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878120P

Avanti

C18 Lyso PAF

Avanti Polar Lipids 878120P, powder

Synonym(s):

1-O-octadecyl-2-hydroxy-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C26H56NO6P
CAS Number:
74430-89-0
Molecular Weight:
509.70
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (878120P-5mg)

manufacturer/tradename

Avanti Polar Lipids 878120P

lipid type

bioactive lipids
phosphoglycerides

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C26H56NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h26,28H,5-25H2,1-4H3/t26-/m1/s1

InChI key

XKBJVQHMEXMFDZ-AREMUKBSSA-N

General description

C18-lysoPAF, also known as 1-O-octadecyl-2-hydroxy-sn-glycero-3-phosphocholine, is a synthetic lyso-platelet activating factor (PAF). It is a precursor and metabolite of 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine (C18:0 PAF). Lyso-platelet activating factor (PAF) is synthesized from PAF acetylhydrolases by the degradation of PAF. Additionally, it is also synthesized in the remodeling pathway from 1-O-alkyl-2-arachidonoyl-sn-glycero-3-phosphocholine (1-alkyl-phosphatidylcholine) by the enzyme phospholipase.

Application

C18-lysoPAF (1-O-octadecyl-2-hydroxy-sn-glycero-3-phosphocholine) has been used to study its effect on human eosinophil degranulation.

Packaging

5 mL Amber Glass Screw Cap Vial (878120P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hideo Shindou et al.
The Journal of biological chemistry, 282(9), 6532-6539 (2006-12-22)
Platelet-activating factor (PAF) is a potent proinflammatory lipid mediator eliciting a variety of cellular functions. Lipid mediators, including PAF are produced from membrane phospholipids by enzymatic cascades. Although a G protein-coupled PAF receptor and degradation enzymes have been cloned and
Kimberly D Dyer et al.
Journal of immunology (Baltimore, Md. : 1950), 184(11), 6327-6334 (2010-04-28)
Platelet-activating factor (PAF [1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine]) is a phospholipid mediator released from activated macrophages, mast cells, and basophils that promotes pathophysiologic inflammation. Eosinophil responses to PAF are complex and incompletely elucidated. We show in this article that PAF and its 2-deacetylated metabolite

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