Protein Information

Name cytochrome c
Synonyms CYC; CYCS; Cytochrome C; HCS; Cytochrome Cs

Compound Information

Name acrolein
CAS 2-propenal

Reference List

PubMed Abstract RScore(About this table)
18282682 Thompson CA, Burcham PC: Protein alkylation, transcriptional responses and cytochrome c release during acrolein toxicity in A549 cells: influence of nucleophilic culture media constituents. Toxicol In Vitro. 2008 Jun;22(4):844-53. Epub 2008 Jan 15.

In contrast, cytochrome c release was maximal in cells exposed to acrolein in serum-containing F12, conditions which inhibited protein modification and overt cell death.
38(0,1,2,3) Details
15843039 Tanel A, Averill-Bates DA: The aldehyde acrolein induces apoptosis via activation of the mitochondrial pathway. Biochim Biophys Acta. 2005 Apr 15;1743(3):255-67. Epub 2005 Jan 5.

Acrolein induced apoptosis through a decrease in mitochondrial membrane potential, the liberation of cytochrome c, the activation of initiator caspase-9, and the activation of the effector caspase-7.
31(0,1,1,1) Details
3103627 Cooper KO, Witmer CM, Witz G: Inhibition of microsomal cytochrome c reductase activity by a series of alpha, beta-unsaturated aldehydes. Biochem Pharmacol. 1987 Mar 1;36(5):627-31.

Acrolein, crotonaldehyde and trans,trans-muconaldehyde all decreased NADPH-cytochrome c reductase activity in vitro.
15(0,0,2,5) Details
11487471 Adams S, Green P, Claxton R, Simcox S, Williams MV, Walsh K, Leeuwenburgh C: Reactive carbonyl formation by oxidative and non-oxidative pathways. Front Biosci. 2001 Aug 1;6:A17-24.

We investigated model proteins and a variety of oxidative and non-oxidative reactions, as well as what effects hemoglobin, myoglobin, and cytochrome c might have on levels of protein carbonyls.
Other non-oxidative modification systems, in which proteins are incubated with various aldehydes, such as malondialdehyde, acrolein, glycolaldehyde, and glyoxal also generated significant amounts of carbonyls.
3(0,0,0,3) Details
15566391 Wu SJ, Ng LT, Lin CC: Effects of vitamin E on the cinnamaldehyde-induced apoptotic mechanism in human PLC/PRF/5 cells. Clin Exp Pharmacol Physiol. 2004 Nov;31(11):770-6.


The apoptotic effect induced by cinnamaldehyde could be further supported by the release of cytochrome c, Smac/Diablo and Omi/HtrA2 from mitochondria to the cytosol and activation of caspase 3.
2(0,0,0,2) Details
6435286 Patel JM, Block ER, Hood CI: Biochemical indices of cyclophosphamide-induced lung toxicity. Toxicol Appl Pharmacol. 1984 Oct;76(1):128-38.

Cyclophosphamide (CP) requires metabolic activation for its therapeutic action, and this metabolism results in the formation of two toxic metabolites, acrolein (ACR) and phosphoramide mustard (PM).
Twenty-four hr after the last treatment the lungs were analyzed for (a) microsomal NADPH cytochrome c reductase and aniline hydroxylase activities; (b) microsomal lipid peroxide formation; and (c) glutathione content.
2(0,0,0,2) Details
12860272 Ka H, Park HJ, Jung HJ, Choi JW, Cho KS, Ha J, Lee KT: Cinnamaldehyde induces apoptosis by ROS-mediated mitochondrial permeability transition in human promyelocytic leukemia HL-60 cells. Cancer Lett. 2003 Jul 10;196(2):143-52.


Using apoptosis analysis, measurement of reactive oxygen species (ROS), and assessment of mitochondrial membrane potentials (DeltaPsim), we show that cinnamaldehyde is a potent inducer of apoptosis and that it transduces the apoptotic signal via ROS generation, thereby inducing mitochondrial permeability transition (MPT) and cytochrome c release to the cytosol.
2(0,0,0,2) Details
1334014 Cooper KO, Witz G, Witmer C: The effects of alpha, beta-unsaturated aldehydes on hepatic thiols and thiol-containing enzymes. Fundam Appl Toxicol. 1992 Oct;19(3):343-9.

The effects of series of alpha, beta-unsaturated aldehydes on hepatic glutathione, cytochrome P450, and NADPH-cytochrome c reductase activity were compared with time.
Male F-344 rats were dosed with muconaldehyde (36 mumol/kg), acrolein (89 mumol/kg), crotonaldehyde (450 mumol/kg), or the saturated aldehyde propionaldehyde (89 mumol/kg) and terminated 0.5, 4, or 24 hr later.
1(0,0,0,1) Details
11342003 Picklo MJ, Montine TJ: Acrolein inhibits respiration in isolated brain mitochondria. . Biochim Biophys Acta. 2001 Feb 14;1535(2):145-52.

