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P259

Sigma-Aldrich

1-O-Palmityl-sn-glycero-3-phosphocholine

powder

Synonym(s):

1-Hexadecyl-sn-glycero-3-phosphocholine, 3-sn-Lysophosphatidylcholine, 1-hexadecyl, Lyso-PAF-C16, Lyso-platelet activating factor

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About This Item

Empirical Formula (Hill Notation):
C24H52NO6P
CAS Number:
52691-62-0
Molecular Weight:
481.65
MDL number:
MFCD00042932
UNSPSC Code:
12352200
PubChem Substance ID:
329820142

form

powder

Quality Level

100

color

white

solubility

H2O: 20 mg/mL

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(OCC[N+](C)(C)C)=O)([H])COCCCCCCCCCCCCCCCC

InChI

1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3/t24-/m1/s1

InChI key

VLBPIWYTPAXCFJ-XMMPIXPASA-N

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Application

1-O-Palmityl-sn-glycero-3-phosphocholine also known as Lyso-PAF-(C16) can be used as a standard in the assay of platelet-activating factor.

Biochem/physiol Actions

Accumulation of lyso-PAF in atherogenic aortas may lead to unregulated PAF formation and can cause atherosclerosis.

Caution

Hygroscopic

Linkage

Inactive form of PAF[C16]

Preparation Note

20mg of 1-O-Palmityl-sn-glycero-3-phosphocholine dissolves in 1 ml of water.

replaced by

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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J X Kang et al.
The Biochemical journal, 303 ( Pt 3), 795-802 (1994-11-01)
Radioligand-binding studies were performed in primary cultured human airway epithelial cells with [3H]PAF to determine whether these cells express platelet-activating factor (PAF) receptors. Scatchard analysis of PAF binding data revealed a single class of PAF binding sites with Kd 1.8
J K Mickelson et al.
Journal of molecular and cellular cardiology, 20(6), 547-561 (1988-06-01)
Myocardial injury was produced in separated groups of anesthetized rabbits by occlusion of the left circumflex coronary artery for 1 h followed by reperfusion for 2, 4, or 6 h after release of the occlusive ligature. The ischemically-injured and reperfused
G Montrucchio et al.
The American journal of pathology, 153(5), 1589-1596 (1998-11-12)
This study investigated the presence of platelet-activating factor (PAF) in the lipid extracts of 18 primary breast carcinomas and 20 control breast tissues. The amount of PAF detected in breast carcinomas was significantly higher than in controls. The mass spectrometric
C G Qian et al.
Journal of lipid mediators, 1(2), 113-123 (1989-03-01)
Suspensions of neonatal rat myocytes were used to investigate the metabolism of [3H]PAF (1-alkyl-2-acetyl-(sn-glycero-3-phosphocholine) (GPC] and [3H]alkyllyso-GPC. [3H]Alkylacyl-GPC consisting of molecular species with four or more double bonds (87%) was the major metabolite formed when either [3H]PAF (4 x 10(-6)
R A Erger et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 45(6), 265-267 (1996-06-01)
Multiple molecular species of the eosinophil chemoattractant platelet activating factor (PAF) are produced as a result of inflammatory processes. We therefore compared the ability of three naturally occurring PAF species (C16:0, C18:0, and C18:1), which only varied at carbon 1

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