Ligand menadiol

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Basic Ligand Information

Molecular Structure
Picture of menadiol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H10O2
menadiol
ZJTLZYDQJHKRMQ-UHFFFAOYSA-N
Synonyms:
2-methyl-1,4-naphthoquinol, 2-methyl-1,4-naphtoquinol, reduced menadione, reduced menaphthone
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide + menadione = 1-(beta-D-ribofuranosyl)nicotinamide + menadiol
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protoporphyrinogen IX + 3 menadione = protoporphyrin IX + 3 menadiol
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Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
nitrate + 2-methyl-1,4-naphthoquinol = nitrite + 2-methyl-1,4-naphthoquinone + H2O
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menadiol + oxidized dithiothreitol = menadione + dithiothreitol
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menadiol + O2 + n H+[side 1] = menadione + H2O + n H+[side 2]
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Product in Enzyme-catalyzed Reactions (72 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
menadione + NADPH = menadiol + NADP+
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menadione + NADPH + H+ = menadiol + NADP+
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sn-glycerol 3-phosphate + menadione = glycerone phosphate + reduced menadione
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D-glucose + menadione = D-glucono-1,5-lactone + menadiol
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2-methyl-1,4-naphthoquinone + reduced coenzyme F420 = 2-methyl-1,4-naphthoquinol + oxidized coenzyme F420
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phenylacetyl-CoA + H2O + menadione = phenylglyoxylyl-CoA + menadiol
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NADH + 2-methyl-1,4-naphthoquinone = NAD+ + 2-methyl-1,4-naphthoquinol
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succinate + menadione = fumarate + menadiol
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protoporphyrinogen IX + 3 menadione = protoporphyrin IX + 3 menadiol
show the reaction diagram
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S-dihydroorotate + menadione = orotate + menadiol
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menadione + NADPH + H+ = menadiol + NADP+
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menadione + NADH + H+ = menadiol + NAD+
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reduced electron-transferring-flavoprotein + menadione = electron-transferring-flavoprotein + menadiol
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trans-4-hydroxy-L-proline + menadione = (3R,5S)-3-hydroxy-1-pyrroline-5-carboxylate + menadiol
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(S)-nicotine + menadione + H2O = (S)-6-hydroxynicotine + menadiol
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L-proline + menadione = (S)-1-pyrroline-5-carboxylate + menadiol
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NADH + H+ + menadione = NAD+ + menadiol
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menadione + NADH = reduced menadione + NAD+
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nitrobenzene + menadione = N-hydroxyaniline + menadiol + H2O
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nitrite + menadione + H2O = nitrate + menadiol
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glutathione + 2-(glutathione-S-yl)-menadiol = glutathione disulfide + menadiol
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Enzyme Kinetic Parameters

KM Value (1 result)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.23
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pH 6. 40°C

References & Links

Links to other databases for menadiol

ChEBI
PubChem
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PubChem