A PAF agonist that is present in oxLDL
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Butanoyl PAF

Item No. 60928

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-hexadecyl-2-O-butanoyl-sn-glyceryl-3-phosphocholine
CAS Number
85405-03-4
Molecular Formula
C28H58NO7P
Formula Weight
551.7
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMSO: 12 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O=C(CCC)O[C@@H](COP([O-])(OCC[N+](C)(C)C)=O)COCCCCCCCCCCCCCCCC
InChi Code
InChI=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
UVHUBDICYDPLIO-HHHXNRCGSA-N
Side Chain Carbon Sum
20:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $43

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    5 mg

    $204

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    10 mg

    $323

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    50 mg

    $1,073

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    Product 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tontonoz, P., Nagy, L., Alvarez, J.G.A., et al. PPARγ promotes monocyte/macrophage differentiation and uptake of oxidized LDL. Cell 93(2), 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. The Journal of Biological Chemisty 276(19), 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. The Journal of Biological Chemisty 274(40), 28395-28404 (1999).