Protein Information

Name catalase
Synonyms CAT; Catalase; Erythrocyte derived growth promoting factor; Carnitine O acetyltransferase; Carnitine acetylase; Carnitine acetyltransferase; CAT; Catalases…

Compound Information

Name cyanamide
CAS cyanamide

Reference List

PubMed Abstract RScore(About this table)
4040375 DeMaster EG, Shirota FN, Nagasawa HT: Catalase mediated conversion of cyanamide to an inhibitor of aldehyde dehydrogenase. Physiol Behav. 2001 Jul;73(4):641-7.
436(5,6,6,6) Details
3729967 DeMaster EG, Redfern B, Shirota FN, Nagasawa HT: Differential inhibition of rat tissue catalase by cyanamide. . Toxicol Lett. 1987 Jun;37(1):7-12.
405(5,5,5,5) Details
4089878 Cederbaum AI, Dicker E: Inhibition of the peroxidatic activity of catalase towards alcohols by the aldehyde dehydrogenase inhibitor cyanamide. J Plant Physiol. 2005 Mar;162(3):301-8.
355(4,5,5,5) Details
2272522 Rikans LE, Snowden CD, Moore DR: Influence of aging on ethanol and acetaldehyde oxidation in female rat liver. Gerontology. 1990;36(4):185-92.

Rates of ethanol metabolism by alcohol dehydrogenase, the microsomal ethanol oxidizing system (MEOS), and catalase were similar in liver preparations from young (4-5 months) and old (24-27 months) female Fischer 344 rats.
Results with the ALDH inhibitor cyanamide indicated that a decline in ALDH activity of this magnitude would not increase acute ethanol hepatotoxicity.
1(0,0,0,1) Details
2505770 DeMaster EG, Raij L, Archer SL, Weir EK: Hydroxylamine is a vasorelaxant and a possible intermediate in the oxidative conversion of L-arginine to nitric oxide. Drug Metab Dispos. 1991 Jul-Aug;19(4):787-92.

Catalase, an enzyme known to oxidize hydroxylamine to nitric oxide, was present in homogenates of intact and endothelium-denuded rings.
Cyanamide, another catalase substrate and a known precursor of nitroxyl (HNO), was not a vasorelaxant of aortic rings or of isolated, hypoxia-constricted lungs.
1(0,0,0,1) Details
7847615 Sisson JH, Tuma DJ: Vapor phase exposure to acetaldehyde generated from ethanol inhibits bovine bronchial epithelial cell ciliary motility. Alcohol Clin Exp Res. 1994 Oct;18(5):1252-5.

When cells were pretreated with cyanamide, which is known to block acetaldehyde dehydrogenase, the time to ciliastasis was decreased by 10-30 min compared with untreated cells.(ABSTRACT TRUNCATED AT 250 WORDS)
The separate dish contained ethanol, acetaldehyde, or an acetaldehyde-generating system (AGS) that consisted of ethanol + glucose + glucose oxidase + catalase.
1(0,0,0,1) Details
6378202 DeMaster EG, Shirota FN, Nagasawa HT: The metabolic activation of cyanamide to an inhibitor of aldehyde dehydrogenase is catalyzed by catalase. Biochem Biophys Res Commun. 1984 Jul 18;122(1):358-65.

Although hepatic catalase was also inhibited by cyanamide, a positive correlation between blood acetaldehyde and hepatic catalase activity was observed.
314(3,5,6,9) Details
10379628 Sanchis-Segura C, Miquel M, Correa M, Aragon CM: Cyanamide reduces brain catalase and ethanol-induced locomotor activity: is there a functional link?. Psychopharmacology. 1999 May;144(1):83-9.
311(3,5,6,6) Details
3590232 Shirota FN, DeMaster EG, Nagasawa HT: Cyanide is a product of the catalase-mediated oxidation of the alcohol deterrent agent, cyanamide. Alcohol Clin Exp Res. 1991 Mar;15(2):165-9.
250(3,3,4,5) Details
10424762 Clement B, Boucher JL, Mansuy D, Harsdorf A: Microsomal formation of nitric oxide and cyanamides from non-physiological N-hydroxyguanidines: N-hydroxydebrisoquine as a model substrate. Biochem Pharmacol. 1999 Aug 1;58(3):439-45.

