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
• PALMITELAIDIC ACID
• 1-HEXADECANOYL-2-[CIS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOETHANOLAMINE
• 1,2-1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• L-ALPHA-LECITHIN
• L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, CAPROYL
• 1-O-HEXADECYL-2-O-METHYL-SN-GLYCERYL-3-PHOSPHORYLCHOLINE
• 1-OCTADECANOYL-2-[CIS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE
• 1-HEXADECYL LYSOPHOSPHATIDIC ACID