Diphenyleneiodonium chloride

Cat. No. 0504

Diphenyleneiodonium chloride C12H8ClI [4673-26-1]

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Alternative Name: DPI

Chemical Name: [1,1'-Biphenyl]-2,2'-diyliodonium chloride

Biological Activity

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

M.Wt:
314.55
Formula:
C12H8ClI
Solubility:
Soluble to 10 mM in DMSO
Purity:
>99 %
Storage:
Desiccate at -20°C
CAS No:
4673-26-1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Ye et al (2014) Identification of a novel small-molecule agonist for human G protein-coupled receptor 3. J.Pharmacol.Exp.Ther. 349 437. PMID: 24633425.

Tew (1993) Inhibition of cytochrome P450 reductase by the diphenyliodonium cation. Kinetic analysis and covalent modifications. Biochemistry 32 10209. PMID: 8399148.

Wang et al (1993) Inhibitory actions of diphenyleneiodonium dependent vasodilations in vitro and in vivo. Br.J.Pharmacol. 110 1232. PMID: 7507779.

Stuehr et al (1991) Inhibition of macrophage and endothelial cell nitric oxide synthase by diphenyleneiodonium and its analogs. FASEB J. 5 98. PMID: 1703974.

Yea et al (1990) Purification and some properties of the 45 kDa diphenylene iodonium-binding flavoprotein of neutrophil NADPH oxidase. Biochem.J. 265 95. PMID: 2154184.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for Diphenyleneiodonium chloride include:

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.

Do you know of a great paper that uses Diphenyleneiodonium chloride from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: Diphenyleneiodonium chloride, supplier, Binds, flavoproteins, inhibits, inhibitors, NOS, Nitric, Oxide, synthase, Signaling, Signalling, NADH, NADPH, reductase, oxidase, GPR3, Tocris Bioscience, Orphan 7-TM Receptor Agonist products

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