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About This Item
Empirical Formula (Hill Notation):
C33H64NO10P
CAS Number:
Molecular Weight:
665.84
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
PAzePC, Avanti Research™ - A Croda Brand 870600P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (870600P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 870600P
shipped in
dry ice
storage temp.
−20°C
SMILES string
[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCC(O)=O)=O)COC(CCCCCCCCCCCCCCC)=O)=O
InChI
1S/C33H64NO10P/c1-5-6-7-8-9-10-11-12-13-14-15-18-21-24-32(37)41-28-30(29-43-45(39,40)42-27-26-34(2,3)4)44-33(38)25-22-19-16-17-20-23-31(35)36/h30H,5-29H2,1-4H3,(H-,35,36,39,40)/t30-/m1/s1
InChI key
GHQQYDSARXURNG-SSEXGKCCSA-N
General description
1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine (PAzePC) structure contains an anionic carboxyl group at the end of the short, oxidized acyl chain.
Application
1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine (PazePC) may be used as an oxidized lipid dopant in liposomes for examining the link between the permeation of H2O2 and the structure of lipid membranes. It may also be used as lysosomal phospholipase A2 substrate in the study of structural basis for Zn2+ mediated inhibition of lysosomal phospholipase A2.
Biochem/physiol Actions
1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine (PazePC) is a stable lipid oxidation product. It serves as an inter-H2O2 permeation promoter. It is the most common drug target for antipsychotic and antimicrobial agents in cells under oxidative stress at inflammatory sites.
Packaging
5 mL Amber Glass Screw Cap Vial (870600P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Himanshu Khandelia et al.
Biophysical journal, 96(7), 2734-2743 (2009-04-08)
In oxidative environments, biomembranes contain oxidized lipids with short, polar acyl chains. Two stable lipid oxidation products are PoxnoPC and PazePC. PoxnoPC has a carbonyl group, and PazePC has an anionic carboxyl group pendant at the end of the short
Yuya Ouchi et al.
Scientific reports, 9(1), 12497-12497 (2019-08-31)
H2O2 permeation through a cell membrane significantly affects living organisms, and permeation is controlled by the physico-chemical nature of lipids and other membrane components. We investigated the molecular relationship between H2O2 permeation and lipid membrane structure using three oxidized lipids.
Renee A Bouley et al.
Biochemistry, 58(13), 1709-1717 (2019-03-05)
Lysosomal phospholipase A2 (LPLA2/PLA2G15) is a key enzyme involved in lipid homeostasis and is characterized by both phospholipase A2 and transacylase activity and by an acidic pH optimum. Divalent cations such as Ca2+ and Mg2+ have previously been shown to
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 870600P-1MG | 04061835353767 |