羰基氰化物间氯苯腙

羰基氰化物间氯苯腙
	IUPAC名; [(3-chlorophenyl)hydrazono]malononitrile
别名	间氯苯腙丙二腈; 羰基氰化氯苯腙
识别
CAS号	555-60-2
PubChem	2603
ChemSpider	2504
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;
InChIKey	UGTJLJZQQFGTJD-UHFFFAOYAQ
ChEBI	3259
KEGG	C11164
MeSH	CCCP
性质
化学式	C9H5ClN4
摩尔质量	204.62 g·mol−1
外观	黄色至橙色
熔点	170—175 °C（443—448 K）（分解）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

羰基氰化物间氯苯腙（英语：Carbonyl cyanide m-chlorophenyl hydrazone，缩写CCCP）是一种氧化磷酸化抑制剂。它是一种离子载体（英语：ionophore）。一般来说，CCCP导致细胞的逐渐损害以及生命体的死亡。^[1]^[2] 它主要影响线粒体中的蛋白质合成。^[3] CCCP的作用机理是使电子载体在电子传递链的正常活动下形成的质子浓度梯度解偶联化。这种化学物质实质上以离子载体形式减少了ATP合酶以最佳方式运行的能力。

参考资料

^ J.W. Park; S.Y. Lee, J.Y. Yang, H.W. Rho, B.H. Park, S.N. Lim, J.S. Kim, H.R. Kim. Effect of carbonyl cyanide m-chlorophenylhydrazone (CCCP) on the dimerization of lipoprotein lipase.. Biochimica et Biophysica Acta. 1997, 1344 (2): 132–8. PMID 9030190.
^ D. Gášková; B. Brodská, A. Holoubek, K. Sigler. Factors and processes involved in membrane potential build-up in yeast: diS-C3(3) assay. The International Journal of Biochemistry & Cell Biology. 1999, 31 (5): 575–584. doi:10.1016/S1357-2725(99)00002-3.
^ 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. [2011-11-20]. （原始内容存档于2011-07-17）.

[park97-1] J.W. Park; S.Y. Lee, J.Y. Yang, H.W. Rho, B.H. Park, S.N. Lim, J.S. Kim, H.R. Kim. Effect of carbonyl cyanide m-chlorophenylhydrazone (CCCP) on the dimerization of lipoprotein lipase.. Biochimica et Biophysica Acta. 1997, 1344 (2): 132–8. PMID 9030190.

[brod99-2] D. Gášková; B. Brodská, A. Holoubek, K. Sigler. Factors and processes involved in membrane potential build-up in yeast: diS-C3(3) assay. The International Journal of Biochemistry & Cell Biology. 1999, 31 (5): 575–584. doi:10.1016/S1357-2725(99)00002-3.

[irku-3] 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. [2011-11-20]. （原始内容存档于2011-07-17）.

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