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215911

Sigma-Aldrich

Carbonyl Cyanide m-Chlorophenylhydrazone

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

Synonym(s):

Carbonyl Cyanide m-Chlorophenylhydrazone, CCCP

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About This Item

CAS Number:
555-60-2
MDL number:
MFCD00001848
UNSPSC Code:
12352200

Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

yellow

solubility

ethanol: 1 mg/mL
DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

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

InChI key

UGTJLJZQQFGTJD-UHFFFAOYSA-N

General description

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.

Biochem/physiol Actions

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

Warning

Toxicity: Harmful (C)

Reconstitution

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

Other Notes

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

Legal Information

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Certificates of Analysis (COA)

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