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P3075

Sigma-Aldrich

Phenylarsine oxide

≥97%, powder

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Synonym(s):
Arzene, Oxophenylarsine, PAO
Empirical Formula (Hill Notation):
C6H5AsO
CAS Number:
637-03-6
Molecular Weight:
168.02
Beilstein:
2935227
EC Number:
211-275-3
MDL number:
MFCD00001990
PubChem Substance ID:
24898387
NACRES:
NA.77

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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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

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301 + H331 - H410

Hazard Classifications

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

Storage Class Code

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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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)
Tyrosine phosphatase inhibition enhances neurotrophin potency and rescues nigrostriatal neurons in adult rats
Lu X, et al.
Experimental neurology, 178(2), 259-267 (2002)
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)
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
Yao Xiao et al.
Nature plants, 6(5), 544-555 (2020-05-13)
The 3-phosphoinositide-dependent protein kinase 1 (PDK1) is a conserved master regulator of AGC kinases in eukaryotic organisms. pdk1 loss of function causes a lethal phenotype in animals and yeasts, but only mild phenotypic defects in Arabidopsis thaliana (Arabidopsis). The Arabidopsis genome
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