The solution stability at -80°C is not determined.
D2926
Diphenyleneiodonium chloride
≥98%, Nitric oxide synthetase inhibitor, powder
Synonym(s):
DPI, Dibenziodolium chloride
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10 MG
PLN 759.00
50 MG
PLN 3,080.00
About This Item
Empirical Formula (Hill Notation):
C12H8ClI
CAS Number:
Molecular Weight:
314.55
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name
Diphenyleneiodonium chloride, ≥98%
SMILES string
[Cl-].[I+]1c2ccccc2-c3ccccc13
InChI
1S/C12H8I.ClH/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11;/h1-8H;1H/q+1;/p-1
InChI key
FCFZKAVCDNTYID-UHFFFAOYSA-M
assay
≥98%
form
powder
mp
278 °C
solubility
DMSO: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
storage temp.
room temp
Quality Level
Gene Information
human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)
mouse ... Pik3r1(18708)
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Related Categories
1 of 4
This Item | 300260 | M104 | M0639 |
|---|---|---|---|
| form powder | form crystalline solid | form powder | form powder |
| assay ≥98% | assay ≥97% (HPLC) | assay ≥98% (HPLC) | assay ≥98% |
| Quality Level 300 | Quality Level 100 | Quality Level 100 | Quality Level 200 |
| storage temp. room temp | storage temp. −20°C | storage temp. room temp | storage temp. room temp |
| solubility DMSO: 9.80-10.20 mg/mL, clear, colorless to faintly yellow | solubility DMSO: 5 mg/mL | solubility deionized water: ≥20 mg/mL | solubility chloroform: methanol (1:1): 50 mg/mL, clear, colorless to faintly yellow |
| mp 278 °C | mp - | mp - | mp - |
Application
Diphenyleneiodonium chloride has been used as an NOX inhibitor:
- to study its effects on the reactive oxygen species (ROS) levels and also its inhibitory effects on killing tumor cells by neutrophils isolated from clinical malignant pleural effusion (MPE) samples[1]
- as a nicotinamide adenine dinucleotide phosphate (NADPH) oxidase inhibitor to confirm the variation in inflammation was secondary to overproduction of reactive oxygen species (ROS) in cells treated with doxorubicin (DOX) + flagellin (FL)[2]
- as an NADPH oxidase (NOX) inhibitor to study its effects on palmitate (PA)-induced sphere-forming ability of HepG2 (hepatocellular carcinoma) cells[3]
Biochem/physiol Actions
A potent and reversible inhibitor of nitric oxide synthetase from macrophages and endothelial cells. Also inhibits other flavoenzymes such as neutrophil NADPH oxidase.
A potent reversible nitric oxide synthetase inhibitor from macrophages and endothelial cells.
Diphenyleneiodonium (DPI) can affect mitochondrial function. DPI can block neuron degeneration in Parkinson′s disease. It provides neuroprotection following focal cerebral ischemia. DPI can induce a chemo-quiescence phenotype in cancer stem-like cells, effectively inhibiting their proliferation.[4]
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Marcin Zawrotniak et al.
Frontiers in cellular and infection microbiology, 7, 414-414 (2017-10-07)
Neutrophils use different mechanisms to cope with pathogens that invade the host organism. The most intriguing of these responses is a release of neutrophil extracellular traps (NETs) composed of decondensed chromatin and granular proteins with antimicrobial activity. An important potential
Lingdi Wang et al.
Nature communications, 8(1), 523-523 (2017-09-14)
The mitochondrial enriched GCN5-like 1 (GCN5L1) protein has been shown to modulate mitochondrial protein acetylation, mitochondrial content and mitochondrial retrograde signaling. Here we show that hepatic GCN5L1 ablation reduces fasting glucose levels and blunts hepatic gluconeogenesis without affecting systemic glucose
Qing-Xiang Yu et al.
Scientific reports, 7, 43096-43096 (2017-02-22)
Use of antibiotic-contaminated manure in crop production poses a severe threat to soil and plant health. However, few studies have studied the mechanism by which plant development is affected by antibiotics. Here, we used microscopy, flow cytometry, gene expression analysis
Guei-Sheung Liu et al.
Journal of tissue engineering and regenerative medicine, 10(3), E167-E176 (2013-07-31)
Adipose-derived stem cells (ASCs) show great potentials in applications such as therapeutic angiogenesis, regenerative medicine and tissue engineering. Pharmacological preconditioning of stem cells to boost the release of cytoprotective factors may represent an effective way to enhance their therapeutic efficacy.
Rosilene Cristina Rossetto Burgos et al.
Scientific reports, 7(1), 1229-1229 (2017-04-30)
In recent years, excessive oxidative metabolism has been reported as a critical determinant of pathogenicity in many diseases. The advent of a simple tool that can provide a physiological readout of oxidative stress would be a major step towards monitoring
Articles
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research
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Will the solution stability of Product No. D2926, Diphenyleneiodonium chloride be extended if kept at -80°C?
1 answer-
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How should Product No. D2926, Diphenyleneiodonium chloride be dissolved?
1 answer-
Product D2926 is soluble in DMSO at a concentration of 10 mg/mL, with strong heating. It is also easily soluble at 2.4 mg/mL in DMSO, in 0.1N NaOH (at 0.5 mg/mL), in 0.1N HCl (at 0.2 mg/mL), in ethanol (at 0.2 mg/mL) or in water (0.2 mg/mL). Stock solutions can be prepared at 10 mM in DMSO, according to O'Donnell, V. B., et al., Studies on the Inhibitory Mechanism of Iodonium Compounds with Special Reference to Neutrophil NADPH Oxidase. Biochem. J., 290(pt 1), 41-49 (1993), or at 3 x 10-8 to 3 x 10-6 M in a 5% glucose solution according to Wang, Y. X., et al., Inhibitory Actions of Diphenyleneiodonium on Endothelium-dependent Vasodilatations In Vitro and In Vivo. Br. J.Pharmacol., 110(3), 1232-1238 (1993).
Helpful?
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Product No. D2926 is an inhibitor of nitric oxide synthase (NOS). Does Sigma-Aldrich offer any other NOS inhibitors?
1 answer-
We do offer other inhibitors of NOS, such as Product Nos. M7033 (NG-Methyl-L-arginine) and A7009 (Aminoguanidine).
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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What is the solution stability of Product No. D2926, Diphenyleneiodonium chloride?
1 answer-
A stock solution of D2926 in DMSO can be stored at -20°C for up to 3 months.
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