D2926
Diphenyleneiodonium chloride
≥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:
Molecular Weight:
314.55
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Diphenyleneiodonium chloride, ≥98%
Quality Level
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)
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
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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.
Mito Kanatsu-Shinohara et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(33), 16404-16409 (2019-07-31)
Because spermatogonial stem cells (SSCs) are immortal by serial transplantation, SSC aging in intact testes is considered to be caused by a deteriorated microenvironment. Here, we report a cell-intrinsic mode of SSC aging by glycolysis activation. Using cultured SSCs, we
PKR activation causes inflammation and MMP-13 secretion in human degenerated articular chondrocytes.
Ching-Hou Ma et al.
Redox biology, 14, 72-81 (2017-09-05)
Osteoarthritis (OA) is a degenerative joint disease affecting a large population of people. Although the elevated expression of PKR (double stranded RNA-dependent protein kinase) and MMP-13 (collagenase-3) have been indicated to play pivotal roles in the pathogenesis of OA, the