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870600C

Avanti

PAzePC

Avanti Research™ - A Croda Brand

Synonym(s):

1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C33H64NO10P
CAS Number:
117746-89-1
Molecular Weight:
665.84
MDL number:
MFCD03412020
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

PAzePC, Avanti Research™ - A Croda Brand 870600C

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (870600C-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 870600C

concentration

1 mg/mL (870600C-1mg)

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) has carboxyl groups at the end of their truncated sn-2 chains.

Application

1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine (PAzePC) may be used:,as an oxidized lipid dopant in liposomes for investigating the relationship between the permeation of H2O2 and the structure of lipid membranes, as a substrate for lysosomal phospholipase A2 during the study of structural basis of lysosomal phospholipase A2 inhibition by Zn2+, in the preparation of large unilamellar vesicles (LUVs) and giant unilamellar vesicles (GUVs).

Biochem/physiol Actions

1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine (PAzePC) is an oxidized lipid. PAzePC acts as an inter- H2O2 permeation promoter. It serves as a drug target for antipsychotic drugs and antimicrobial agents in cells under oxidative stress at inflammatory sites. PAzePC facilitates permeabilization of Bax associated-mitochondrial membranes under oxidative stress.

Packaging

5 mL Clear Glass Sealed Ampule (870600C-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品

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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
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.

Global Trade Item Number

SKUGTIN
870600C-1MG04061838170002