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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%

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

assay

≥98%

form

powder

storage temp.

−20°C

Quality Level

200

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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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Platelet-activating factor.
S M Prescott et al.
The Journal of biological chemistry, 265(29), 17381-17384 (1990-10-15)
Damien Garrido et al.
Frontiers in veterinary science, 4, 226-226 (2018-01-13)
Lipid mediators are known to play important roles in the onset and resolution phases of the inflammatory response in mammals. The phospholipid platelet-activating factor (PAF) is a pro-inflammatory lipid mediator which participates in vascular- and innate immunity-associated processes by increasing
Holger Maul et al.
American journal of obstetrics and gynecology, 187(4), 829-833 (2002-10-22)
The purpose of this study was to determine the effect of locally applied platelet-activating factor on cervical ripening and leukocyte infiltration. Timed-pregnant rats were treated vaginally twice each day on days 14 and 15 of gestation with platelet-activating factor 5
Katarina Mariann Jørgensen et al.
Archives of dermatological research, 302(3), 221-227 (2009-12-31)
Platelet activating factor (PAF, 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) is known to be present in excess in psoriatic skin, but its exact role is uncertain. In the present study we demonstrate for the first time the role of group VI PLA(2) in PAF-induced arachidonic
S Grassi et al.
Neuroscience, 94(2), 549-559 (1999-12-01)
In rat brainstem slices, we investigated the interaction between platelet-activating factor and group I metabotropic glutamate receptors in mediating long-term potentiation within the medial vestibular nuclei. We analysed the N1 field potential wave evoked in the ventral portion of the
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