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1.14.18.1: tyrosinase

This is an abbreviated version!
For detailed information about tyrosinase, go to the full flat file.

Word Map on EC 1.14.18.1

Reaction

2 L-dopa +

O2
= 2 dopaquinone + 2 H2O

Synonyms

AbPPO1, AbPPO4, AbTYR, aurone synthase, catalase-phenol oxidase, catechol oxidase, catecholase, CATPO, chlorogenic acid oxidase, chlorogenic oxidase, cresolase, cresolase/monophenolase, CsPPO, CZA14Tyr, deoxy-tyrosinase, dihydroxy-L-phenylalanine:oxygen oxidoreductase, Diphenol oxidase, diphenolase, dopa oxidase, EC 1.10.3.1, EC 1.14.17.2, Hc-derived phenoloxidase, Hc-phenoloxidase, HcPO, HdPO, hemocyanin-derived phenoloxidase, jrPPO1, jrTYR, L-DOPA monophenolase, L-DOPA oxidase, L-DOPA:oxygen oxidoreductase, L-tyrosine hydroxylase, MdPPO1, melC2, MelC2 tyrosinase, met-tyrosinase, monophenol dihydroxyphenylalanine:oxygen oxidoreductase, monophenol monooxidase, monophenol monooxygenase, monophenol monoxygenase, monophenol oxidase, monophenol oxygen oxidoreductase, monophenol, 3,4-dihydroxy L-phenylalanine (L-DOPA):oxygen oxidoreductase, monophenol, dihydroxy-L-phenylalanine oxygen oxidoreductase, monophenol, dihydroxy-L-phenylalanine:oxygen oxidoreductase, monophenol, dihydroxyphenylalanine:oxygen oxidoreductase, monophenol, L-Dopa: oxidoreductase, monophenol, L-DOPA: oxygen oxidoreductase, monophenol, o-diphenol: oxygen oxidoreductase, monophenol, o-diphenol:O2 oxidoreductase, monophenol, o-diphenol:oxygen oxido-reductase, monophenol, o-diphenol:oxygen oxidoreductase, monophenol, polyphenol oxidase, monophenol: dioxygen oxidoreductases, hydroxylating, monophenolase, monphenol mono-oxygenase, More, mTyr, murine tyrosinase, mushroom tyrosinase, mushroom tyrosine, N-acetyl-6-hydroxytryptophan oxidase, o-diphenol oxidase, o-diphenol oxidoreductase, o-diphenol oxygen oxidoreductase, o-diphenol: O2 oxidoreductase, o-diphenol: oxidoreductase, o-diphenol:O2 oxidoreductase, o-diphenol:oxygen oxidoreductase, o-diphenolase, OCA1, Orf13, oxygen oxidoreductase, phenol oxidase, phenol oxidases, phenolase, phenoloxidase, PO, polyaromatic oxidase, polyphenol oxidase, polyphenol oxidase 3, polyphenol oxidase 4, polyphenol oxidase B, polyphenolase, polyphenoloxidase, PotPPO, PPO, PPO 3, PPO B, PPO1, PPO2, PPO3, pro-PO III, prophenoloxidase III, pyrocatechol oxidase, SPRTyr, ST94, ST94t, tryosinase, tryrosinase, TY, tyr, TYR1, TYR2, tyrA, TyrBm, tyrosinase, tyrosinase 2, tyrosinase 4, tyrosinase diphenolase, tyrosine-dopa oxidase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.18 With another compound as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.18.1 tyrosinase

