| Carbonyl cyanide m-chlorophenyl hydrazone | |
|---|---|
 |
|
| IUPAC name |
[(3-chlorophenyl)hydrazono]malononitrile
|
| Identifiers | |
| CAS number | 555-60-2  |
| PubChem | 2603 |
| MeSH | CCCP |
| SMILES |
Clc1cc(N\N=C(/C#N)C#N)ccc1
|
| InChI |
1/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H
|
| InChI key | UGTJLJZQQFGTJD-UHFFFAOYAQ |
| ChemSpider ID | 2504 |
| Properties | |
| Molecular formula | C9H5ClN4 |
| Molar mass | 204.62 g mol−1 |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Carbonyl cyanide m-chlorophenyl hydrazone (CCCP) , is a chemical inhibitor of oxidative phosphorylation. It is a nitrile, hydrazone and ionophore. In general, CCCP causes the gradual destruction of living cells and death of the organism. [1] [2]. The CCCP affects the protein synthesis reactions in seedling mitochondria [3]; the mechanisms of action of CCCP are under intensive study, see [4] and references therein.
References
- ^ J.W.Park; S.Y.Lee, J.Y.Yang, H.W.Rho, B.H.Park, S.N.Lim, J.S.Kim, H.R.Kim (1997). Effect of carbonyl cyanide m-chlorophenylhydrazone (CCCP) on the dimerization of lipoprotein lipase.. 1344(2). pp. 132–8. http://www.ncbi.nlm.nih.gov/pubmed/9030190.
- ^ D.Gáková; B.Brodskáb, A.Holoubeka, K.Siglerb (1999). "Factors and processes involved in membrane potential build-up in yeast: diS-C3(3) assay". The International Journal of Biochemistry & Cell Biology 31 (5): 575–584. doi:.
- ^ Y.M.Konstantinov; I.V.Subota, A.S.Arziev. "Protein synthesis in mitochondria under different redox conditions". Preprint of the Irkutsk Institute of Plant Physiology and Biochemistry.
- ^ M.J.Maclean; P.C. H. Eichinger, Tianfang Wang, Mark Fitzgerald and John H. Bowie* (2008). "A Theoretical Study of the Cyclization Processes of Energized CCCSi and CCCP". J.Phys.Chem.A 112 (49): 12714–12720. doi:. http://pubs.acs.org/doi/abs/10.1021/jp807403s.
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