Ligand thiamine

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Basic Ligand Information

Molecular Structure
Picture of thiamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H17N4OS
thiamine
JZRWCGZRTZMZEH-UHFFFAOYSA-N
Synonyms:
thiamin, thiamine[side 2], vitamin B1


Show all pahtways known for Show all BRENDA pathways known for thiamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
thiamine + O2 = ?
show the reaction diagram
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thiamine + phosphate = thiamine phosphate + H2O
show the reaction diagram
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thiamine + H2O = 4-amino-5-hydroxymethyl-2-methylpyrimidine + 5-(2-hydroxyethyl)-4-methylthiazole
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
thiamine phosphate + H2O = thiamine + phosphate
show the reaction diagram
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ATP + H2O + thiamine-[thiamine-binding protein][side 1] = ADP + phosphate + thiamine[side 2] + [thiamine-binding protein][side 1]
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (70 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
thiamine + phosphate = thiamine phosphate + H2O
show the reaction diagram
-
thiamine + H2O = 4-amino-5-hydroxymethyl-2-methylpyrimidine + 5-(2-hydroxyethyl)-4-methylthiazole
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
thiamine acetic acid + H2O2 = thiamine + O2 + H2O
show the reaction diagram
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thiamine phosphate + H2O = thiamine + phosphate
show the reaction diagram
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thiamine diphosphate + 2 H2O = thiamine + 2 phosphate
show the reaction diagram
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thiamine diphosphate + H2O = thiamine + diphosphate
show the reaction diagram
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ATP + H2O + thiamine-[thiamine-binding protein][side 1] = ADP + phosphate + thiamine[side 2] + [thiamine-binding protein][side 1]
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
can reverse the loss in KGDHC in Alzheimer's disease patients
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thiamine increases the specific activity of the human liver enzyme complex
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the activation of enzyme by thiamine is caused by two mechanism, the increase in the apoenzyme of enzyme by thiamine added exogenously is attributable to the conversion from the premature form to the mature form of enzyme during import into the mitochondria from cytosol, 1,10-phenanthroline, 2,4-dinitrophenol, carbonyl cyanide m-chlorophenylhydrazone inhibit activation
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50% inhibition at 0.95 mM
-
0.1 mM, 17.3% inhibition
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the enzyme is repressed completely by excess thiamine (0.01 mM)
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competitive versus thiamin phosphate, slight inhibition 4-nitrophenyl phosphate hydrolysis. 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide modification of the enzyme causes complete loss of thiamin binding activity. The thiamin binding of the thiamin-repressible acid phosphatase is optimal at pH 5.2 and lost at pH 3.0
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3D Structure of Enzyme-Ligand-Complex (PDB) (12 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (22 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.67
-
thiamine acetate formed

KM Value (33 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.72
-
-
0.0028
-
at 37°C, pH 7.5

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0059
-
pH 7.5, 30°C

References & Links

Links to other databases for thiamine

ChEBI
PubChem
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PubChem