Butanoyl PAF

Cayman Chemical Item Number 60928

(CAS 85405-03-4)

Butanoyl PAF (CAS 85405-03-4)

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Description

Oxidized low-density lipoprotein (oxLDL) particles contain low molecular weight species which promote the differentiation of monocytes and activate polymorphonuclear leukocytes.1 One of these substances was recently isolated and purified from oxLDL, and identified as azelaoyl PC.2 Butanoyl PAF is a closely related compound which retains at least 10% of the agonist potency of platelet-activating factor (PAF) itself.3 Further, butanoyl PAF is present in oxLDL in amounts more than 100 times greater than enzymatically generated PAF. Butanoyl PAF is therefore one of the important signalling molecules present in oxLDL.

1 Tontonoz, P., Nagy, L., Alvarez, J.G.A., et al. PPARγ promotes monocyte/macrophage differentiation and uptake of oxidized LDL. Cell 93 241-252 (1998).

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).

3 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).

Formal Name 1-​O-​hexadecyl-​2-​O-​butanoyl-​sn-​glyceryl-​3-​phosphocholine
CAS Number 85405-03-4
Molecular Formula C28H58NO7P
Formula Weight 551.7
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(CCC)​O[C@@H]​(COP([O-]​)​(OCC[N+]​(C)​(C)​C)​=O)​COCCCCCCCCCCCCCCCC
InCHI Code
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​1S/C28H58NO7P/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/h27H,6-26H2,1-5H3/t27-/m1/s1
InCHI Key
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UVHUBDICYDPLIO-HHHXNRCGSA-N

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Butanoyl PAF is available in the following screening library:

Size Price Quantity Subtotal
1 mg $35.00 $0.00
5 mg $158.00 $0.00
10 mg $280.00 $0.00
50 mg $1,225.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-18. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

Azelaoyl PAF
PAF C-16

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