The oxidation of N-hydroxydebrisoquine by liver microsomes from rats pretreated with dexamethasone not only produced nitric oxide and the urea, but also the cyanamide derivative as the main metabolite.
Experiments with catalase, superoxide dismutase, and H2O2 showed that the O2- formed from the enzyme and the substrate apparently participated in the reaction.
1(0,0,0,1) Details
18324412 Halaly T, Pang X, Batikoff T, Crane O, Keren A, Venkateswari J, Ogrodovitch A, Sadka A, Lavee S, Or E: Similar mechanisms might be triggered by alternative external stimuli that induce dormancy release in grape buds. Neurotoxicology. 2007 Nov;28(6):1245-8. Epub 2007 May 13.

We compared the effects of heat shock (HS) and hydrogen cyanamide (HC) and demonstrated that HS leads to earlier and higher bud-break levels.
Changes in transcript levels of catalase, alcohol dehydrogenase and pyruvate decarboxylase were induced following both treatments.
1(0,0,0,1) Details
12237745 Mega BT, Sheppard KW, Williams HL, McMillen BA: On the role of monoamine oxidase-A for the maintenance of the volitional consumption of ethanol in two different rat models. Planta. 2008 Jun;228(1):79-88. Epub 2008 Mar 7.

Specifically, hydrogen peroxide may be used as a co-substrate for the metabolism of ethanol to acetaldehyde by catalase and the action of monoamine oxidase in the monoaminergic neurons would supply the hydrogen peroxide.
In the cyanamide-induced drinking rat, 50 mg/kg BW A616U reduced consumption of ethanol by 37%.
1(0,0,0,1) Details
17590992 Jamal M, Ameno K, Ikuo U, Kumihashi M, Wang W, Ijiri I: Ethanol and acetaldehyde: in vivo quantitation and effects on cholinergic function in rat brain. Novartis Found Symp. 2007;285:137-41; discussion 141-4

The study suggested that catalase made a significant contribution to acetaldehyde formation in the rat brain, and that EtOH and acetaldehyde decreased ChAT expression at 40 and 240 min after EtOH dosing.
The results showed that acetaldehyde was present in the cyanamide (CY) + EtOH, CY + 4-methylpyrazole (4-MP) + EtOH and CY + sodium azide + EtOH groups.
1(0,0,0,1) Details
2058789 Aragon CM, Stotland LM, Amit Z: Studies on ethanol-brain catalase interaction: evidence for central ethanol oxidation. J Med Chem. 1990 Dec;33(12):3120-2.

Results confirmed inhibition of brain catalase activity by cyanamide and 4-hydroxypyrazole.
229(2,4,4,9) Details
17989515 Tambour S, Closon C, Tirelli E, Quertemont E: Effects of cyanamide and acetaldehyde accumulation on the locomotor stimulant and sedative effects of ethanol in mice. Behav Pharmacol. 2007 Dec;18(8):777-84.

The results of such studies are, however, difficult to interpret because cyanamide is an inhibitor of the enzymes catalase and aldehyde dehydrogenase, two enzymes with opposite effects on brain acetaldehyde concentrations.
162(2,2,2,2) Details
1961756 Murphy ME, Sies H: Reversible conversion of nitroxyl anion to nitric oxide by superoxide dismutase. Biochem Pharmacol. 1992 Jul 7;44(1):93-8.


When cyanamide and catalase were used to generate NO- in the presence of SOD, NO was measured by the conversion of HbO2 to MetHb.
0(0,0,0,0) Details
3342079 DeMaster EG, Stevens JM: Acute effects of the aldehyde dehydrogenase inhibitors, disulfiram, pargyline and cyanamide, on circulating ketone body levels in the rat. Arch Int Pharmacodyn Ther. 1980 Jan;243(1):17-26.

0(0,0,0,0) Details
3426683 Shirota FN, DeMaster EG, Kwon CH, Nagasawa HT: Metabolism of cyanamide to cyanide and an inhibitor of aldehyde dehydrogenase (ALDH) by rat liver microsomes. Hoppe Seylers Z Physiol Chem. 1961 Sep 20;325:183-8.

Rat liver microsomes, as well as purified catalase, convert the alcohol deterrent agent, cyanamide, to an active inhibitor of AlDH.
162(2,2,2,2) Details
8135870 Fukuto JM, Gulati P, Nagasawa HT: Involvement of nitroxyl (HNO) in the cyanamide-induced vasorelaxation of rabbit aorta. Alcohol. 1985 Jan-Feb;2(1):117-21.

