Ligand pyrogallol

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Basic Ligand Information

Molecular Structure
Picture of pyrogallol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H6O3
pyrogallol
WQGWDDDVZFFDIG-UHFFFAOYSA-N
Synonyms:
1,2,3-benzenetriol, 1,2,3-trihydroxybenzene, 2,3-dihydroxyphenol, 3-hydroxycatechol, benzene-1,2,3-triol, pyrogallate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,2,3-trihydroxybenzene + O2 = (Z)-5-oxohex-2-enedioate
show the reaction diagram
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1,2,3,5-tetrahydroxybenzene + pyrogallol = ?
show the reaction diagram

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (54 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
pyrogallol + ? = ?
show the reaction diagram
-
pyrogallol + H2O2 + H+ = ?
show the reaction diagram
-
pyrogallol + H2O2 = ?
show the reaction diagram
-
pyrogallol + H2O2 = ? + H2O
show the reaction diagram
pyrogallol + H2O2 = purpurogallin + H2O
show the reaction diagram
-
3-hydroxycatechol + O2 = 3-hydroxymuconic acid
show the reaction diagram
-
pyrogallol + O2 = ?
show the reaction diagram
-
1,2,3-trihydroxybenzene + O2 = (Z)-5-oxohex-2-enedioate
show the reaction diagram
-
pyrogallol + O2 = ?
show the reaction diagram
-
pyrogallol + O2 + NADPH = ?
show the reaction diagram
-
cellooligosaccharide + pyrogallol + O2
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cellooligosaccharide + pyrogallol + O2 = ?
show the reaction diagram
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xylooligosaccharide + pyrogallol + O2 = ? + H2O
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-
pyrogallol + ? = ?
show the reaction diagram
-
pyrogallol + Fe2+ + O2 = ?
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-
pyrogallol + O2 = ?
show the reaction diagram
-
S-adenosyl-L-methionine + pyrogallol = S-adenosyl-L-homocysteine + ?
show the reaction diagram
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S-adenosyl-L-methionine + pyrogallol = ?
show the reaction diagram
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UDP-alpha-D-glucose + pyrogallol = UDP + ?
show the reaction diagram
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pyrogallol + H2O = ?
show the reaction diagram
-
pyrogallol + H2O = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3,4,5-Trihydroxybenzoate = Pyrogallol + CO2
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
mixed inhibition
-
0.0005 mM, 76% inhibition
-
most potent
-
enzyme-inhibitor interaction measurement by SPR
-
a mixed-type noncompetitive inhibitor
-
slight inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (3 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (19 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1263
-
-
26.56
-
in 50 mM phosphate buffer pH 2.75 at 30C, with 20 mM KCl
160
-
wild-type, Cys32Ser mutant and DTNB-modified enzyme
2.41
-
in 50 mM Tris/HCl, pH 7.2, 25C

KM Value (60 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.089
-
in 50 mM phosphate buffer pH 2.75 at 30C, with 20 mM KCl
0.014
-
pH 7.5, 38C
0.0579
-
-
16.94
-
pH 5.0, 45C

Ki Value (10 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00069
-
-
0.0084
-
pH and temperature not specified in the publication
0.03
-
-
0.0074
-
pH 7.5, 37C

IC50 Value (6 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0018
-
pH 7.0, 23C
0.01
-
-
0.005
-
pH 7.5, 37C
0.0615
-
pH 7.5, 37C

References & Links

Links to other databases for pyrogallol

ChEBI
PubChem
ChEBI
PubChem