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anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
benzamidoxime + NADH + H+
benzamidine + NAD+ + H2O
hydroxylamine + methyl viologen
NH3 + H2O + ?
hydroxylamine + NADH
NH3 + H2O + NAD+
hydroxylamine + NADH
NH3 + NAD+ + H2O
hydroxylamine + NADPH + H+
NH3 + NADP+ + H2O
-
-
-
-
r
N,N-dimethylhydroxylamine + NADH
dimethylamine + NAD+ + H2O
-
-
-
?
N-hydroxy-1-naphthylamine + NADH
1-naphthylamine + NAD+ + H2O
N-hydroxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine + NADH
2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine + NAD+ + H2O
N-hydroxy-2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline + NADH
2-amino-3-methylimidazo[4,5-f]quinoxaline + NAD+ + H2O
N-hydroxy-2-amino-alpha-carboline + NADH
2-amino-alpha-carboline + NAD+ + H2O
N-hydroxy-2-aminofluorene + NADH
2-aminofluorene + NAD+ + H2O
N-hydroxy-2-naphthylamine + NADH
2-naphthylamine + NAD+ + H2O
N-hydroxy-4,4'-methylenebis(2-chloroaniline) + NADH
4,4'-methylenebis(2-chloroaniline) + NAD+
N-hydroxy-4-aminoazobenzene + NADH
4-aminoazobenzene + NAD+ + H2O
N-hydroxy-4-aminobiphenyl + NADH
4-aminobiphenyl + NAD+ + H2O
N-hydroxy-aniline + NADH
aniline + NAD+ + H2O
N-hydroxy-arylamines + NADH
N-arylamines + NAD+ + H2O
N-hydroxyamphetamine + NADH
amphetamine + NAD+ + H2O
-
-
-
?
N-hydroxydebrisoquine + NADH
debrisquine + NAD+ + H2O
N-hydroxypiperidine + NADH
piperidine + NAD+ + H2O
-
-
-
?
N-methyl-N-benzyl-hydroxylamine + NADH
N-methylbenzylamine + NAD+ + H2O
-
-
-
?
N-methyl-N-n-octyl-hydroxylamine + NADH
N-methyl-n-octylamine + NAD+ + H2O
-
-
-
?
N-methylhydroxylamine + NADH
methylamine + NAD+ + H2O
NO2- + NADH
NH3 + H2O + NAD+
phenylhydroxylamine + NADH
phenylamine + NAD+ + H2O
sulphamethoxazole hydroxylamine + NADH + H+
sulphamethoxazole + NAD+ + H2O
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
Pigeon
-
activity in liver mitochondria
-
?
anthranillic hydroxamate + NADH + H+
anthranilamide + NAD+ + H2O
-
activity in liver mitochondria
-
?
benzamidoxime + NADH + H+
benzamidine + NAD+ + H2O
-
-
-
-
?
benzamidoxime + NADH + H+
benzamidine + NAD+ + H2O
-
reconstituted enzyme complex from liver microsomes consisting of NADH, cytochrome b5, cytochrome b5 reductase, a P450 isoenzyme and phosphatidylcholin, 40% activity with NADPH
-
?
guanoxabenz + NADH
?
-
-
-
-
?
guanoxabenz + NADH
?
-
reconstituted enzyme complex from liver microsomes consisting of NADH, cytochrome b5, cytochrome b5 reductase, a P450 isoenzyme and phosphatidylcholin, 40% activity with NADPH
-
-
?
hydroxylamine + methyl viologen
NH3 + H2O + ?
-
-
-
-
?
hydroxylamine + methyl viologen
NH3 + H2O + ?
-
-
-
-
?
hydroxylamine + NADH
NH3 + H2O + NAD+
-
only native, not recombinant protein, recombinant protein lacks NADH oxidoreductase activity
-
-
?