Since the oxidation of cyanamide by catalase/H2O2 had been shown previously to lead to nitroxyl (HNO) generation via the intermediate N-hydroxycyanamide, and aortic ring relaxation was inhibited by the catalase inhibitor, 3-aminotriazole, HNO appears to be responsible for the vasorelaxation mediated by cyanamide.
113(1,2,2,3) Details
1680656 Prunonosa J, Sagrista ML, Bozal J: Inactivation mechanism of low-KM rat liver mitochondrial aldehyde dehydrogenase by cyanamide in vitro. Biochem Pharmacol. 1989 Jul 1;38(13):2099-105.

The effect of the concentrations of NAD+ at different concentrations of catalase on the inactivation of ALDH by cyanamide (20 and 200 microM) in vitro point to an ALDH-NAD (+)-catalase complex prior to the binding to cyanamide to form the holoenzyme-inhibitor complex.
112(1,2,2,2) Details
2735948 Prunonosa J, Sagrista ML, Bozal J: Inactivation of low-Km rat liver mitochondrial aldehyde dehydrogenase by cyanamide in vitro. Biochem Pharmacol. 1996 Jul 12;52(1):141-7.

The inactivation of the affinity chromatography purified low-Km rat liver mitochondrial aldehyde dehydrogenase (ALDH)--free of catalase activity--by the alcohol sensitizing agent cyanamide was studied in vitro.
100(0,3,4,5) Details
11790383 Shahidullah M, Duncan A, Strachan PD, Rafique KM, Ball SL, McPate MJ, Nelli S, Martin W: Role of catalase in the smooth muscle relaxant actions of sodium azide and cyanamide. Eur J Pharmacol. 2002 Jan 18;435(1):93-101.

Moreover, results obtained using a difference spectrophotometric assay based upon the oxidation of haemoglobin were consistent with the catalase-dependent oxidation of sodium azide to nitric oxide (NO) and of cyanamide to nitroxyl anion.
93(1,1,3,3) Details
8614253 Rotzinger S, Aragon CM, Rogan F, Amir S, Amit Z: The nitric oxide synthase inhibitor NW-nitro-L-arginine methylester attenuates brain catalase activity in vitro. Psychopharmacology. 2003 May;167(2):130-6. Epub 2003 Mar 25.

L-NAME was found to attenuate the catalase inhibiting effects of the known catalase inhibitor cyanamide in vitro, suggesting a competition between cyanamide and L-NAME for catalase.
87(1,1,1,7) Details
2790779 Silva JM, O'Brien PJ: Diaziquone-induced cytotoxicity in isolated rat hepatocytes. . Biochem Pharmacol. 1993 May 25;45(10):2129-34.

The extent of GSH oxidation increased with AZQ concentration. (b) Cytotoxicity occurred when AZQ concentrations were sufficient to completely deplete GSH. (c) Addition of AZQ to hepatocytes enhanced cyanide-resistant respiration. (d) If the hepatocytes were compromised with azide or cyanamide to inhibit catalase, cytotoxicity was increased 10-fold or 100-fold if ascorbate was also present. (e) AZQ readily induced Ca2+ release by energized mitochondria.
82(1,1,1,2) Details
13860900 AMBERGER A: [On the inhibition of plant catalase by cyanamide.] Life Sci. 1995 Mar 10;56(16):1321-4.
81(1,1,1,1) Details
2258896 Nagasawa HT, DeMaster EG, Redfern B, Shirota FN, Goon DJ: Evidence for nitroxyl in the catalase-mediated bioactivation of the alcohol deterrent agent cyanamide. Cancer Res. 1989 Oct 15;49(20):5550-4.
81(1,1,1,1) Details
4015825 Svanas GW, Weiner H: Use of cyanamide to determine localization of acetaldehyde metabolism in rat liver. Alcohol. 1985 Jan-Feb;2(1):111-5.

An enzymatic activation of cyanamide, probably by catalase, was necessary for the drug to inhibit ALDH activity.
81(1,1,1,1) Details
8512594 Nagasawa HT, Yost Y, Elberling JA, Shirota FN, DeMaster EG: Nitroxyl analogs as inhibitors of aldehyde dehydrogenase. Naunyn Schmiedebergs Arch Pharmacol. 2002 Oct;366(4):319-26. Epub 2002 Aug 20.

