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P3075

Phenylarsine oxide

Name: Phenylarsine oxide
Brand: SIGMA

synthetic (organic), ≥97%, tyrosine phosphatase inhibitor, powder

Synonym(s):

Arzene, Oxophenylarsine, PAO

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About This Item

Empirical Formula (Hill Notation):

C₆H₅AsO

CAS Number:

637-03-6

Molecular Weight:

168.02

NACRES:

NA.77

PubChem Substance ID:

24898387

UNSPSC Code:

12352119

EC Number:

211-275-3

MDL number:

MFCD00001990

Beilstein/REAXYS Number:

2935227

Assay:

≥97%

Form:

powder

Quality level:

100

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Product Name

Phenylarsine oxide, ≥97%, powder

biological source

synthetic (organic)

Quality Level

100

assay

≥97%

form

powder

color

white to off-white

mp

145-148 °C

solubility

DMSO: 50 mg/mL

SMILES string

O=[As]c1ccccc1

InChI

1S/C6H5AsO/c8-7-6-4-2-1-3-5-6/h1-5H

InChI key

BQVCCPGCDUSGOE-UHFFFAOYSA-N

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Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

General description

Phenylarsine oxide (PhAsO⁴) is a bifunctional SH group chemical. It is hydrophobic in nature.

Application

Phenylarsine oxide has been used to infuse animals with a nigrostriatal transection, to determine whether peroxovanadium (pVa) would synergize with brain-derived neurotrophic factor (BDNF).

Biochem/physiol Actions

Phenylarsine oxide (PAO) can reduce the motility and sustainability of Setaria cervi. It has the ability to stimulate cyclosporin A-sensitive transition in the presence of EGTA (ethylene glycol-bis(β-aminoethyl ether)-N,N,N′,N′-tetraacetic acid). It acts as a stimulator of mitochondrial ion fluxes.

Phenylarsine oxide inhibits internalization of cell surface receptors; inhibits tyrosine phosphatases, with no effect on tyrosine kinase. Metabolic poison.

Features and Benefits

This compound is featured on the Phosphoprotein Phosphatases (Tyrosine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

GHS06,GHS09

signalword

Danger

hcodes

H301 + H331,H410

pcodes

P261 - P264 - P271 - P273 - P301 + P310 - P304 + P340 + P311

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Occludin proteolysis and increased permeability in endothelial cells through tyrosine phosphatase inhibition.

M Wachtel et al.

Journal of cell science, 112 ( Pt 23), 4347-4356 (1999-11-24)

Regulation of epithelial and endothelial permeability is essential for proper function of compartmentalized organisms, and tyrosine phosphorylation plays an important role in this process. We analyzed the impact of protein tyrosine phosphatase (PTP) inhibition on the structure of endothelial junctional

Tyrosine phosphatase inhibition enhances neurotrophin potency and rescues nigrostriatal neurons in adult rats

Lu X, et al.

Experimental neurology, 178(2), 259-267 (2002)

Phenylarsine oxide induces the cyclosporin A-sensitive membrane permeability transition in rat liver mitochondria

Lenartowicz E, et al.

Journal of Bioenergetics and Biomembranes, 23(4), 679-688 (1991)

Inhibition of setaria cervi protein tyrosine phosphatases by phenylarsine oxide: A proteomic and biochemical study

Singh N, et al.

Acta Tropica, 159, 20-28 (2016)

Inhibitors of PI(4,5)P2 synthesis reveal dynamic regulation of IgE receptor signaling by phosphoinositides in RBL mast cells.

Marcela de Souza Santos et al.

Molecular pharmacology, 83(4), 793-804 (2013-01-15)

Phosphatidylinositol 4,5-bisphosphate (PI(4,5)P2) is a versatile phospholipid that participates in many membrane-associated signaling processes. PI(4,5)P2 production at the plasma membrane (PM) depends on levels of its precursor, phosphatidylinositol 4-phosphate (PI4P), synthesized principally by two intracellular enzymes, PI4-kinases IIIα and IIIb;

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Global Trade Item Number

SKU	GTIN
P3075-1G	04061834367147
P3075-5G	04061835558285

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