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Azelaoyl PAF

Item № 60924
CAS № 354583-69-0
Purity ≥98%
product image
                (CAS 354583-69-0)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     500 µg $27.00 0.00
     1 mg $51.00 0.00
     5 mg $216.00 0.00
     10 mg $378.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description

Oxidized low-density lipoprotein (oxLDL) particles contain low molecular weight species which promote the differentiation of monocytes via the nuclear receptor PPARγ.1 One of these substances was recently isolated and purified from oxLDL, and identified as azelaoyl PAF.2 Azelaoyl PAF is a potent PPARγ agonist which competes for the thiazolidinedione binding site. Azelaoyl PAF is more potent than 15-deoxy-Δ12,14-prostaglandin J2, and equipotent with rosiglitazone as a ligand for this receptor.2

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Technical Information
Formal Name
1-O-hexadecyl-2-O-(9-carboxyoctanoyl)-sn-glyceryl-3-phosphocholine
CAS Number
354583-69-0
Molecular Formula
C33H66NO9P
Formula Weight
651.9
Purity
≥98%
Formulation
A solution in ethanol
SMILES
CCCCCCCCCCCCCCCCOC[C@@H](OC(CCCCCCCC(O)=O)=O)COP([O-])(OCC[N+](C)(C)C)=O
InChI Code
InChI=1S/C33H66NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-20-23-27-40-29-31(30-42-44(38,39)41-28-26-34(2,3)4)43-33(37)25-22-19-17-18-21-24-32(35)36/h31H,5-30H2,1-4H3,(H-,35,36,38,39)/t31-/m1/s1
InChI Key
ZDFOCDTXDPKJKA-WJOKGBTCSA-N
Side Chain Carbon Sum
25:0

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 1 year
Downloads & Resources
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Additional Information

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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, 16015-16023 (2001).

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