We previously postulated that the catalase-mediated oxidation of cyanamide leads to the formation of the unstable intermediate, N-hydroxycyanamide, which spontaneously decomposes to nitroxyl, the putative inhibitor of aldehyde dehydrogenase (EC 1.2.1.3; AlDH).
81(1,1,1,1) Details
15608607 Pastor R, Sanchis-Segura C, Aragon CM: Brain catalase activity inhibition as well as opioid receptor antagonism increases ethanol-induced HPA axis activation. Alcohol Clin Exp Res. 2004 Dec;28(12):1898-906.

In addition, we tested the effects of 45 mg/kg of cyanamide (another catalase inhibitor) and 0 to 2 mg/kg of naltrexone (nonselective opioid receptor antagonist) on ethanol-induced enhancement in plasma corticosterone values.
74(0,2,3,9) Details
3994742 Svanas GW, Weiner H: Enzymatic requirement for cyanamide inactivation of rat liver aldehyde dehydrogenase. Biochem Pharmacol. 1985 Apr 15;34(8):1197-204.

Commun., 122, 358 (1984)] that catalase is the cyanamide-converting enzyme.
62(0,2,2,2) Details
1632841 Aragon CM, Rogan F, Amit Z: Ethanol metabolism in rat brain homogenates by a catalase-H2O2 system. Alcohol Alcohol Suppl. 1987;1:219-23.

Homogenates of perfused brains of rats treated with 3-amino-1,2,4-triazole or cyanamide (another H2O2-dependent catalase blocker) also showed a dose-dependent reduction of the acetaldehyde obtained.
34(0,1,1,4) Details
17597213 Jamal M, Ameno K, Uekita I, Kumihashi M, Wang W, Ijiri I: Catalase mediates acetaldehyde formation in the striatum of free-moving rats. Biochem Pharmacol. 1988 Jan 15;37(2):229-34.

Rats received intraperitoneal EtOH (1g/kg) alone or in combination with 4-methylpyrazole (MP, 82 mg/kg, an alcohol dehydrogenase inhibitor), and/or catalase inhibitor sodium azide (AZ, 10mg/kg) or 3-amino-1,2,4-triazole (AT, 1g/kg), and/or cyanamide (CY, 50mg/kg, an aldehyde dehydrogenase inhibitor).
34(0,1,1,4) Details
1443429 Gill K, Menez JF, Lucas D, Deitrich RA: Enzymatic production of acetaldehyde from ethanol in rat brain tissue. Alcohol Clin Exp Res. 1992 Oct;16(5):910-5.

On the other hand, treatment with the catalase inhibitors sodium azide, cyanamide, or 3-amino-1,2,4-triazole blocked the production of AcHO while the addition of exogenous peroxide or a peroxide-generating system enhanced the production of AcHO.
32(0,1,1,2) Details
10680717 Shoeman DW, Shirota FN, DeMaster EG, Nagasawa HT: Reaction of nitroxyl, an aldehyde dehydrogenase inhibitor, with N-acetyl-L-cysteine. Alcohol. 2000 Jan;20(1):55-9.

Nitroxyl (HNO) is the aldehyde dehydrogenase (AIDH) inhibitor produced by catalase action on cyanamide.
31(0,1,1,1) Details
6992725 Lamboeuf Y, De Saint Blanquat G: Effects of cyanamide and clofibrate on the enzymes of ethanol oxydation and on ethanol consumption in the rat. Toxicol Lett. 1985 Dec;29(2-3):107-14.

Both substances reduce alcohol consumption by about 35% and cause metabolic modifications: inhibition of aldehyde dehydrogenase and of catalase by cyanamide; activation of alcohol- and aldehyde-dehydrogenases by clofibrate.
31(0,1,1,1) Details
10780252 Sanchis-Segura C, Miquel M, Correa M, Aragon CM: Daily injections of cyanamide enhance both ethanol-induced locomotion and brain catalase activity. Behav Pharmacol. 1999 Sep;10(5):459-65.
21(0,0,3,6) Details
16664957 Nir G, Shulman Y, Fanberstein L, Lavee S: Changes in the Activity of Catalase (EC 1.11.1.6) in Relation to the Dormancy of Grapevine (Vitis vinifera L.) Buds. Plant Physiol. 1986 Aug;81(4):1140-1142.

