521000-M

Phenylarsine Oxide

A membrane-permeable protein tyrosine phosphatase inhibitor (IC₅₀ = 18 µM).

• Synonym(s): Phenylarsine Oxide, PAO, Oxophenylarsine, PTP Inhibitor IX, PDI Inhibitor II, Protein Disulfide Isomerase Inhibitor II
• Empirical Formula (Hill Notation): C₆H₅AsO
• CAS Number: 637-03-6
• Molecular Weight: 168.02
• UNSPSC Code: 12352119
• MDL number: MFCD00001990
• NACRES: NA.77
• Assay: ≥96% (titration)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze

Properties

• Quality Level: 100
• description: Merck USA index - 14, 6949
• assay: ≥96% (titration)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: chloroform: 100 mg/mL, DMSO: 50 mg/mL
• storage temp.: 10-30°C
• SMILES string: [As](=O)c1ccccc1
• InChI: 1S/C6H5AsO/c8-7-6-4-2-1-3-5-6/h1-5H
• InChI key: BQVCCPGCDUSGOE-UHFFFAOYSA-N

Description

General description

A membrane-permeable phosphotyrosine phosphatase inhibitor (IC₅₀ = 18 µM). Stimulates 2-deoxyglucose transport in insulin-resistant human skeletal muscle and activates P56^lck protein tyrosine kinase. Blocks TNFα-dependent activation of the NF-κB in human myeloid ML-1a cells. PAO inhibits the protease activities of recombinant human caspases, as well as endogenous chicken caspases that are active in extracts of preapoptotic chicken DU249 cells (S/M extracts). At 100 µM, it also blocks the morphological changes of nuclear apoptosis in vitro and internucleosomal DNA fragmentation in S/M extracts without interfering with PARP or lamin A cleavage. Also known to cause complete and reversible inhibition of NADPH oxidase in human neutrophils.

A membrane-permeable protein tyrosine phosphatase inhibitor (IC₅₀ = 18 µM). Stimulates 2-deoxyglucose transport in insulin-resistant human skeletal muscle and activates p56^lck protein tyrosine kinase. Blocks TNF-α-dependent activation of NF-κB in human myeloid ML-1a cells. PAO inhibits the protease activities of recombinant human caspases as well as endogenous caspases that are active in extracts of pre-apoptotic chicken DU249 cells (S/M extracts).

Biochem/physiol Actions

Primary Target
Protein tyrosine phosphatase

Target IC₅₀: 18 µM against protein tyrosine phosphatase

Preparation Note

Following reconstitution, aliquot and freeze at -20°C. Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Takahashi, A., et al. 1997. Exp. Cell Res.231, 123.
Carey, J.O., et al. 1995. Diabetes44, 1995.
Le Cabec, V., and Maridonneau-Parini, I. 1995. J. Biol. Chem.270, 2067.
Oetken, C., et al. 1995. Mol. Immunol.31, 1295.
Singh, S., and Aggarwal, B.B. 1995. J. Biol. Chem.270, 10631.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Safety Information

• 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