| Diphenyleneiodonium chlorideiNOS and eNOS inhibitor,GPR3 Activator |
Sample solution is provided at 25 µL, 10mM.
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Science.2016 Aug 5;353(6299)594-8Nat Nanotechnol.2017 Dec;12(12):1190-1198.Nature Biotechnology.2017 Jun;35(6):569-576Nat Med.2018 Sep 17.Cell.2018 Dec 21. pii: S0092-8674(18)31561-7.Cell.Available online 25 October 2018.Cell.2018 Sep 27. pii: S0092-8674(18)31183-8.Cell.2018 Jun 28;174(1):172-186.e21.Cell.2018 Feb 22;172(5):1007-1021.e17.Cell.2017 Nov 30;171(6):1284-1300.e21.Cell.2017 Aug 17. pii: S0092-8674(17)30869-3.Cell.2017 Jul 13;170(2):312-323Nat Med.2018 Jan 29.Nat Med.2017 Nov;23(11):1342-1351.Cell.2017 Apr 6;169(2):286-300.Cell.2015 Aug 27;162(5):987-1002.Cell.2015 Feb 12;160(4):729-44.Nature Medicine.2017 Apr;23(4):493-500.Cancer Cell.2018 May 14;33(5):905-921.e5.Cancer Cell.2018 Apr 9;33(4):752-769.e8.Cancer Cell.2018 Mar 12;33(3):401-416.e8.Cancer Cell.2017 Aug 14;32(2):253-267.e5.Nat Methods.2018 Jul;15(7):523-526.Cell Stem Cell.2018 May 3;22(5):769-778.e4.Cell Stem Cell.2017 Nov 20. pii: S1934-5909(17)30375-2.Quality Control & MSDS
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- Purity = 98.00%
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Chemical structure
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| Cas No. | 4673-26-1 | SDF | Download SDF |
| Synonyms | N/A | ||
| Chemical Name | dodecahydrodibenzo[b,d]iodol-5-ium chloride | ||
| Canonical SMILES | C12C(CCCC3)C3[I+]C1CCCC2.[Cl-] | ||
| Formula | C12H8ClI | M.Wt | 314.55 |
| Solubility | Soluble in DMSO | Storage | Desiccate at -20°C |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
Diphenyleneiodonium chloride (DPI) is an agonist of GPR3 with EC50 value of 1μM [1]. Also, diphenyleneiodonium chloride inhibits NADH oxidase (NOX), NO synthase and cytochrome P450 reductase [2] [3] [4].
G protein-coupled receptor 3 (GPR3) is an orphan G protein-coupled receptor (GPCR) with constitutive G(s) signaling activity that activates cyclic AMP and is mainly expressed in mammalian brain and oocytes [1].
DPI is a GPR3 agonist. In HEK293 cells stably expressed GPR3, DPI increased the level of intracellular cAMP, which was independent of NOX inhibition. DPI activated adenylate cyclase in cells expressing GPR3. In HeLa cells coexpressed β-arrestin2 and GPR3, DPI increased Ca2+ mobilization, GPR3 receptor desensitization and membrane localization of β-arrestin2 [1]. In HeLa cells, DPI inhibited NADPH oxidation by NOX with EC50 value of 0.1 μM [2]. In mouse macrophages, DPI irreversibly and completely inhibited NO synthase, which was blocked by NADP+, NADPH or 2’ 5’ -ADP. Also, DPI inhibited acetylcholine-induced relaxation of norepinephrine-preconstricted rabbit aortic rings with IC50 value of 300 nM [3]. DPI irreversibly inhibited NADPH cytochrome P450 oxidoreductase with Ki value of 2.8 μM [4].
In rats, DPI (10-5 mol/kg) inhibited the depressor response to acetylcholine [5].
References:[1]. Ye C, Zhang Z, Wang Z, et al. Identification of a novel small-molecule agonist for human G protein-coupled receptor 3. J Pharmacol Exp Ther, 2014, 349(3): 437-443.[2]. Morré DJ. Preferential inhibition of the plasma membrane NADH oxidase (NOX) activity by diphenyleneiodonium chloride with NADPH as donor. Antioxid Redox Signal, 2002, 4(1): 207-212.[3]. Stuehr DJ, Fasehun OA, Kwon NS, et al. Inhibition of macrophage and endothelial cell nitric oxide synthase by diphenyleneiodonium and its analogs. FASEB J, 1991, 5(1): 98-103.[4]. Tew DG. Inhibition of cytochrome P450 reductase by the diphenyliodonium cation. Kinetic analysis and covalent modifications. Biochemistry, 1993, 32(38): 10209-10215.[5]. Wang YX, Poon CI, Poon KS, et al. Inhibitory actions of diphenyleneiodonium on endothelium-dependent vasodilatations in vitro and in vivo. Br J Pharmacol, 1993, 110(3): 1232-1238.
