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Literature summary extracted from

  • Ghani, U.; Ullah, N.
    New potent inhibitors of tyrosinase: novel clues to binding of 1,3,4-thiadiazole-2(3H)-thiones, 1,3,4-oxadiazole-2(3H)-thiones, 4-amino-1,2,4-triazole-5(4H)-thiones, and substituted hydrazides to the dicopper active site (2010), Bioorg. Med. Chem., 18, 4042-4048.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.18.1 2,2':4',2''-ter-1,3,4-oxadiazole-5,5',5''(4H,4''H)-trithione
-
 Agaricus bisporus
1.14.18.1 2,2':4',2''-ter-1,3,4-thiadiazole-5,5',5''(4H,4''H)-trithione
-
 Agaricus bisporus
1.14.18.1 4,4'-diamino-3-(4-hydroxyphenyl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
-
 Agaricus bisporus
1.14.18.1 4,4'-diamino-3-(pyridin-4-yl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
-
 Agaricus bisporus
1.14.18.1 4-(benzyloxy)-N'-(hydrazinylcarbonyl)benzohydrazide
-
 Agaricus bisporus
1.14.18.1 5'-(3-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(4-[[tert-butyl(dimethyl)silyl]oxy]phenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(diphenylmethyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(diphenylmethyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(naphthalen-1-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(pyridin-4-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-(pyridin-4-yl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-benzyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-cyclohexyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-phenyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-phenyl-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-[(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)methyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-[(5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)methyl]-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-[3-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)propyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-[3-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 5'-[4-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
 Agaricus bisporus
1.14.18.1 kojic acid
-
 Agaricus bisporus
1.14.18.1 N'-(hydrazinylcarbonyl)-4-hydroxybenzohydrazide
-
 Agaricus bisporus
1.14.18.1 N'-(hydrazinylcarbonyl)naphthalene-2-carbohydrazide
-
 Agaricus bisporus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.18.1 Cu2+ the enzyme contains copper Agaricus bisporus

Organism

EC Number Organism UniProt Comment Textmining
1.14.18.1 Agaricus bisporus
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.18.1 L-Dopa + O2
-
 Agaricus bisporus L-dopaquinone + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.18.1 monophenol, o-diphenol:oxygen oxidoreductase
-
 Agaricus bisporus
1.14.18.1 tyrosinase
-
 Agaricus bisporus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.18.1 0.0223
-
 kojic acid in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.18.1 0.00019
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
1.14.18.1 0.00049
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-[(5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)methyl]-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
1.14.18.1 0.00053
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(4-[[tert-butyl(dimethyl)silyl]oxy]phenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
1.14.18.1 0.00101
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 4,4'-diamino-3-(pyridin-4-yl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
1.14.18.1 0.00131
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-phenyl-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
1.14.18.1 0.00135
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-[4-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.00177
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.0019
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-[3-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)propyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.0024
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 4,4'-diamino-3-(4-hydroxyphenyl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
1.14.18.1 0.00247
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(pyridin-4-yl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
1.14.18.1 0.0029
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 2,2':4',2''-ter-1,3,4-thiadiazole-5,5',5''(4H,4''H)-trithione
1.14.18.1 0.00364
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-[3-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.00367
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-benzyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.00442
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-[(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)methyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.00494
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-cyclohexyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.0052
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(diphenylmethyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
1.14.18.1 0.00647
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-phenyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.00676
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(diphenylmethyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.0142
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(pyridin-4-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.0185
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(3-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.0336
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 5'-(naphthalen-1-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
1.14.18.1 0.049
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 4-(benzyloxy)-N'-(hydrazinylcarbonyl)benzohydrazide
1.14.18.1 0.0694
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus 2,2':4',2''-ter-1,3,4-oxadiazole-5,5',5''(4H,4''H)-trithione
1.14.18.1 0.1772
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus N'-(hydrazinylcarbonyl)-4-hydroxybenzohydrazide
1.14.18.1 0.996
-
 in 50 mM Na-phosphate buffer (pH 6.8), at 25°C Agaricus bisporus N'-(hydrazinylcarbonyl)naphthalene-2-carbohydrazide