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POV-PC

Cayman Chemical Item Number 10031

2-(5-oxovaleryl) Phosphatidylcholine (CAS 121324-31-0)

POV-PC (CAS 121324-31-0)

See more	Lipids (176) Phospholipids (61) Atherosclerosis (325) Oxidative Injury (291)

Description

Oxidized low-density lipoprotien (oxLDL) particles contain low molecular weight species which are cytotoxic and pro-atherogenic.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 1-(Palmitoyl)-2-(5-oxovaleroyl)-phosphatidylcholine, or POV-PC, is one of the oxLDL species derived from 2-arachidonoyl or eicosapentanoyl phospholipids.³ POV-PC confers CD36 scavenger receptor binding affinity more potently than any hydroperoxy PC species, and may be one of the more important structural determinants of oxLDL. Treatment of cultured endothelial cells with POV-PC stimulates monocyte binding, stimulates intracellular cAMP production, and strongly inhibits the LPS-induced binding of neutrophils.⁴

1 Podrez, E.A., Febbraio, M., Sheibani, N., et al. Macrophage scavenger receptor CD36 is the major receptor for LDL modified by monocyte-generated reactive nitrogen species. J Clin Invest 105(8) 1095-1108 (2000).

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 Podrez, E.A., Batyreva, B., Shen, Z., et al. Identification of a novel family of oxidized phospholipids that serve as ligands for the macrophage scavenger receptor CD36. J Biol Chem 277(41) 38503-38516 (2002).

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).

Synonyms	2-(5-oxovaleryl) Phosphatidylcholine
Formal Name	1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphatidylcholine
CAS Number	121324-31-0
Molecular Formula	C₂₉H₅₆NO₉P
Formula Weight	593.7
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

Background Reading

Podrez, E.A., Febbraio, M., Sheibani, N., et al. Macrophage scavenger receptor CD36 is the major receptor for LDL modified by monocyte-generated reactive nitrogen species. J Clin Invest 105(8) 1095-1108 (2000).

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).

Podrez, E.A., Batyreva, B., Shen, Z., et al. Identification of a novel family of oxidized phospholipids that serve as ligands for the macrophage scavenger receptor CD36. J Biol Chem 277(41) 38503-38516 (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).

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).

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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POV-PC is available in the following screening library:

Bio-active Lipid I Screening Library (96-Well)

Size	Price	Quantity	Subtotal
1 mg	$72.00		$0.00
5 mg	$324.00		$0.00
10 mg	$576.00		$0.00
25 mg	$1,260.00		$0.00
Bulk	Contact
		Cart Total	$0.00

Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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PGPC

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