hydroxylamine + NADH
NH3 + H2O + NAD+
-
only native, not recombinant protein, recombinant protein lacks NADH oxidoreductase activity
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
100% activity with NADH, 46% with NADPH, 117% with FADH2, 105% with FMNH2, 220% with methylviologen, 210% with benzyl viologen, 57% with Na2S2O4
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
anaeorobically in the presence of methyl viologen
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
NADH is 1.5fold more effective than NADPH
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
no other substances beside nitrite and dinitrobenzene stimulate oxidation of NADPH
-
ir
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
no activity with O-methylhydroxylamine, hydrazine, nitrophenylhydroxylamine and salicylhydroxamic acid
-
ir
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
NADPH is 2fold more effective than NADH
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
involved in pathway of nitrate reduction
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
Pigeon
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
enzyme also reduces anthranilic hydroxamic acid and nicotinic hydroxamic acid, affinity is about twenty times lower than for hydroxylamine
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
very low activity with phenylhydroxylamine
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
no reduction of N,N-diethyl or O-methyl compounds
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
NADH is 1.5fold more effective than NADPH
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
possible identity of hydroxylamine reductase and the enzyme which reduces anthranilic hydroxamic acid to the amide
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
involved in the assimilation of toxic hydroxylamine formed during nitrate assimilation
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
involved in the assimilation of toxic hydroxylamine formed during nitrate assimilation
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
in the presence of a reduced viologen dye
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
-
-
?
hydroxylamine + NADH
NH3 + NAD+ + H2O
-
30-40% activity with NADPH
-
?
N-hydroxy-1-naphthylamine + NADH
1-naphthylamine + NAD+ + H2O
-
-
-
?
N-hydroxy-1-naphthylamine + NADH
1-naphthylamine + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine + NADH
2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine + NAD+ + H2O
-
-
-
?
N-hydroxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine + NADH
2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine + NAD+ + H2O
-
activity in liver microsomes, primary rat hepatocytes and human HepG2 cells
-
?
N-hydroxy-2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline + NADH
2-amino-3-methylimidazo[4,5-f]quinoxaline + NAD+ + H2O
-
-
-
?
N-hydroxy-2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline + NADH
2-amino-3-methylimidazo[4,5-f]quinoxaline + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-2-amino-alpha-carboline + NADH
2-amino-alpha-carboline + NAD+ + H2O
-
-
-
?
N-hydroxy-2-amino-alpha-carboline + NADH
2-amino-alpha-carboline + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-2-aminofluorene + NADH
2-aminofluorene + NAD+ + H2O
-
-
-
?
N-hydroxy-2-aminofluorene + NADH
2-aminofluorene + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-2-naphthylamine + NADH
2-naphthylamine + NAD+ + H2O
-
-
-
?
N-hydroxy-2-naphthylamine + NADH
2-naphthylamine + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-4,4'-methylenebis(2-chloroaniline) + NADH
4,4'-methylenebis(2-chloroaniline) + NAD+
-
-
-
?
N-hydroxy-4,4'-methylenebis(2-chloroaniline) + NADH
4,4'-methylenebis(2-chloroaniline) + NAD+
-
activity in liver microsomes
-
?
N-hydroxy-4-aminoazobenzene + NADH
4-aminoazobenzene + NAD+ + H2O
-
-
-
?
N-hydroxy-4-aminoazobenzene + NADH
4-aminoazobenzene + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-4-aminobiphenyl + NADH
4-aminobiphenyl + NAD+ + H2O
-
-
-
?
N-hydroxy-4-aminobiphenyl + NADH
4-aminobiphenyl + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-aniline + NADH
aniline + NAD+ + H2O
-
-
-
?
N-hydroxy-aniline + NADH
aniline + NAD+ + H2O
-
activity in liver microsomes
-
?
N-hydroxy-arylamines + NADH
N-arylamines + NAD+ + H2O
-
enzyme may be involved in detoxification pathway of carcinogenic aromatic and heterocyclic amines
-
?
N-hydroxy-arylamines + NADH
N-arylamines + NAD+ + H2O
-
enzyme may be involved in detoxification pathway of carcinogenic aromatic and heterocyclic amines
-
?
N-hydroxydebrisoquine + NADH
debrisquine + NAD+ + H2O
-
-
-
?
N-hydroxydebrisoquine + NADH
debrisquine + NAD+ + H2O
-
reconstituted enzyme complex from liver microsomes consisting of NADH, cytochrome b5, cytochrome b5 reductase, a P450 isoenzyme and phosphatidylcholin, 40% activity with NADPH
-
?
N-methylhydroxylamine + NADH
methylamine + NAD+ + H2O
-
-
-
?
N-methylhydroxylamine + NADH
methylamine + NAD+ + H2O
-
-
-
?
N-methylhydroxylamine + NADH
methylamine + NAD+ + H2O
-
-
-
?
NO2- + NADH
NH3 + H2O + NAD+
-
enzyme has both nitrite reductase and hydroxylamine reductase activity, main function may be nitrite reduction
-
?