0(0,0,0,0) Details
18514610 Parikh JG, Saraswathy S, Rao NA: Photoreceptor oxidative damage in sympathetic ophthalmia. . Am J Ophthalmol. 2008 Dec;146(6):866-75.e2. Epub 2008 Jun 2.

Deparaffinized sections of the globes were processed to localize tumor necrosis factor-alpha (TNF-alpha), tumor necrosis factor receptor-1 (TNF-R1), acrolein, inducible nitric oxide synthase (iNOS), and nitrotyrosine by immunolocalization method.
The latter two were localized to photoreceptor mitochondria using anti-cytochrome C antibody.
1(0,0,0,1) Details
17204747 Tanel A, Averill-Bates DA: Inhibition of acrolein-induced apoptosis by the antioxidant N-acetylcysteine. J Pharmacol Exp Ther. 2007 Apr;321(1):73-83. Epub 2007 Jan 4.

0(0,0,0,0) Details
3030333 Witz G, Lawrie NJ, Amoruso MA, Goldstein BD: Inhibition by reactive aldehydes of superoxide anion radical production from stimulated polymorphonuclear leukocytes and pulmonary alveolar macrophages. Biochem Pharmacol. 1987 Mar 1;36(5):721-6.


Alpha,beta-unsaturated aldehydes such as acrolein (ACR) and crotonaldehyde (CRO) have been shown previously in our laboratory to inhibit the production of superoxide anion radical (O2-) by stimulated phagocytic cells in vitro in a dose-related manner.
0(0,0,0,0) Details
6148213 Patel JM, Ortiz E, Kolmstetter C, Leibman KC: Selective inactivation of rat lung and liver microsomal NADPH-cytochrome c reductase by acrolein. Drug Metab Dispos. 1984 Jul-Aug;12(4):460-3.
99(0,3,4,4) Details
16040627 Finkelstein EI, Ruben J, Koot CW, Hristova M, van der Vliet A: Regulation of constitutive neutrophil apoptosis by the alpha,beta-unsaturated aldehydes acrolein and 4-hydroxynonenal. Am J Physiol Lung Cell Mol Physiol. 2005 Dec;289(6):L1019-28. Epub 2005 Jul 22.

Whereas low concentrations of either aldehyde (<10 microM) mildly promoted apoptosis in neutrophils (reflected by increased phosphatidylserine exposure, caspase-3 activation, and mitochondrial cytochrome c release), higher concentrations prevented critical features of apoptosis (caspase-3 activation, phosphatidylserine exposure) and caused delayed neutrophil cell death with characteristics of necrosis/oncosis.
2(0,0,0,2) Details
7506438 Mohrmann M, Pauli A, Walkenhorst H, Schonfeld B, Brandis M: Effect of ifosfamide metabolites on sodium-dependent phosphate transport in a model of proximal tubular cells (LLC-PK1) in culture. Ren Physiol Biochem. 1993 Nov-Dec;16(6):285-98.

Chloracetaldehyde reduces the activity of succinate-cytochrome c oxidoreductase, suggesting that a defect in ATP generation might play a role in the pathogenesis of Fanconi syndrome induced by IF.
We used a permanent renal epithelial cell line with proximal tubular characteristics (LLC-PK1) in order to investigate the effects of IF and some of its major metabolites (4-OH-IF, chloracetaldehyde, and acrolein).
2(0,0,0,2) Details
19596284 Roy J, Pallepati P, Bettaieb A, Tanel A, Averill-Bates DA: Acrolein induces a cellular stress response and triggers mitochondrial apoptosis in A549 cells. Chem Biol Interact. 2009 Oct 7;181(2):154-67. Epub 2009 Jul 9.

Acrolein (3-27microM, 30-60min) activated early stage processes in the mitochondrial pathway of apoptosis, such as Bax translocation to mitochondria, cytochrome c release, caspase-9 activation, and translocation of apoptosis-inducing factor to the nucleus.
81(1,1,1,1) Details
19031314 Kang ES, Kim GH, Woo IS, Kim HJ, Eun SY, Ham SA, Jin H, Kim MY, Park MH, Kim HJ, Chang KC, Lee JH, Kim JH, Yabe-Nishimura C, Seo HG: Down-regulation of aldose reductase renders J774A.1 cells more susceptible to acrolein- or hydrogen peroxide-induced cell death. Free Radic Res. 2008 Nov;42(11-12):930-8.

Blockade of AR activity in J774A.1 cells markedly augmented the acrolein- or hydrogen peroxide-induced translocation of Bax to mitochondria along with reduced Bcl-2 and increased release of cytochrome c from the mitochodria.
81(1,1,1,1) Details