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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:
Molecular Weight:
593.73
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

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

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

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

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.

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.

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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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)
Oxidized phospholipids are ligands for LRP6
Wang L, et al.
Bone research, 6(1), 22-22 (2018)
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



Global Trade Item Number

SKUGTIN
870606P-1MG04061835353811