KI Value

KI Value on EC 1.14.18.1 - tyrosinase

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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
12
(2E)-but-2-enoic acid
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.91
(2E,4E)-hexa-2,4-dienoic acid
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.0317
(Z)-2-(4-hydroxybenzylidene)-4-hydroxybenzofuran-3(2H)-one
-
-
0.0384
(Z)-2-(4-hydroxybenzylidene)-6-hydroxybenzofuran-3(2H)-one
-
-
0.038
(Z)-4,6-dihydroxy-2-(4-hydroxybenzylidene)benzofuran-3(2H)-one
-
-
0.0003
1-(2,4-dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)propane
-
inhibition is competitive and reversible, about 15times more potent than kojic acid
0.0011 - 0.0016
1-pentanoyl-3-(4-methoxyphenyl)thiourea
-
pH 6.8, 25°C
0.015
2,4,6-cycloheptatriene-1-one
Mushroom
-
-
0.35
2,5-dihydroxybenzoic acid
-
-
0.041
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
-
pH 6.8, 25°C
0.013
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
-
pH 6.8, 25°C
0.065
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate
-
pH 6.8, 25°C
0.009
2-(chloromethyl)-10-(2-fluorophenyl)-7,7-dimethyl-6,7,8,10-tetrahydropyrano[3,2-b]chromene-4,9-dione
-
pH 7.2, temperature not specified in the publication
2.4
2-(hydroxymethyl)-7,7-dimethyl-10-phenyl-6,7,8,10-tetrahydropyrano[3,2-b]chromene-4,9-dione
-
pH 7.2, temperature not specified in the publication
0.007895 - 0.01261
2-acetylamino-1,3,4-thiadiazole-5-sulfonamide
0.0012
2-chlorobenzaldehyde thiosemicarbazone
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
7.5
2-chlorophenol
-
in 100 mM phosphate buffer, pH 6.8, at 25°C
1
2-ethyl-3-hydroxy-4H-pyran-4-one
-
pH 7.2, temperature not specified in the publication
1.75
2-hydroxybenzoic acid
-
-
0.009 - 0.5
2-mercaptoethanol
7.93
2-oxoglutaric acid
-
pH 7.0, 25°C
0.0051
2-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]phenol
-
pH 6.8, 30°C
0.0025
2-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]phenol
-
pH 6.8, 30°C
0.52 - 4.3
3,4-dihydroxybenzoic acid
0.064
3-hydroxy-1,2-dimethyl-4(1H)-pyridone
-
pH 7.2, temperature not specified in the publication
2.5
3-hydroxycinnamic acid
-
-
0.006
4-(2-(hydroxymethyl)-7,7-dimethyl-4,9-dioxo-4,6,7,8,9,10-hexahydropyrano[3,2-b]chromen-10-yl)benzonitrile
-
pH 7.2, temperature not specified in the publication
0.15 - 0.243
4-Aminobenzoic acid
0.00125
4-chlorobenzaldehyde thiosemicarbazone
-
in 5 0mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.00047
4-dodecylresorcinol
-
pH 6.8, 37°C
0.06
4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate
-
pH 6.8, 25°C
0.0005
4-hexylresorcinol
-
pH 6.8, 37°C
0.35 - 2
4-hydroxybenzoic acid
0.24
4-hydroxycinnamic acid
-
-
3.7
4-hydroxyphenyl beta-D-xyloside
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.2
4-hydroxyphenyl beta-xylodioside
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.057
4-hydroxyphenyl beta-xylotetraoside
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.29
4-hydroxyphenyl beta-xylotrioside
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.23 - 104
4-methylcatechol
0.00029 - 0.00105
