Diphenyleneiodonium chloride

Name: Diphenyleneiodonium chloride
Brand: Tocris Bioscience
SKU: 0504
Rating: 5 (1 reviews)

Tocris Bioscience a Bio-Techne Brand

Catalog # 0504

Citations (5)

(1)

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Key Product Details

Description:	GPR3 agonist; also inhibits NOS and NADPH oxidases
Alternative Names:	DPI
Chemical Name:	[1,1'-Biphenyl]-2,2'-diyliodonium chloride
Purity:	≥99% (HPLC)
Molecular Weight:	314.55

View Full Technical Details for Diphenyleneiodonium chloride

Biological Activity for Diphenyleneiodonium chloride

Diphenyleneiodonium chloride is a GPR3 agonist (EC₅₀ = 1 μM); activates adenylate cyclase through GPR3 but not GPR6 or GPR12. Also induces Ca²⁺ mobilization and β-arrestin receptor internalization. Binds strongly to flavoproteins; inhibits several enzymes, including NO synthase, NADPH oxidases and NADPH cytochrome P450 oxidoreductase. Also inhibits platelet aggregation.

Technical Data for Diphenyleneiodonium chloride

M. Wt	314.55
Formula	C₁₂H₈ClI
Storage	Desiccate at -20°C
Purity	≥99% (HPLC)
CAS Number	4673-26-1
PubChem ID	2733504
InChi Key	FCFZKAVCDNTYID-UHFFFAOYSA-M
Smiles	[Cl-].c1c2c3ccccc3[i+]c2ccc1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Diphenyleneiodonium chloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	3.14	10

Preparing Stock Solutions for Diphenyleneiodonium chloride

The following data is based on the product molecular weight 314.55.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.1 mM	31.79 mL	158.96 mL	317.91 mL
0.5 mM	6.36 mL	31.79 mL	63.58 mL
1 mM	3.18 mL	15.90 mL	31.79 mL
5 mM	0.64 mL	3.18 mL	6.36 mL

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References for Diphenyleneiodonium chloride

References are publications that support the biological activity of the product.

Ye Identification of a novel small-molecule agonist for human G protein-coupled receptor 3. J.Pharmacol.Exp.Ther. 2014 PMID: 24633425
Wang Inhibitory actions of diphenyleneiodonium dependent vasodilations in vitro and in vivo. Br.J.Pharmacol. 1993 PMID: 7507779
Tew Inhibition of cytochrome P450 reductase by the diphenyliodonium cation. Kinetic analysis and covalent modifications. Biochemistry 1993 PMID: 8399148
Stuehr Inhibition of macrophage and endothelial cell nitric oxide synthase by diphenyleneiodonium and its analogs. FASEB J. 1991 PMID: 1703974
Yea Purification and some properties of the 45 kDa diphenylene iodonium-binding flavoprotein of neutrophil NADPH oxidase. Biochem.J. 1990 PMID: 2154184

Citations for Diphenyleneiodonium chloride (5)

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Citations are publications that use Bio-Techne products. Selected citations for Diphenyleneiodonium chloride include:

Kim et al. (2019) Role of miRNA-181a-2-3p in cadmium-induced inflammatory responses of human bronchial epithelial cells. J Thorac Dis. 11:3055
PMID: 31463135
Gonsalves et al. (2014) Angiogenic growth factors augment K-Cl cotransporter expression in erythroid cells via hypoxia-inducible factor-1α. Am J Hematol. 89:273
PMID: 24227191
Knight et al. (2013) Peptidylarginine deiminase inhibition is immunomodulatory and vasculoprotective in murine lupus. J Clin Invest. 123:2981
PMID: 23722903
Leoni et al. (2013) Annexin A1, formyl peptide receptor, and NOX1 orchestrate epithelial repair. J Clin Invest. 123:443
PMID: 23241962
Ruparel et al. (2012) Plasticity of cytochrome P450 isozyme expression in rat trigeminal ganglia neurons during inflammation. Cancer Med. 153:2031
PMID: 22633978

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Customer Reviews for Diphenyleneiodonium chloride (1)

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a GPR3 agonist.

Name: Anonymous

Species: Rat

Assay Type: Ex Vivo

It is a GPR3 agonist and also inhibits NADPH oxidase.It increases cAMP in cultured astrocytes.

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Product Documents for Diphenyleneiodonium chloride

COA

Certificate of Analysis

To download a Certificate of Analysis, please select a batch below.