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870600C

Avanti

PAzePC

Avanti Research™ - A Croda Brand 870600C

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
UNSPSC Code:
12352211
NACRES:
NA.25

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

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

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_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Martin Lidman et al.
Biochimica et biophysica acta, 1858(6), 1288-1297 (2016-03-08)
Mitochondria play a crucial role in programmed cell death via the intrinsic apoptotic pathway, which is tightly regulated by the B-cell CLL/lymphoma-2 (Bcl-2) protein family. Intracellular oxidative stress causes the translocation of Bax, a pro-apoptotic family member, to the mitochondrial
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
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.
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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