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Key Documents

215911

Sigma-Aldrich

Carbonyl Cyanide m-Chlorophenylhydrazone

≥95% (HPLC), solid, mitophagy inducer, Calbiochem

Synonyme(s) :

Carbonyl Cyanide m-Chlorophenylhydrazone, CCCP

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About This Item

Numéro CAS:
555-60-2
Numéro MDL:
MFCD00001848
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

product name

Carbonyl Cyanide m-Chlorophenylhydrazone, Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. Approximately 100 times more effective than 2,4-dinitrophenol.

Niveau de qualité

100

Pureté

≥95% (HPLC)

Forme

solid

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze

Couleur

yellow

Solubilité

ethanol: 1 mg/mL
DMSO: 5 mg/mL

Conditions d'expédition

ambient

Température de stockage

2-8°C

InChI

1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H

Clé InChI

UGTJLJZQQFGTJD-UHFFFAOYSA-N

Description générale

Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. Approximately 100 times more effective than 2,4-dinitrophenol. Binds with cytochrome c oxidase with high affinity (Kd = 270 nM). Inhibits transport processes and depresses growth.
Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. ~100 times more effective than 2,4-dinitrophenol. Binds cytochrome C oxidase with high affinity (Kd = 270 nM). Inhibits transport processes and depresses growth.

Actions biochimiques/physiologiques

Cell permeable: no
Kd = 270 nM in binding with cytochrome c oxidase
Primary Target
cytochrome c oxydase
Product does not compete with ATP.
Reversible: no

Avertissement

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 1 month at 4°C.

Autres remarques

Bona, M., et al. 1993. Gen. Physiol. Biophys. 12, 533.
Heytler, P.G., and Prichard, W.W. 1962. Biochem. Biophys. Res. Commun.7, 272.

Informations légales

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

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

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Xiumei He et al.
Journal of cell science, 137(8) (2024-04-08)
Mitochondrial fission is a tightly regulated process involving multiple proteins and cell signaling. Despite extensive studies on mitochondrial fission factors, our understanding of the regulatory mechanisms remains limited. This study shows the critical role of a mitochondrial GTPase, GTPBP8, in
Brittany P Rickard et al.
International journal of molecular sciences, 23(9) (2022-05-15)
Per- and polyfluoroalkyl substances (PFAS) are ubiquitous environmental contaminants associated with adverse reproductive outcomes including reproductive cancers in women. PFAS can alter normal ovarian function, but the effects of PFAS on ovarian cancer progression and therapy response remain understudied. Ovarian
Nick Huang et al.
Nature communications, 15(1), 2598-2598 (2024-03-23)
Activation of the mechanistic target of rapamycin (mTOR) is a key metabolic checkpoint of pro-inflammatory T-cell development that contributes to the pathogenesis of autoimmune diseases, such as systemic lupus erythematosus (SLE), however, the underlying mechanisms remain poorly understood. Here, we
Evgeny Shlevkov et al.
iScience, 25(1), 103650-103650 (2022-01-14)
Pharmacological activation of the E3 ligase Parkin represents a rational therapeutic intervention for the treatment of Parkinson's disease. Here we identify several compounds that enhance the activity of wildtype Parkin in the presence of phospho-ubiquitin and act as positive allosteric
Sinsuk Han et al.
EMBO reports, 21(9), e49801-e49801 (2020-07-07)
Synaptic mitochondria are particularly vulnerable to physiological insults, and defects in synaptic mitochondria are linked to early pathophysiology of Alzheimer's disease (AD). Mitophagy, a cargo-specific autophagy for elimination of dysfunctional mitochondria, constitutes a key quality control mechanism. However, how mitophagy
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