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870600P

Avanti

PAzePC

Avanti Polar Lipids 870600P, powder

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Synonym(s):
1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine
Empirical Formula (Hill Notation):
C33H64NO10P
CAS Number:
117746-89-1
Molecular Weight:
665.84

form

powder

packaging

pkg of 1 × 1 mg (870600P-1mg)

manufacturer/tradename

Avanti Polar Lipids 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

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)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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
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.
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
Cintia Kawai et al.
The journal of physical chemistry. B, 118(41), 11863-11872 (2014-09-24)
Fluorescence quenching of lipid-bound pyrene was used to assess the binding of cytochrome c (cyt c) to liposomes that mimic the inner mitochondrial membrane (IMM) POPC/DOPE/TOCL, with the conditions that it did or did not contain oxidized phosphatidylcholine molecules, i.e.
Mooud Amirkavei et al.
Biochimica et biophysica acta, 1858(2), 264-273 (2015-12-15)
In order to obtain molecular level insight into the biophysics of the apoptosis promoting phospholipid 1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine (PazePC) we studied its partitioning into different lipid phases by isothermal titration calorimetry (ITC). To aid the interpretation of these data for PazePC, we

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