Butenoyl PAF
Item № 60929
CAS № 474944-25-7
Purity ≥98%
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1 mg $64.00 $0.00
5 mg $288.00 $0.00
10 mg $512.00 $0.00
50 mg $2,240.00 $0.00

Pricing updated 2015-11-30. Prices are subject to change without notice.

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Butenoyl and butanoyl PAF are both products of the oxidative decomposition of 2-arachidonoyl phospholipids.1 Oxygenation of C-5 of the 5,6 double bond followed by cleavage of the hydroperoxide results in a PAF-like compound with a 4-carbon residue esterified in the sn-2 position; similar oxidized lipid products also act as ligands for oxidized lipid receptors and peroxisome proliferator-activated receptor.2 Although butenoyl PAF is 10-fold less potent than PAF as a PAF receptor agonist, it is present in amounts 100-fold greater than enzymatically generated PAF. Therefore, oxidation of LDL phospholipids generates physiologically relevant bioactive PAF-like molecules.

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Technical Information
Formal Name 1-O-hexadecyl-2-O-(2E-butenoyl)-sn-glyceryl-3-phosphocholine
CAS Number 474944-25-7
Molecular Formula C28H56NO7P
Formula Weight 549.7
Purity ≥98%
Formulation A solution in ethanol
InChI Code 1S/C28H56NO7P/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-20-23-33-25-27(36-28(30)21-7-2)26-35-37(31,32)34-24-22-29(3,4)5/h7,21,27H,6,8-20,22-26H2,1-5H3/b21-7+/t27-/m1/s1

WARNING - This product is not for human or veterinary use.

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Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 93 Kb PDF

Download Safety Data Sheet (SDS) 28 Kb PDF

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References & Background Reading
Product Description References

1. Marathe, G.K., Davies, S.S., Harrison, K.A., et al. Inflammatory platelet-activating factor-like phospholipids in oxidized low density lipoproteins are fragmented alkyl phosphatidylcholines. J Biol Chem 274 28395-28404 (1999).

2. Davies, S.S., Pontsler, A.V., Marathe, G.K., et al. Oxidized alkyl phospholipids are specific, high affinity peroxisome proliferator-activated receptor γ ligands and agonists. J Biol Chem 276 16015-16023 (2001).

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