4-xylidine-bis(dithiocarbamate) sodium salt
0.00198 - 0.16
5,2',4'-trihydroxy-2'',2''-dimethylchromene-(6,7:5'',6'')-flavanone
0.013 - 0.057
5-hydroxy-2-(hydroxymethyl)-2H-pyran-4-one
0.145
5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid
-
pH 7.2, temperature not specified in the publication
0.005
5-hydroxyindole
-
dopa oxidase inhibition
0.148
6-hydroxykaempferol
-
a competitive inhibitor of tyrosinase, L-DOPA as a substrate
0.0473 - 0.367
ascorbic acid
0.277 - 0.825
Bathocuproinesulfonate
0.0131 - 0.75
benzoic acid
0.0057 - 0.0141
benzyldithiocarbamate sodium salt
0.9 - 1.42
beta-arbutin
0.031
beta-mercaptoethanol
-
at 25°C
0.008 - 0.013
butylxanthate sodium salt
0.11
cefazolin
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.0129
cefodizime
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.44 - 2
Cinnamic acid
0.074 - 0.082
Citric acid
17 - 38.9
Cl-
0.08 - 0.2
CN-
0.0162 - 0.338
CO
0.04 - 0.078
deoxyarbutin
0.00034 - 0.267
diethyldithiocarbamate
0.007 - 10.9
EDTA
0.0014 - 0.0138
ethylxanthate sodium salt
18
gamma-picolyl heptyl amine
-
in 0.1 M phosphate buffer (pH 6.5)
20
gamma-picolyl pentyl amine
-
in 0.1 M phosphate buffer (pH 6.5)
23
gamma-picolyl propyl amine
-
in 0.1 M phosphate buffer (pH 6.5)
0.079
glutamic acid
-
-
0.00179 - 0.16
glutathione
9.16
hesperidin
-
-
2.51
hexanoic acid
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.049
Hexestrol
-
-
0.005 - 0.025
hexylxanthate sodium salt
0.5
hinokitiol
-
-
0.148
histidine
-
-
0.09
hydroquinone
-
-
1.62
KCl
-
competitive vs. L-dopa
0.16 - 0.2
KCN
0.001 - 0.0223
kojic acid
0.00039
kuraridinol
-
noncompetitive inhibition
0.000045 - 0.014
kurarinol
0.0041
kurarinone
-
-
0.0168
L-ascorbic acid
-
pH 6.5, 35°C, versus L-tyrosine
0.022 - 0.145
L-cysteine
0.00137
L-cysteine chloride
-
pH 6.5, 35°C, versus L-tyrosine
72
L-Dopa
-
-
4.33 - 28.6
L-phenylalanine
1.75
L-tyrosine
-
at 25°C
0.172 - 0.536
mimosine
1.82
NaCl
-
competitive vs. L-dopa
1.25 - 1.8
NaN3
2.82
nobiletin
-
-
1.54
octanoic acid
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.97 - 1.43
orcinol
0.0000743
oxalic acid
-
at 25°C
0.267
p-aminobenzenesulfonamide
-
at 25°C
0.052
p-Aminobenzoic acid
-
-
0.88 - 0.9
p-Cresol
0.17 - 0.25
p-nitrophenol
0.000068 - 0.000892
Phenylthiourea
0.005 - 0.011
propylxanthate sodium salt
0.016
quinol
-
-
4.25 - 4.7
Quinoline
6.4 - 7.9
resorcinol
0.00196 - 0.00282
Salicylhydroxamic acid
0.67
salicylic acid
-
pH 6.5, 35°C
0.25
Sodium azide
-
pH 6.5, 35°C
0.074
Sodium cyanide
-
pH 6.5, 35°C
0.00000179
Sodium diethyl dithiocarbamate
-
pH 6.5, 35°C, versus L-tyrosine
0.0072 - 0.0218
sodium iso-butylxanthate
0.0061 - 0.0422
sodium iso-pentylxanthate
0.0098 - 0.0129
sodium iso-propylxanthate
0.0164
Sodium metabisulfite
-
pH 6.5, 35°C, versus L-tyrosine
0.0317 - 0.082
Sodium sulfate
0.0074
sophoraflavanone G
-
-
0.0214
syringic acid
-
at 25°C
0.07 - 0.5
Thiourea
0.0008 - 0.8
tropolone
0.0015
[4-oxo-2-(pyridin-4-ylmethylene-hydrazono)-thiazolidin-5-ylidene]-acetic acid methyl ester
-
pH 6.8, 25°C, substrate L-DOPA
additional information
additional information
-