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35418-58-7

35418-58-7 Structure

35418-58-7 Structure
IdentificationBack Directory
[Name]

1-PalMitoyl-2-arachidoyllecithin
[CAS]

35418-58-7
[Synonyms]

IIZPXYDJLKNOIY-JXPKJXOSSA-N
1-PalMitoyl-2-arachidoyllecithin
1-Palmitoyl-2-Arachidonoyl-sn-glycero-3-PC
[Molecular Formula]

C44H80NO8P
[MDL Number]

MFCD00171671
[MOL File]

35418-58-7.mol
[Molecular Weight]

782.082
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

Chloroform: Soluble
[form ]

liquid
[color ]

Colorless to light yellow
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

63-20-22-36/38-40-48/20/22-67
[Safety Statements ]

26-36/37
[RIDADR ]

UN 1888 6.1 / PGIII
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

1-Palmitoyl-2-arachidonoyl-sn-glycero-3-PC (PAPC) is a phospholipid containing palmitic acid (16:0) and arachidonic acid (20:4) at the sn-1 and sn-2 positions, respectively, that is found in biological membranes. PAPC is oxidized in vivo, and its oxidation products are involved in chronic inflammation and vascular disease. PAPC has been used to study signaling of oxidized phospholipids. Levels of PAPC are decreased in isolated human multiple myeloma cells.
[Uses]

16:0-20:4 PC is suitable for use:
  • in the preparation of auto-oxidised phospholipid for electrospray ionisation mass spectroscopic (ESI-MS) analysis
  • in liposome preparation for the treatment of organoid
  • as antigen in enzyme linked immunosorbent assay (ELISA) for the detection of autoantibodies to phospholipids

[Uses]

1-Palmitoyl-2-arachidoyllecithin, is a phospholipid, that can be used for the studies, and elevation of autoantibodies against oxidized palmitoyl arachidonoyl phosphocholine in patients with hypertension and myocardial infarction.
[General Description]

Phosphatidylcholine (PC) is one of the major glycerophospholipids of the eukaryotic membranes. PC is zwitterionic. PC is synthesized via two pathways in higher eukaryotes like the triple methylation of phosphatidylethanolamine and the cytidine diphosphate (CDP)-choline pathway.
[Biochem/physiol Actions]

Phosphatidylcholine (PC) is essential for maintaining the structure and functions of the membrane. PC is the substrate for sphingomyelin synthesis. PC is the precursor for various second messenger like phosphatidic acid, lysophosphatidic acid, diacylglycerol. PC is the dominant phospholipid present in cancer and neo-neoplastic tissues. Level of 16:0-20:4 PC is less in multiple myeloma cells than in normal plasma cells.
[References]

[1] PETER BRETSCHER. Phospholipid oxidation generates potent anti-inflammatory lipid mediators that mimic structurally related pro-resolving eicosanoids by activating Nrf2.[J]. EMBO Molecular Medicine, 2015, 7 5: 593-607. DOI: 10.15252/emmm.201404702
[2] YURY I. MILLER J S. Context-Dependent Role of Oxidized Lipids and Lipoproteins in Inflammation[J]. Trends in Endocrinology & Metabolism, 2017, 31 1: 143-152. DOI: 10.1016/j.tem.2016.11.002
[3] B GABRIEL GUGIU. Protein targets of oxidized phospholipids in endothelial cells.[J]. Journal of Lipid Research, 2008, 49 3: 510-520. DOI: 10.1194/jlr.m700264-jlr200
[4] MD AMIR HOSSEN. Decreased level of phosphatidylcholine (16:0/20:4) in multiple myeloma cells compared to plasma cells: a single-cell MALDI–IMS approach[J]. Analytical and Bioanalytical Chemistry, 2015, 407 18: 5273-5280. DOI: 10.1007/s00216-015-8741-z
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