PAF C-18

Cayman Chemical Item Number 60910

(CAS 74389-69-8)

PAF C-18 (CAS 74389-69-8)

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Description

PAF C-18 is a naturally occurring phospholipid produced upon stimulation through two distinct pathways known as the “remodeling” and 'de novo' pathways.1 It is less potent than PAF C-16 in the induction of platelet aggregation, but equipotent in activation of guinea pig macrophages.2 PAF C-18 induces the release of PGE2 and TXB2 from albumin-elicited guinea pig macrophages, and enhances the spreading of plated macrophages.3 Pathological processes involving PAF include necrotizing enterocolitis,4 inflammation, asthma, and allergy.5

1 Prescott, S.M., Zimmerman, G.A., and McIntyre, T.M. Platelet-activating factor. J Biol Chem 265 17381-17384 (1990).

2 Stewart, A.G., and Grigoriadis, G. Structure-activity relationships for platelet-activating factor (PAF) and analogs reveal differences between PAF receptors on platelets and macrophages. J Lipid Mediat 4 299-308 (1991).

3 Hartung, H. Acetyl glyceryl ether phosphorylcholine (platelet-activating factor) mediates heightened metabolic activity in macrophages. Studies on PGE, TXB2 and O2 production, spreading, and the influence of calmodulin-inhibitor W-7. FEBS Lett 160 209-212 (1983).

4 Wang, H., Tan, X., Qu, X., et al. Platelet-activating factor (PAF) up-regulates plasma and tissue PAF-acetylhydrolase activity in the rat: Effect of cycloheximide. Pediatr Res 42 597-603 (1997).

5 Sturk, A., Wouter Ten Cate, J., Hosford, D., et al. The synthesis, catabolism, and pathophysiological role of platelet-activating factor. Adv Lipid Res 23 219-276 (1989).

Formal Name 1-​O-​octadecyl-​2-​O-​acetyl-​sn-​glyceryl-​3-​phosphorylcholine
CAS Number 74389-69-8
Molecular Formula C28H58NO7P
Formula Weight 551.7
Formulation A solution in ethanol
Purity ≥97%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCCCCOC[C@@H]​(OC(C)​=O)​COP(OCC[N+]​(C)​(C)​C)​([O-]​)​=O
InCHI Code
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​1S/C28H58NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-33-25-28(36-27(2)​30)​26-35-37(31,32)​34-24-22-29(3,4)​5/h28H,6-26H2,1-5H3/t28-/m1/s1
InCHI Key
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ZXCIEWBDUAPBJF-MUUNZHRXSA-N

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PAF C-18 is available in the following screening library:

Size Price Quantity Subtotal
5 mg $50.00 $0.00
10 mg $95.00 $0.00
50 mg $400.00 $0.00
100 mg $700.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-24. Prices are subject to change without notice.

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