NO2- + NADH
NH3 + H2O + NAD+
-
-
-
?
phenylhydroxylamine + NADH
phenylamine + NAD+ + H2O
-
-
-
?
phenylhydroxylamine + NADH
phenylamine + NAD+ + H2O
-
-
-
-
?
sulphamethoxazole hydroxylamine + NADH + H+
sulphamethoxazole + NAD+ + H2O
-
activity in liver microsomes, NADH is preferred
antimicrobial for the treatment of gastrointestinal, urinary and respiratory pathogens
?
sulphamethoxazole hydroxylamine + NADH + H+
sulphamethoxazole + NAD+ + H2O
-
activity in liver microsomes, NADH is preferred
antimicrobial for the treatment of gastrointestinal, urinary and respiratory pathogens
?
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1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate
-
1.5 mM, 68% inhibition, hydroxylamine protects
Antimycin 1
-
0.1 mM, 26% inhibition of hydroxylamine reductase activity
CaCl2
-
reactivation by washing
dinitrophenol
-
0.1 mM, 80% inhibition of hydroxylamine reductase activity
hydrazine
-
1 mM, complete inhibition
Iodine
-
0.5 mM, 80% inhibition, preincubation with hydroxylamine protects
KCl
-
reactivation by washing
Murine phospholipase
-
-
-
N-Methyl hydroxylamine
-
-
NaCl
-
reactivation by washing
NADH
-
inhibits in absence of hydroxylamine
nitrite
-
nitrite and hydroxylamine reductase activity are associated with the same enzyme, nitrite and hydroxylamine are competitive for the same binding site
potassium thiocyanate
-
0.1 mM, 90% inhibition of hydroxylamine reductase activity, nitrite reductase activity is not inhibited
Rose bengal
-
0.5 mM, 94% inhibition
rotenone
-
0.1 mM, 52% inhibition of hydroxylamine reductase activity
Sodium diethyl dithiocarbamate
Uranyl acetate
-
ATP, ADP, sodium diphosphate restores activity
2,2'-dipyridyl
-
-
2,2'-dipyridyl
-
1 mM, 84% inhibition
8-hydroxyquinoline
-
0.1 mM, 50% inhibition of hydroxylamine reductase activity
8-hydroxyquinoline
-
1 mM, complete inhibition
CN-
-
inhibitory after 1 h preincubation
HgCl2
-
1 mM, complete inhibition
KCN
-
0.1 mM, complete inhibition
KCN
-
0.1 mM, complete inhibition
N-ethylmaleimide
-
0.1 mM, 58% inhibition of hydroxylamine reductase activity
N-ethylmaleimide
-
1 mM, 50% inhibition
N-ethylmaleimide
-
not inhibited
N-Methylhydroxylamine
-
-
N-Methylhydroxylamine
-
-
N-Methylhydroxylamine
-
0.5 mM, complete inhibition
NaN3
-
1 mM, complete inhibition
o-phenanthroline
-
1 mM, complete inhibition
o-phenanthroline
-
strong inhibition
p-chloromercuribenzoate
-
0.1 mM, 67% inhibition of hydroxylamine reductase activity
p-chloromercuribenzoate
-
0.1 mM, complete inhibition
p-chloromercuribenzoate
-
1 mM, complete inhibition
p-chloromercuribenzoate
-
0.05 mM, complete inhibition, subsequent addition of 3 mM cysteine restores the activity
p-hydroxymercuribenzoate
-
-
p-hydroxymercuribenzoate
-
-
p-hydroxymercuribenzoate
-
-
potassium ethyl xanthate
-
-
potassium ethyl xanthate
-
-
Salicylaldoxime
-
-
Sodium diethyl dithiocarbamate
-
1 mM, complete inhibition
Sodium diethyl dithiocarbamate
-
-
sulfite
-
-
sulfite
-
uncompetitive vs. hydroxylamine
additional information
-
not inhibited by a nitrogen atmosphere; not inhibited by azide, CO, dextromethorphan or erythromycin
-
additional information
-
not inhibited by azide, CO, dextromethorphan or erythromycin
-
additional information
-
not inhibited by 0.1 mM KCN, NaN3, EDTA, CO and O2
-
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Wang, R.; Nicholas, D.J.D.
Some properties of nitrite and hydroxylamine reductases from Derxia gummosa
Phytochemistry
25
2463-2469
1986
Derxia gummosa
-
brenda
Wolfe, M.T.; Heo, J.; Garavelli, J.S.; Ludden, P.W.
Hydroxylamine reductase activity of the hybrid cluster protein from Escherichia coli
J. Bacteriol.
184
5898-5902
2002
Escherichia coli
brenda
Kadlubar, F.F.; Ziegler, D.M.
