17364-16-8 Usage
Description
1-Palmitoyl-SN-Glycero-3-Phosphocholine, also known as 1-Palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine or 16:0 Lyso PC, is a ubiquitous lipid species generated following phospholipase A2 (PLA2) hydrolysis of phosphatidylcholine. It is a white solid with unique chemical properties and plays a significant role in various biological processes.
Uses
Used as a Lipid Biomarker:
1-Palmitoyl-SN-Glycero-3-Phosphocholine is used as a lipid biomarker for stable and unstable heart disease, helping in the diagnosis and monitoring of cardiovascular conditions.
Used in Research on Adipose Tissue Inflammation and Insulin Resistance:
In the field of medical research, 1-Palmitoyl-SN-Glycero-3-Phosphocholine is used to reveal the central role of the adipocyte inflammasome in homocysteine-induced insulin resistance, contributing to a better understanding of the underlying mechanisms of metabolic disorders.
Used in Lipid Extraction and Mass Spectrometry Analysis:
1-Palmitoyl-SN-Glycero-3-Phosphocholine is utilized for lipid extraction and mass spectrometry analysis, enabling researchers to study lipid profiles and their associations with various diseases and biological processes.
Used in Immunology and Inflammation Research:
1-Palmitoyl-SN-Glycero-3-Phosphocholine is used in immunology and inflammation research to investigate its effects on the production of reactive oxygen species (ROS), superoxide dismutase (SOD), endothelial nitric oxide synthase (eNOS), and the secretion of pro-inflammatory cytokines such as IL-6, IL-1β, IL-12, and TNF-α in LPS-stimulated M1 macrophages.
Used in Regulatory T Cell Studies:
In the context of immune regulation, 1-Palmitoyl-SN-Glycero-3-Phosphocholine is used to study its impact on TGF-β1 production and Foxp3 protein levels in Treg cells, which are crucial for maintaining immune tolerance and preventing autoimmunity.
Used in Sepsis and Innate Immune Response Research:
1-Palmitoyl-SN-Glycero-3-Phosphocholine is used in sepsis and innate immune response research to explore its role in enhancing neutrophil function, bacterial clearance, and survival in mouse models of sepsis, providing insights into potential therapeutic approaches for the management of this critical condition.
Biochem/physiol Actions
1-Palmitoyl-sn-glycero-3-phosphocholine may be used as a substrate to identify, differentiate and characterize lysophosphocholine acyl transferases.
Check Digit Verification of cas no
The CAS Registry Mumber 17364-16-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,3,6 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 17364-16:
(7*1)+(6*7)+(5*3)+(4*6)+(3*4)+(2*1)+(1*6)=108
108 % 10 = 8
So 17364-16-8 is a valid CAS Registry Number.
InChI:InChI=1/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1
17364-16-8Relevant articles and documents
Lytic reactions of drugs with lipid membranes
Britt, Hannah M.,García-Herrero, Clara A.,Denny, Paul W.,Mosely, Jackie A.,Sanderson, John M.
, p. 674 - 680 (2019/01/24)
Propranolol is shown to undergo lipidation reactions in three types of lipid membrane: (1) synthetic single-component glycerophospholipid liposomes; (2) liposomes formed from complex lipid mixtures extracted from E. coli or liver cells; and (3) in cellulo in Hep G2 cells. Fourteen different lipidated propranolol homologues were identified in extracts from Hep G2 cells cultured in a medium supplemented with propranolol. This isolation of lipidated drug molecules from liver cells demonstrates a new drug reactivity in living systems. Acyl transfer from lipids to the alcoholic group of propranolol was favoured over transfer to the secondary amine. Migration of acyl groups from the alcohol to the amine was diminished. Other drugs that were examined did not form detectable levels of lipidation products, but many of these drugs did affect the lysolipid levels in model membranes. The propensity for a compound to induce lysolipid formation in a model system was found to be a predictor for phospholipidosis activity in cellulo.
Synthetic access to arsenic-containing phosphatidylcholines
Guttenberger, Nikolaus,Glabonjat, Ronald A.,Tassoti, Sebastian,Francesconi, Kevin A.
supporting information, p. 2651 - 2653 (2017/06/14)
We wish to disclose the first synthesis of 1-O-hexadecanoyl-2-O-((15-(dimethylarsinoyl)pentadecanoyl)oxy)-sn-glycero-3-phosphocholine, which belongs to the group of arsenic-containing phosphatidylcholines (AsPCs), recently discovered in herring caviar. The synthesized product will serve as a model compound to study biological and toxicological properties of arsenolipids in food.
Peptidophospholipids: Synthesis, phospholipase A2 catalyzed hydrolysis, and application to development of phospholipid prodrugs
Rosseto, Renato,Hajdu, Joseph
, p. 110 - 116 (2014/07/08)
New phospholipid analogues incorporating sn-2-peptide substituents have been prepared to probe the fundamental structural requirements for phospholipase A2 catalyzed hydrolysis of PLA2-directed synthetic substrates. Two structurally
