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Merck
CN

P4904

Platelet Activating Factor-16

≥98%, pro-inflammatory lipid mediator, powder

Synonym(s):

1-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine, 1-O-Palmityl-2-acetyl-sn-glycero-3-phosphocholine monohydrate, 2-Acetyl-1-hexadecyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1-hexadecyl-2-acetyl, PAF(C16), Platelet activating factor

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About This Item

Empirical Formula (Hill Notation):
C26H54NO7P · xH2O
CAS Number:
74389-68-7
Molecular Weight:
523.68 (anhydrous basis)
UNSPSC Code:
12352211
PubChem Substance ID:
24898570
NACRES:
NA.77
Beilstein/REAXYS Number:
3574588
MDL number:
MFCD00150679
Assay:
≥98%
Form:
powder
Quality level:
200

Key Documents

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Product Name

β-Acetyl-γ-O-hexadecyl-L-α-phosphatidylcholine hydrate, ≥98%

Quality Level

200

assay

≥98%

form

powder

storage temp.

−20°C

SMILES string

O.CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O

InChI

1S/C26H54NO7P.H2O/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5;/h26H,6-24H2,1-5H3;1H2/t26-;/m1./s1

InChI key

HFMSDOHEENWULV-UFTMZEDQSA-N

Related Categories

Application

β-Acetyl-γ-O-hexadecyl-L-α-phosphatidylcholine has been used:
  • to study its effects on phagocytic activity and production of superoxide anion in equine alveolar macrophage and blood neutrophils
  • to study its protective effects against cisplatin-induced cell death in a human melanoma cell line in vitro
  • to determine its effects on cervical ripening and leukocyte infiltration in rat models

Biochem/physiol Actions

β-Acetyl-γ-O-hexadecyl-L-α-phosphatidylcholine or platelet-activating factor (PAF), is a phospholipid, and a pro-inflammatory lipid mediator. It acts as a ligand for G protein-coupled platelet-activating factor (PAF) receptors and participates in several biological processes such as airway constriction, hypotension, platelet activation, and increased vascular permeability. PAF is released by various cells such as platelets, neutrophils, endothelial cells, and monocytes/macrophages. The levels of PAF are low in the blood due to its rapid metabolism by PAF acetylhydrolase and low production.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5871
BCCN0535
BCCG8643
BCCG4701
BCCB6898

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T Hiran et al.
Prostaglandins & other lipid mediators, 66(4), 305-315 (2002-01-12)
Platelet-activating factor (PAF) is an early product of the inflammatory environment, influencing development and resolution of inflammation. Its production is greater in neutrophils and macrophages, which predominantly synthesize 1-alkyl sn-2 acetyl glycerophosphocholine (GPC) than in nongranulocytes (B cells and endothelial
R N Pinckard et al.
Journal of leukocyte biology, 59(2), 219-228 (1996-02-01)
Alkyl-PAF induced two components of polymorphonuclear leukocyte (PMN) priming for enhanced fMLP- and rC5a-induced superoxide anion (O2-) production. Component A priming had a shallow, linear alkyl-PAF concentration-response slope (10 pM-1 nM), and component B priming had a significantly steeper concentration-response
Adriana Vieira-de-Abreu et al.
International immunopharmacology, 5(13-14), 1966-1974 (2005-11-09)
New therapeutic approaches for the treatment of allergic diseases can be aided by the development of agents capable of regulating eosinophilic leukocytes. Here, we evaluated the anti-allergic properties of a crude extract of the Brazilian bromeliaceae Nidularium procerum, focusing on
Naoki Okumura et al.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 22(5), 347-352 (2006-11-02)
The aim of this study was to examine the levels of platelet-activating factor (PAF) and lyso-PAF in tears from experimental animals developing allergic conjunctivitis (AC). AC was induced in guinea pigs by application of ovalbumin in eye drops. Tear samples
Weirong Fang et al.
Journal of neurochemistry, 128(5), 662-671 (2013-10-30)
The blood-brain barrier (BBB) greatly limits the efficacy of many neuroprotective drugs' delivery to the brain, so improving drug penetration through the BBB has been an important focus of research. Here we report that platelet activating factor (PAF) transiently opened
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Global Trade Item Number

SKUGTIN
P4904-25MG04061833273579
P4904-5MG04061833273586
P4904-10MG04061833273562
P4904-1MG04061826676523

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