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Merck
CN

870606P

Avanti

POVPC

Avanti Research™ - A Croda Brand

Synonym(s):

1-palmitoyl-2-(5′-oxo-valeroyl)-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C29H56NO9P
CAS Number:
121324-31-0
Molecular Weight:
593.73
MDL number:
MFCD05863929
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

POVPC, Avanti Research™ - A Croda Brand 870606P, powder

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCC([H])=O)=O)COC(CCCCCCCCCCCCCCC)=O)=O

InChI

1S/C29H56NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(32)36-25-27(39-29(33)21-18-19-23-31)26-38-40(34,35)37-24-22-30(2,3)4/h23,27H,5-22,24-26H2,1-4H3/t27-/m1/s1

InChI key

RKIDALSACBQVTN-HHHXNRCGSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (870606P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 870606P

lipid type

phosphoglycerides
phospholipids

shipped in

dry ice

storage temp.

−20°C

Application

1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine (POVPC) has been used:
  • to study its effects on endothelial function and vasodilation
  • as a ligand for LRP6 in bone marrow mesenchymal stromal cells (MSCs)
  • as a oxidized lipid to study if membrane status at different degrees of lipid peroxidation is involved in oxidative stress tolerance

Biochem/physiol Actions

1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine (POVPC) affects endothelial function by hindering activity of endothelial nitric oxide synthase and stimulating endothelial cell apoptosis. It is implicated in the development of atherosclerosis and it may be used as a potent therapeutic for atherosclerosis.

General description

1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine (POVPC) is a derivative of oxidized Low density lipoprotein (oxLDL), a proinflammatory lipid present in atherosclerotic lesions.

Packaging

5 mL Clear Glass Sealed Ampule (870606P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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Oxidized phospholipids are ligands for LRP6
Wang L, et al.
Bone research, 6(1), 22-22 (2018)
Clinically relevant radioresistant cells exhibit resistance to H2O2 by decreasing internal H2O2 and lipid peroxidation
Tomita K, et al.
Tumour Biology : the Journal of the International Society For Oncodevelopmental Biology and Medicine, 40(9), 1010428318799250-1010428318799250 (2018)
Diana M Stafforini et al.
Free radical biology & medicine, 59, 100-107 (2012-06-05)
This article presents a radiometric assay to determine the enzymatic activity of platelet-activating factor (PAF) acetylhydrolase (PAF-AH), also known as lipoprotein-associated phospholipase A2 and phospholipase A2 group 7A. The method is based on the release of radioactively labeled acetate from
Feng-Xia Yan et al.
Journal of molecular and cellular cardiology, 112, 40-48 (2017-09-06)
Endothelial dysfunction is an early stage of atherosclerosis. We recently have shown that 25-hydroxycholesterol found in atherosclerotic lesions could impair endothelial function and vasodilation by uncoupling and inhibiting endothelial nitric oxide synthase (eNOS). 1-Palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphocholine (POVPC), the oxidation product of oxidized
Yifei Dong et al.
Frontiers in immunology, 11, 29-29 (2020-02-23)
Alveolar macrophages (AMs) are CD44 expressing cells that reside in the alveolar space where they maintain lung homeostasis by serving critical roles in immunosurveillance and lipid surfactant catabolism. AMs lacking CD44 are unable to bind the glycosaminoglycan, hyaluronan, which compromises
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