2-Arachidonoyl-1-palmitoyl-sn-glycero-3-phosphocholine (PAPC) - ≥95%, A solution in chloroform , CAS No.35418-58-7

CAS: 35418-58-7 Cat. No.: A353386 Molecular Weight: 782.08

GRADE & PURITY ≥95%, A solution in chloroform

Synonyms

PAPC | 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine | 16:0-20:4 PC | PC(16:0/20:4(5Z,8Z,11Z,14Z)) | PC(16:0/20:4) | 1-Palmitoyl-2-Arachidonoyl-sn-glycero-3-PC

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Application

Drug Delivery, Surface Modification, PEGylation of Protein, Peptide & Oligo

Overview

2-Arachidonoyl-1-palmitoyl-sn-glycero-3-phosphocholine is a phospholipid that contains palmitic acid and arachidonic acid at the sn-1 and sn-2 positions. 2-Arachidonoyl-1-palmitoyl-sn-glycero-3-phosphocholine can be found naturally in biological membranes. In vivo, 2-Arachidonoyl-1-palmitoyl-sn-glycero-3-phosphocholine is oxidized, and its products are involved in chronic inflammation and vascular disease. 2-Arachidonoyl-1-palmitoyl-sn-glycero-3-phosphocholine has been utilized in the studies of oxidized phospholipid signaling. Isolated human myeloma cells showed decreased levels of 2-Arachidonoyl-1-palmitoyl-sn-glycero-3-phosphocholine.

product 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.

application：

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

Biochemical/Physiological Effects：

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.

Specifications

Synonyms

PAPC | 1-hexadecanoyl-2-(5Z, 8Z, 11Z, 14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine | 16:0-20:4 PC | PC(16:0/20:4(5Z, 8Z, 11Z, 14Z)) | PC(16:0/20:4) | 1-Palmitoyl-2-Arachidonoyl-sn-glycero-3-PC

Specifications & Purity

≥95%, A solution in chloroform

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: O=C(CCCCCCCCCCCCCCC)OC[C@@H](OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O
• IUPAC Name: [(2R)-2-hexadecanoyloxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: PUDHBQQGURLBGJ-IVFHWKNFSA-N
• INCHI: 1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,28,30,42H,6-13,15,17-19,22,24,26-27,29,31-41H2,1-5H3/b16-14-,21-20-,25-23-,30-28-/t42-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)COP(=O)([O-])OCC[N+](C)(C)C
• Molecular Weight: 782.08
• Reaxy-Rn: 56934292
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=56934292&ln=

Chemical and Physical Properties

• Solubility: Soluble in chloroform.