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Cat. Number

702207716274199

Chemical Name

PGPC

References

Formal Name	1-palmitoyl-2-glutaryl phosphatidylcholine
CAS Number	89947-79-5
Molecular Formula	C₂₉H₅₆NO₁₀P
Formula Weight	609.7
Formulation	A solution in ethanol
Purity	>98%
Stability	1 year
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N](C)(C)C)OC(=O)CCCC(=O)O

Background Reading

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).

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).

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).

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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Size	Global Purchasing
500 µg
1 mg
5 mg
10 mg

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

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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