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P7568

Sigma-Aldrich

β-Acetyl-γ-O-alkyl-L-α-phosphatidylcholine from bovine heart lecithin

≥99%, lyophilized powder

Synonym(s):

1-O-Alkyl-2-acetyl-sn-glycero-3-phosphocholine, 2-Acetyl-1-alkyl-sn-glycero-3-phosphocholine, AcGEPC, PAF, Platelet activating factor

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About This Item

CAS Number:
65154-06-5
Beilstein:
4220745
MDL number:
MFCD00043214
UNSPSC Code:
12352211
PubChem Substance ID:
24898858
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

200

Assay

≥99%

form

lyophilized powder

storage temp.

−20°C

SMILES string

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

InChI

1S/C26H54NO7P/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/t26-/m1/s1

InChI key

HVAUUPRFYPCOCA-AREMUKBSSA-N

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Biochem/physiol Actions

Phospholipid produced by lymphocytes, platelets and endothelial cells that induces platelet aggregation and is involved in inflammation, anaphylaxis and wound repair.

Packaging

Packaged under argon.

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)

Lot/Batch Number
128K5207
104H8362
103H8383
099H7001
096H8353

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F Bussolino et al.
Cell calcium, 5(5), 463-473 (1984-10-01)
Platelet-activating factor (1-0-alkyl-2-acetyl-sn-glyceryl-3-phosphorylcholine, PAF) is a potent inducer of shape-change, aggregation and secretion in platelets. PAF causes a rapid increase in intracellular calcium, but has no calcium gating effect in intact lipid bilayers. Human red cells (RBC) did not metabolize
Julie R Jin et al.
Frontiers in immunology, 11, 585070-585070 (2020-11-17)
Mast cells are the major effector cells in immunoglobulin E (IgE)-mediated allergy. The high affinity IgE receptor FcεRI, as well as G protein-coupled receptors (GPCRs) on the mast cell surface signals to phosphoinositide 3-kinase γ (PI3Kγ) to initiate degranulation, cytokine
Stephanie Saul et al.
Journal of leukocyte biology, 106(5), 1101-1115 (2019-06-20)
Neutrophils play a central role in immunity and inflammation via their intrinsic ability to migrate into inflamed tissue, to phagocytose pathogens, and to kill bacterial and fungi by releasing large quantities of superoxide anions and lytic enzymes. The molecular pathways

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