PGPC
Item № 10044
CAS № 89947-79-5
Purity >98%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
500 µg $18.00 $0.00
1 mg $34.00 $0.00
5 mg $144.00 $0.00
10 mg $252.00 $0.00

Pricing updated 2015-09-04. Prices are subject to change without notice.

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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 Many of these substances were recently isolated and purified from oxLDL, and identified as phosphatidylcholine species containing a fragmented, oxidized short-chain fatty acid remnant at the sn-2 position.2 One of these substances isolated from oxLDL and identified as azelaoyl PAF is a potent PPARγ agonist.3 1-Palmitoyl-2-glutaryl phosphatidylcholine (PGPC) and 1-(palmitoyl)-2-(5-oxovaleroyl) phosphatidylcholine (POV-PC) are closely related compounds with strikingly different activity.4 PGPC treatment of vascular endothelial cells induces the expression of both E-selectin and VCAM-1, and increases endothelial cell binding by both neutrophils and monocytes. This contrasts with POV-PC treatment, which stimulates only monocyte binding, and strongly inhibits the LPS-induced binding of neutrophils.4

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Technical Information
Formal Name 1-​palmitoyl-​2-​glutaryl phosphatidylcholine
CAS Number 89947-79-5
Molecular Formula C29H56NO10P
Formula Weight 609.7
Purity >98%
Formulation A solution in ethanol
SMILES CCCCCCCCCCCCCCCC(=O)​OC[C@H]​(COP(=O)​(O)​OCC[N]​(C)​(C)​C)​OC(=O)​CCCC(=O)​O
InChI Code ​1S/C29H56NO10P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(33)​37-24-26(40-29(34)​21-18-19-27(31)​32)​25-39-41(35,36)​38-23-22-30(2,3)​4/h26H,5-25H2,1-4H3,(H-,31,32,35,36)​/t26-/m1/s1
InChI Key CDZVJFRXJAUXPP-AREMUKBSSA-N

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

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 168 Kb PDF

Download Safety Data Sheet (SDS) 33 Kb PDF

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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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References & Background Reading
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 93 241-252 (1998).

2. Podrez, E.A., Batyreva, E., Shen, Z., et al. A novel family of atherogenic oxidized phospholipids promotes macrophage foam cell formation via the scavenger receptor CD36 and is enriched in atherosclerotic lesions. J Biol Chem 277 (41) 38517-38523 (2002).

3. 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).

4. Leitinger, N., Tyner, T.R., Oslund, L., et al. Structurally similar oxidized phospholipids differentially regulate endothelial binding of monocytes and neutrophils. Proc Natl Acad Sci USA 96(21) 12010-12015 (1999).

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