1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

Synonym(s):PC(16:0/0:0);L-α-Palmitoyl-lysophosphatidylcholine;L-γ-Palmitoyl-α-lysolecithin;1-Hexadecanoyl-sn-glycero-3-phosphocholine;1-hexadecanoyl-sn-glycero-3-phosphocholine; PC(16:0/0:0)

CAS NO.：17364-16-8
Empirical Formula: C24H50NO7P
Molecular Weight: 495.63
MDL number: MFCD00036904
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 20:33:22

1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Structural

What is 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE?

Description

1-Palmitoyl-2-hydroxy-sn-glycero-3-PC is the ubiquitous lipid species generated following phospholipase A₂ (PLA₂) hydrolysis of phosphatidylcholine. It increases the production of reactive oxygen species (ROS) and decreases superoxide dismutase (SOD) and endothelial nitric oxide synthase (eNOS) protein levels and phosphorylation of ERK1/2 in human umbilical vein endothelial cells (HUVECs) when used at a concentration of 125 μM. 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC potentiates the secretion of IL-6, IL-1β, IL-12, and TNF-α in LPS-stimulated M1 macrophages, but has no effect on CD163, CD206, CD36, or IL-10 in LPS-stimulated M2 macrophages when used at concentrations of 0.3 and 1.0 μM. It increases TGF-β1 production and enhances Foxp3 protein levels in T_reg cells in isolated human peripheral blood when used at a concentration of 10 μM. 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC enhances neutrophil function, bacterial clearance, and survival in mouse models of sepsis when administered at a dose of 10 mg/kg.

Chemical properties

White Solid

The Uses of 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

A lipid biomarker for stable and unstable heart disease.

The Uses of 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

16:0 Lyso PC has been used to reveal the central role of the adipocyte inflammasome in homocysteine-induced insulin resistance. It has also been used for lipid extraction and mass spectrometry analysis.

What are the applications of Application

1-Palmitoyl-sn-glycero-3-phosphocholine is a phosphocholine for fluorescent probe design

Definition

ChEBI: 1-hexadecanoyl-sn-glycero-3-phosphocholine is a lysophosphatidylcholine 16:0 in which a hexadecanoyl (palmitoyl) group is attached to the glycero moiety at position 1. It has a role as a mouse metabolite. It is a lysophosphatidylcholine 16:0 and a 1-O-acyl-sn-glycero-3-phosphocholine.

Biochem/physiol Actions

1-Palmitoyl-sn-glycero-3-phosphocholine may be used as a substrate to identify, differentiate and characterize lysophosphocholine acyl transferases.

Properties of 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

Melting point:	253 °C
storage temp.	-20°C
solubility	Chloroform (Slightly), Methanol (Slightly, Heated)
form	Solid
color	White to Off-White
BRN	5385682

Safety information for 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H331:Acute toxicity,inhalation H336:Specific target organ toxicity,single exposure; Narcotic effects H351:Carcinogenicity H372:Specific target organ toxicity, repeated exposure H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P201:Obtain special instructions before use. P273:Avoid release to the environment. P302+P352:IF ON SKIN: wash with plenty of soap and water. P308+P313:IF exposed or concerned: Get medical advice/attention.