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(5Z)-5-[(9H-fluoren-3-yl)methylidene]-1-(4-methylphenyl)-2-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dione
about 80% inhibition at 0.5 mM
(5Z)-5-{[4-bromo-5-(morpholin-4-yl)furan-2-yl]methylidene}-1-(4-methylphenyl)-2-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dione
about 5% inhibition at 0.5 mM
1-(2-fluorophenyl)-5-[(1-methyl-2,3-dihydro-1H-indol-3-yl)methyl]-2-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dione
about 75% inhibition at 0.5 mM
2-methyl-6-[(phenylsulfanyl)methyl]-2,5-dihydropyrimidin-4(3H)-one
about 5% inhibition at 0.5 mM
4-({[(2S)-2,3-dihydro-1,3-benzoxazol-2-yl]sulfanyl}methyl)tetrahydropyrimidine-2,5-dione
about 45% inhibition at 0.5 mM
5'-(p-fluorosulfonylbenzoyl)-adenosine
-
-
5-(prop-2-en-1-yl)-6-propyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
about 75% inhibition at 0.5 mM
5-propyl-2-thiouracil
-
25 mM, almost complete inhibition
6-(pentyloxy)-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
about 25% inhibition at 0.05 mM
6-([[(2R)-2,3-dihydro-1,3-benzoxazol-2-yl]sulfanyl]methyl)-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
complete inhibition at 0.05 mM
6-benzyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
about 3% inhibition at 0.5 mM
6-pentyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
about 25% inhibition at 0.5 mM
6-Propyl-2-thiouracil
-
about 20% residual activity at 0.009 mM
6-[(phenylsulfanyl)methyl]-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
complete inhibition at 0.05 mM
6-[(phenylsulfanyl)methyl]pyrimidine-2,4(1H,3H)-dione
about 50% inhibition at 0.5 mM
6-{[(2,6-dichlorophenyl)sulfanyl]methyl}-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
complete inhibition at 0.05 mM
6-{[(4-bromophenyl)sulfanyl]methyl}-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
about 10% inhibition at 0.05 mM
6-{[(4-methylphenyl)sulfanyl]methyl}-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
about 85% inhibition at 0.05 mM
6-{[(propan-2-yl)sulfanyl]methyl}-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
about 18% inhibition at 0.05 mM
apocynin
-
90.1% inhibition at 0.2 mM
benzoate
-
complete inhibition at 1 mM
benzyl alcohol
-
100 mM, 52% inhibition, reversible, may be due to changes in membrane fluidity
Br-
-
competitive vs. cytochrome b5, reversible by dilution
Ca2+
-
23.5% residual activity at 1 mM
CaCl2
-
8 mM, 50% inhibition, competitive vs. cytochrome b5
dithiothreitol
-
80% residual activity at 1 mM
ebselen
-
almost complete inhibition at 0.02 mM
F-
-
competitive vs. cytochrome b5, reversible by dilution
I-
-
competitive vs cytochrome b5, reversible by dilution
Inositol hexaphosphate
-
-
iodoacetate
-
27.3% residual activity at 1 mM
iodoacetic acid
-
5 mM, complete inhibition
luteolin-7-O-glucoside
-
-
Mersalyl
-
complete inhibition at 1.0 mM
MgCl2
-
78.1 mM, 50% inhibition, competitive vs. cytochrome b5
NaCN
-
91.4% residual activity at 1 mM
para-chloromercuribenzenesulfonate
-
phosphate
-
competitive inhibition
propylthiouracil
complete inhibition at 0.5 mM
Thenoyltrifluoroacetone
-
-
Tris
-
reduction of cytochrome b5
Wheat germ agglutinin
-
-
-
Acrynol
-
0.1 mM, 75% inhibition
Acrynol
-
0.1 mM, 88% inhibition
adenine nucleotides
-
-
ADP
-
-
ADP
-
5 mM, 66% inhibition
Atebrin
-
1 mM, complete inhibition
Atebrin
-
0.1 mM, 44% inhibition
Atebrin
-
0.5 mM, complete inhibition
Cl-
-
-
Cl-
-
competitive vs. cytochrome b5, reversible by dilution
dicoumarol
-
0.3 mM, 57% inhibition
iodoacetamide
-
1 mM, complete inhibition
iodoacetamide
-
23.5% residual activity at 1 mM
K+ high ionic strength
-
reduction of cytochrome b5 or dichlorphenolindophenol
-
K+ high ionic strength
-
-
-
myricetin
-
-
myricetin
-
noncompetitive versus NADH, non-linear relationship indicating non-Michaelis-Menten kinetic binding with respect to cytochrome b5
N-ethylmaleimide
-
10 mM, 89% inhibition
N-ethylmaleimide
-
8 mM, 70% inhibition
N-ethylmaleimide
-
1 mM, 90% inhibition
NAD+
competitive, stronger inhibition of mutant enzymes compared to wild type enzyme
p-chloromercuribenzoate
-
0.001 mM, complete inhibition
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
0.005 mM, complete inhibition
p-chloromercuribenzoate
-
0.001 mM, complete inhibition
p-chloromercuribenzoate
-
complete inhibition at 0.4 mM
p-chloromercuribenzoate
-
-
p-hydroxymercuribenzoate
-
0.1 mM, almost complete inhibition
p-hydroxymercuribenzoate
-
0.1 mM, complete inhibition
p-hydroxymercuribenzoate
-
complete inhibition at 1 mM
Proflavin
-
0.1 mM, 86% inhibition
Proflavin
-
0.1 mM, 98% inhibition
Proflavin
-
0.1 mM, 74% inhibition
quercetin
-
-
quercetin
-
about 20% residual activity at 0.02 mM
taurodeoxycholate
-
-
taurodeoxycholate
-
20 mM, 84% inhibition
additional information
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inhibitory potencies of flavonoids on the enzyme, structure-activity relationship, overview. No inhibition by naringenin, naringin, and chrysin. Flavonoids containing two hydroxyl groups in ring B and a carbonyl group at C-4 in combination with a double bond between C-2 and C-3 produced a much stronger inhibition, whereas substitution of a hydroxyl group at C-3 is associated with a less inhibitory effect
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additional information
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enzyme inhibition by dietary flavonoids: inhibitor structure-activity analysis, overview. No inhibition by morin, apigenin, (+)-catechin, (-)-epicatechin, naringenin and naringin
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additional information
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high levels of H2O2 inhibit enzyme expression
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additional information
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species-specific sensitivity to methemoglobin induction, in vitro induction of methemoglobin by 1 mM NaNO2, overview
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additional information
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not inhibited by NAD+ and ferrocyanide
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additional information
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the enzyme is not inhibited by Mg2+, Mn2+, or EDTA
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additional information
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species-specific sensitivity to methemoglobin induction, in vitro induction of methemoglobin by 1 mM NaNO2, overview
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additional information
-
species-specific sensitivity to methemoglobin induction, in vitro induction of methemoglobin by 1 mM NaNO2, overview
-