Protein Information

Name cytochrome P450 (protein family or complex)
Synonyms cytochrome P450; cytochrome P 450; CYP450; CYP 450

Compound Information

Name sodium cyanide
CAS sodium cyanide (Na(CN))

Reference List

PubMed Abstract RScore(About this table)
2900731 Shigenaga MK, Trevor AJ, Castagnoli N Jr: Metabolism-dependent covalent binding of (S)-[5-3H] nicotine to liver and lung microsomal macromolecules. Drug Metab Dispos. 1988 May-Jun;16(3):397-402.

Sodium cyanide, which forms stable adducts with the cytochrome P-450-generated iminium ion metabolites of (S)-nicotine and a variety of other tertiary amines, inhibited covalent binding but also decreased the rate of (S)-nicotine metabolism.
31(0,1,1,1) Details
6208195 Trzaskos JM, Bowen WD, Shafiee A, Fischer RT, Gaylor JL: Cytochrome P-450-dependent oxidation of lanosterol in cholesterol biosynthesis. J Biol Chem. 1984 Nov 10;259(21):13402-12.

5(0,0,0,5) Details
9518732 Xiao YF, Huang L, Morgan JP: Cytochrome P450: a novel system modulating Ca2+ channels and contraction in mammalian heart cells. J Physiol. 1998 May 1;508 ( Pt 3):777-92.

3(0,0,0,3) Details
12595299 Ju YK, Allen DG: Early effects of metabolic inhibition on intracellular Ca2+ in toad pacemaker cells: involvement of Ca2+ stores. Am J Physiol Heart Circ Physiol. 2003 Apr;284(4):H1087-94. Epub 2002 Dec 5.


It has been proposed that CN (-) acts by inhibition of cytochrome P-450, resulting in a reduction of cAMP and Ca (2+) current.
2(0,0,0,2) Details
1680654 Masumoto H, Ohta S, Hirobe M: Application of chemical cytochrome P-450 model systems to studies on drug metabolism. Drug Metab Dispos. 1991 Jul-Aug;19(4):768-80.

2(0,0,0,2) Details
11465044 Vickers S, Polsky SL: The biotransformation of nitrogen containing xenobiotics to lactams. Curr Drug Metab. 2000 Dec;1(4):357-89.

If the latter is stable it may undergo oxidation by cytochrome P-450 to form the lactam.
When microsomal preparations are incubated with the appropriate substrate in the presence of sodium cyanide the iminium ion may be trapped to produce a cyano compound.
2(0,0,0,2) Details
3556837 Freeman JJ, Hayes EP: The metabolism of acetonitrile to cyanide by isolated rat hepatocytes. . Fundam Appl Toxicol. 1987 Feb;8(2):263-71.

The metabolism of saturated nitriles, including acetonitrile, has been assumed to occur by a cytochrome P-450-dependent oxidation at the alpha-carbon, yielding a cyanohydrin intermediate which may spontaneously degrade to hydrogen cyanide and an aldehyde.
Cobalt heme did not affect the recovery of sodium cyanide from hepatocyte suspensions.
2(0,0,0,2) Details
9635141 Shumyantseva VV, Avdeenko YL, Moskvitina TL, Bulko TV, Archakov AI: Hydrogen peroxide-supported activities of semisynthetic flavocytochrome 2B4. Biochem Mol Biol Int. 1998 Jun;45(1):171-9.

The rates of the flavocytochrome-catalyzed, H2O2-supported reactions far exceeded those of the appropriate NADH-dependent reactions and were comparable with the cytochrome P450 2B4-catalyzed, peroxide-mediated reaction rates.
Sodium cyanide and SKF-525A, a specific P450 inhibitor, were both shown to inhibit these reactions.
1(0,0,0,1) Details
10920253 Imai Y, Matsunaga I, Kusunose E, Ichihara K: Unique heme environment at the putative distal region of hydrogen peroxide-dependent fatty acid alpha-hydroxylase from Sphingomonas paucimobilis (peroxygenase P450 (SPalpha). J Biochem. 2000 Aug;128(2):189-94.


Fatty acid alpha-hydroxylase from Sphingomonas paucimobilis is a hydrogen peroxide-dependent cytochrome P450 (P450) enzyme (P450 (SPalpha)).
1(0,0,0,1) Details
19278021 Song C, Scharf ME: Mitochondrial impacts of insecticidal formate esters in insecticide-resistant and insecticide-susceptible Drosophila melanogaster. Pest Manag Sci. 2009 Jun;65(6):697-703.

These studies compared two Drosophila strains: an insecticide-susceptible strain (Canton-S) and a strain resistant by cytochrome P450 overexpression (Hikone-R).
RESULTS: In initial studies investigating inhibition of mitochondrial cytochrome c oxidase, two proven insecticidal materials (hydramethylnon and sodium cyanide) caused significant inhibition.
1(0,0,0,1) Details
10985797 Wengenack NL, Lopes H, Kennedy MJ, Tavares P, Pereira AS, Moura I, Moura JJ, Rusnak F: Redox potential measurements of the Mycobacterium tuberculosis heme protein KatG and the isoniazid-resistant enzyme KatG (S315T): insights into isoniazid activation. Biochemistry. 2000 Sep 19;39(37):11508-13.


Isoniazid activation may proceed via a cytochrome P450-like mechanism.
1(0,0,0,1) Details
6313164 Senciall IR, Bullock G, Rahal S: Progesterone C21 hydroxylation and steroid carboxylic acid biosynthesis in the rabbit. Can J Biochem Cell Biol. 1983 Jul;61(7):722-30.

Sodium cyanide had a stimulatory effect on the synthesis of pregnenoic acid by the liver but less consistent effects with other tissues.
These results suggest that one or more cytochrome P-450 systems may be involved in the oxidation of progesterone through to pregnenoic acid by rabbit tissues.
1(0,0,0,1) Details
10775326 Regal KA, Schrag ML, Kent UM, Wienkers LC, Hollenberg PF: Mechanism-based inactivation of cytochrome P450 2B1 by 7-ethynylcoumarin: verification of apo-P450 adduction by electrospray ion trap mass spectrometry. Chem Res Toxicol. 2000 Apr;13(4):262-70.

No protection from inactivation was seen in the presence of nucleophiles (glutathione and sodium cyanide), an iron chelator (deferroxamine), or superoxide dismutase and catalase.
1(0,0,0,1) Details
2775309 Lambert C, Park BK, Kitteringham NR: Activation of mianserin and its metabolites by human liver microsomes. . Biochem Pharmacol. 1989 Sep 1;38(17):2853-8.


Inhibition of irreversible binding was demonstrated with sodium cyanide at concentrations which did not inhibit total metabolism, which suggest that metabolic activation by the cytochrome P-450 enzyme system may lead to the formation of a reactive iminium intermediate that can bind to nucleophilic groups on proteins.
0(0,0,0,0) Details
3874963 Weissman J, Trevor A, Chiba K, Peterson LA, Caldera P, Castagnoli N Jr, Baillie T: Metabolism of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by liver homogenate fractions. J Med Chem. 1985 Aug;28(8):997-1001.


Attempts to trap possible unstable iminium metabolites of MPTP in microsomal incubation mixtures with sodium cyanide led to the isolation of a monocyano adduct that proved to be the N-cyanomethyl derivative.
0(0,0,0,0) Details