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Merck
CN

850459C

Avanti

16:0-20:4 PC

Avanti Research™ - A Croda Brand

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C44H80NO8P
CAS Number:
35418-58-7
Molecular Weight:
782.08
MDL number:
MFCD00171671
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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description

1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine, chloroform

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850459C-25mg)
pkg of 2 × 4 mL (850459C-200mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

10 mg/mL (850459C-25mg)
25 mg/mL (850459C-200mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[P](=O)([O-])(OC[C@H](OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OCC[N+](C)(C)C

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

InChI key

PUDHBQQGURLBGJ-IVFHWKNFSA-N

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.

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

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.

Packaging

5 mL Clear Glass Sealed Ampule (850459C-200mg)
5 mL Clear Glass Sealed Ampule (850459C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system, Liver,Kidney

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品
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Autoantibodies to oxidized low density lipoprotein in relation with coronary artery disease
Soto Y, et al.
Human Antibodies, 18(3), 109-117 (2009)
Mohamad Navab et al.
Circulation, 109(25), 3215-3220 (2004-06-16)
These studies were designed to determine the mechanism of action of an oral apolipoprotein (apo) A-I mimetic peptide, D-4F, which previously was shown to dramatically reduce atherosclerosis in mice. Twenty minutes after 500 microg of D-4F was given orally to
Identification of oxidized phospholipids by electrospray ionization mass spectrometry and LC-MS using a QQLIT instrument
Spickett CM, et al.
Free Radical Res. Commun., 51(12), 2133-2149 (2011)
Phospholipid remodeling and cholesterol availability regulate intestinal stemness and tumorigenesis
Wang B, et al.
Cell Stem Cell, 22(2), 206-220 (2018)
Decreased level of phosphatidylcholine (16: 0/20: 4) in multiple myeloma cells compared to plasma cells: a single-cell MALDI-IMS approach
Hossen MD, et al.
Analytical and Bioanalytical Chemistry, 407(18), 5273-5280 (2015)
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