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D2926

Diphenyleneiodonium chloride

Name: Diphenyleneiodonium chloride
Brand: SIGMA

≥98%, Nitric oxide synthetase inhibitor, powder

Synonym(s):

DPI, Dibenziodolium chloride

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₈ClI

CAS Number:

4673-26-1

Molecular Weight:

314.55

UNSPSC Code:

12352200

PubChem Substance ID:

24278032

NACRES:

NA.77

MDL number:

MFCD00214165

Assay:

≥98%

Form:

powder

Quality level:

300

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Properties

Product Name

Diphenyleneiodonium chloride, ≥98%

Quality Level

300

assay

≥98%

form

powder

mp

278 °C

solubility

DMSO: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

storage temp.

room temp

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

Gene Information

human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)
mouse ... Pik3r1(18708)

Description

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
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)
as an NADPH oxidase (NOX) inhibitor to study its effects on palmitate (PA)-induced sphere-forming ability of HepG2 (hepatocellular carcinoma) cells

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.

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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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Certificates of Analysis (COA)

Lot/Batch Number

0000536219

0000508218

0000508217

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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Aspartic Proteases and Major Cell Wall Components in

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

GCN5L1 modulates cross-talk between mitochondria and cell signaling to regulate FoxO1 stability and gluconeogenesis.

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

Nitric oxide is involved in the oxytetracycline-induced suppression of root growth through inhibiting hydrogen peroxide accumulation in the root meristem.

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

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Global Trade Item Number

SKU	GTIN
D2926-10MG	04061838445940
D2926-50MG	04061833562727