Properties of a NADH-dependent N-hydroxy amine reductase isolated from pig liver microsomes
Arch. Biochem. Biophys.
162
83-92
1974
Sus scrofa
brenda
Kadlubar, F.F.; Mckee, E.M.; Ziegler, D.M.
Reduced pyridine nucleotide-dependent N-hydroxy amine oxidase and reductase activities of hepatic microsomes
Arch. Biochem. Biophys.
156
46-57
1973
Sus scrofa
brenda
Bernheim, M.L.C.
The reduction of hydroxylamine and some aryl hydroxamates by liver mitochondria from mammals and birds
Enzymologia
43
167-176
1972
Bos taurus, Canis lupus familiaris, Cavia porcellus, Gallus gallus, Oryctolagus cuniculus, Cricetinae, Ovis aries, Mus musculus, no activity in Amphibia, no activity in fish, no activity in reptilia, Didelphidae, Pigeon, Rattus norvegicus, Sus scrofa
brenda
Bernheim, M.L.C.; Hochstein, P.
Reduction of hydroxylamine by rat liver mitochondria
Arch. Biochem. Biophys.
124
436-442
1968
Rattus norvegicus
brenda
Bernheim, M.L.C.
The hydroxylamine reductase of mitochondria
Arch. Biochem. Biophys.
134
408-413
1969
Rattus norvegicus
brenda
Roussos, G.G.; Nason, A.
Pyridine nucleotide-nitrite and -hydroxylamine enzymes from soybean leaves
J. Biol. Chem.
235
2997-3007
1960
Glycine max
brenda
Zucker, M.; Nason, A.
A pyridine nucleotide-hydroxylamine reductase from Neurospora
J. Biol. Chem.
213
463-478
1955
Neurospora crassa
brenda
Siegel, L.M.; Leinweber, F.J.; Monty, K.J.
Characterization of the sulfite and hydroxylamine reductases of Neurospora crassa
J. Biol. Chem.
240
2705-2711
1965
Neurospora crassa
brenda
Clement, B.; Lomb, R.; Woller, W.
Isolation and characterization of the protein components of the liver microsomal O2-insensitive NADH-benzamidoxime reductase
J. Biol. Chem.
272
19615-19620
1997
Homo sapiens, Sus scrofa
brenda
King, R.S.; Teitel, C.H.; Shaddock, J.G.; Casciano, D.A.; Kadlubar, F.F.
Detoxification of carcinogenic aromatic and heterocyclic amines by enzymatic reduction of the N-hydroxy derivative
Cancer Lett.
143
167-171
1999
Homo sapiens, Rattus norvegicus
brenda
Bagchi, S.N.; Shakila, T.M.
Characterization of oxime metabolizing enzymes in a cyanobacterium Phormidium uncinatum, utilizing ethyl acetohydroxamate as sole nitrogen source
Indian J. Exp. Biol.
37
990-994
1999
Phormidium uncinatum
-
brenda
Trepanier, L.A.; Miller, J.L.
NADH-dependent reduction of sulphamethoxazole hydroxylamine in dog and human liver microsomes
Xenobiotica
30
1111-1121
2000
Canis lupus familiaris, Homo sapiens
brenda
Heo, J.; Wolfe, M.T.; Staples, C.R.; Ludden, P.W.
Converting the NiFeS carbon monoxide dehydrogenase to a hydrogenase and a hydroxylamine reductase
J. Bacteriol.
184
5894-5897
2002
Rhodospirillum rubrum
brenda
Cabello, P.; Pino, C.; Olmo-Mira, M.F.; Castillo, F.; Roldan, M.D.; Moreno-Vivian, C.
Hydroxylamine assimilation by Rhodobacter capsulatus E1F1. Requirement of the hcp gene (hybrid cluster protein) located in the nitrate assimilation nas gene region for hydroxylamine reduction
J. Biol. Chem.
279
45485-45494
2004
Rhodobacter capsulatus, Rhodobacter capsulatus E1F1
brenda
Boutrin, M.C.; Wang, C.; Aruni, W.; Li, X.; Fletcher, H.M.
Nitric oxide stress resistance in Porphyromonas gingivalis is mediated by a putative hydroxylamine reductase
J. Bacteriol.
194
1582-1592
2012
Porphyromonas gingivalis (Q7MVY0), Porphyromonas gingivalis, Porphyromonas gingivalis ATCC BAA-308 (Q7MVY0)
brenda