P259
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:
Molecular Weight:
481.65
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
form
powder
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
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.
Preparation Note
20mg of 1-O-Palmityl-sn-glycero-3-phosphocholine dissolves in 1 ml of water.
Other Notes
Inactive form of PAF[C16]
Disclaimer
Hygroscopic
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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