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178385

Sigma-Aldrich

Apocynin

≥98% (GC), powder, NADPH oxidase inhibitor, Calbiochem®

Synonyme(s) :

Apocynin, 4-Hydroxy-3-methoxyacetophenone, Acetovanillone, NADPH Oxidase Inhibitor V, NOX Inhibitor V

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About This Item

Formule empirique (notation de Hill):
C9H10O3
Numéro CAS:
498-02-2
Poids moléculaire :
166.17
Numéro MDL:
MFCD00008747
Code UNSPSC :
51111800
Nomenclature NACRES :
NA.77

Nom du produit

Apocynin, A cell-permeable, anti-inflammatory phenolic compound that acts as a potent and selective inhibitor of NADPH oxidase.

Niveau de qualité

100

Description

Merck USA index - 14, 741

Essai

≥98% (GC)

Forme

powder

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze
protect from light

Couleur

white to off-white

Solubilité

DMSO: 10 mg/mL
ethanol: 20 mg/mL

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

O(C)c1c(ccc(c1)C(=O)C)O

InChI

1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3

Clé InChI

DFYRUELUNQRZTB-UHFFFAOYSA-N

Description générale

A cell-permeable, anti-inflammatory phenol that acts as a potent and selective inhibitor of NADPH oxidase. Also blocks peroxynitrite formation in murine macrophages. Reported to increase glutathione synthesis through the activation of AP-1. Shown to prevent phagocytosis of myelin by macrophages (10 mM).
A cell-permeable, anti-inflammatory phenolic compound that acts as a potent and selective inhibitor of NADPH oxidase. Shown to block peroxynitrite formation in murine macrophages. Reported to increase glutathione synthesis through activation of AP-1. Also reported to prevent phagocytosis of myelin by macrophages (10 mM).

Actions biochimiques/physiologiques

Cell permeable: yes
Primary Target
NADPH oxidase
Product does not compete with ATP.
Reversible: no

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Irritant (B)

Reconstitution

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Autres remarques

Abid, M.R., et al. 2000. FEBS Lett.486, 252.
Muijsers, R.B., et al. 2000. Br. J. Pharmacol.130, 932.
Lapperre, T.S., et al. 1999. FEBS Lett.443, 235.
Supinski, G., et al. 1999, J. Appl. Physiol.87, 776.
van der Goes, A., et al. 1998. J. Neuroimmunol.92, 67.
Hart, B.A., and Simmons, J.M. 1992. Biotechnol. Ther.3, 3.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Certificats d'analyse (COA)

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Kendra M Prutton et al.
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Cellular redox state directs differentiation of induced pluripotent stem cells (iPSC) by energy metabolism control and ROS generation. As oxidative stress and mitochondrial dysfunction have been extensively reported in Down syndrome (DS), we evaluated mitochondrial phenotypes and energy metabolism during
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PloS one, 18(6), e0287212-e0287212 (2023-06-23)
Roles of redox signaling in bladder function is still under investigation. We explored the physiological role of reactive oxygen species (ROS) and nicotinamide adenine dinucleotide phosphate (NADPH) oxidase (Nox) in regulating bladder function in humans and dogs. Mucosa-denuded bladder smooth
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Journal of neurochemistry, 168(5), 899-909 (2024-02-01)
Cofilactin rods (CARs), which are 1:1 aggregates of cofilin-1 and actin, lead to neurite loss in ischemic stroke and other disorders. The biochemical pathways driving CAR formation are well-established, but how these pathways are engaged under ischemic conditions is less
Priya Rangan et al.
Cell reports, 40(13), 111417-111417 (2022-09-29)
The effects of fasting-mimicking diet (FMD) cycles in reducing many aging and disease risk factors indicate it could affect Alzheimer's disease (AD). Here, we show that FMD cycles reduce cognitive decline and AD pathology in E4FAD and 3xTg AD mouse
Yangyang Ding et al.
Nature communications, 14(1), 4829-4829 (2023-08-11)
Human MutT Homolog 1 (MTH1) is a nucleotide pool sanitization enzyme that hydrolyzes oxidized nucleotides to prevent their mis-incorporation into DNA under oxidative stress. Expression and functional roles of MTH1 in platelets are not known. Here, we show MTH1 expression
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