Efficient buddormancy breaking agents, such as thiourea and cyanamide decreased catalase activity to 64 and 50% of the controls respectively, while the activity of peroxidase remained the same under those conditions.
12(0,0,1,7) Details
11495670 Correa M, Sanchis-Segura C, Aragon CM: Brain catalase activity is highly correlated with ethanol-induced locomotor activity in mice. Biochem Biophys Res Commun. 1989 Aug 30;163(1):527-33.

9(0,0,0,9) Details
3335049 Lambert CE, Shank RC: Role of formaldehyde hydrazone and catalase in hydrazine-induced methylation of DNA guanine. Carcinogenesis. 1988 Jan;9(1):65-70.

However, sodium azide, cyanamide and carbon monoxide all inhibited S9-supported DNA methylation.
3(0,0,0,3) Details
15832682 Perez FJ, Lira W: Possible role of catalase in post-dormancy bud break in grapevines. Biochem Pharmacol. 1994 Mar 2;47(5):922-4.

Three isoforms of Cat were detected in extracts of buds by native PAGE analysis, and the extracted activity was inhibited competitively by hydrogen cyanamide (HC), a potent bud-break agent.
2(0,0,0,2) Details
8394073 Mattia CJ, Adams JD Jr, Bondy SC: Free radical induction in the brain and liver by products of toluene catabolism. 198-9.

Incubation of benzaldehyde with aldehyde dehydrogenase produced a strong signal that was blocked completely by superoxide dismutase and inhibited partially by catalase, suggesting the presence of superoxide radicals and the involvement of the iron-catalyzed Haber-Weiss reaction leading to the production of hydroxyl radicals.
Pretreatment of rats in vivo with 4-methylpyrazole, an alcohol dehydrogenase inhibitor, or sodium cyanamide, an aldehyde dehydrogenase inhibitor, prior to exposure to toluene, caused a significant decrease and increase, respectively, in toluene-stimulated rates of ROS generation in the CNS and liver.
1(0,0,0,1) Details
9191964 Shirota FN, Stevens-Johnk JM, DeMaster EG, Nagasawa HT: Novel prodrugs of cyanamide that inhibit aldehyde dehydrogenase in vivo. J Med Chem. 1997 Jun 6;40(12):1870-5.

In support of this, when 8 was incubated in vitro with rat liver microsomes coupled to catalase and yeast A1DH, the requirement for microsomal activation for the inhibition of A1DH activity was clearly indicated.
1(0,0,0,1) Details
3508430 Younes M, Strubelt O: Alcohol-induced hepatotoxicity: a role for oxygen free radicals. Free Radic Res Commun. 1987;3(1-5):19-26.

Inhibition of alcohol dehydrogenase by 4-methylpyrazole or of aldehyde dehydrogenase by cyanamide totally abolished ethanol hepatotoxicity despite of a severalfold increase in acetaldehyde concentration in the perfusate.
Addition of superoxide dismutase or catalase clearly suppressed the ethanol-induced release of GPT and SDH, suggesting that .O2- and H2O2 are involved in this process.
1(0,0,0,1) Details
12655465 Escarabajal MD, De Witte P, Quertemont E: Role of acetaldehyde in ethanol-induced conditioned taste aversion in rats. Biochem Pharmacol. 1986 Jul 1;35(13):2081-5.

Our results also suggest that the inhibition of brain catalase activity may contribute to the potentiating effects of cyanamide on ethanol-induced CTA.
In a second experiment, cyanamide, an aldehyde dehydrogenase inhibitor, was administered before conditioning with either ethanol or acetaldehyde to investigate the effects of acetaldehyde accumulation.
1(0,0,0,1) Details
8678898 Shirota FN, Goon DJ, DeMaster EG, Nagasawa HT: Nitrosyl cyanide, a putative metabolic oxidation product of the alcohol-deterrent agent cyanamide. Biochem Pharmacol. 1993 Jul 6;46(1):103-10.

N-hydroxycyanamide, was being further oxidized by catalase/H2O2 to nitrosyl cyanide (O = N-C = N).
1(0,0,0,1) Details
11900810 Escarabajal MD, Aragon CM: The effect of cyanamide and 4-methylpyrazole on the ethanol-induced locomotor activity in mice. Pharmacol Biochem Behav. 2002 May;72(1-2):389-95.

These data might suggest some influence of brain catalase and aldehyde dehydrogenase (ALDH) on the effects of ethanol.
1(0,0,0,1) Details