Ligand dehydroascorbate

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Basic Ligand Information

Molecular Structure
Picture of dehydroascorbate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H6O6
dehydroascorbate
SBJKKFFYIZUCET-JLAZNSOCSA-N
Synonyms:
dehydro-ascorbate, dehydro-L-ascorbate, dehydroascorbic acid, L-dehydro-ascorbate, L-dehydroascorbate, L-dehydroascorbic acid, oxidized ascorbate


Show all pahtways known for Show all BRENDA pathways known for dehydroascorbate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

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

In Vivo Product in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
amylopectin + ascorbic acid + O2 = malto-aldonic acids + dehydroascorbate
show the reaction diagram
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L-galactono-1,4-lactone + 4 ferricytochrome c = L-dehydroascorbate + 4 ferrocytochrome c + 4 H+
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dehydro-L-ascorbate + NADPH = ? + NADP+
show the reaction diagram
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(R)-dopaxanthin + dehydroascorbic acid + O2 = (R)-dopaxanthin quinone + L-ascorbic acid + H2O
show the reaction diagram
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(R)-dopaxanthin + dehydroascorbic acid + O2 = (R)-dopaxanthin quinone + L-ascorbic acid + H2O
show the reaction diagram
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dehydroascorbate + glutathione = ascorbate + glutathione disulfide
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Product in Enzyme-catalyzed Reactions (265 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ascorbate + H2O2 = dehydroascorbate + H2O
show the reaction diagram
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2-oxoglutarate + O2 + ascorbate = succinate + dehydroascorbate + CO2 + H2O
show the reaction diagram
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2-oxoglutarate + O2 + ascorbate = succinate + CO2 + dehydroascorbate + H2O
show the reaction diagram
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heme + 3 reduced ascorbate + 3 O2 = biliverdin + Fe2+ + CO + 3 oxidized ascorbate + 3 H2O
show the reaction diagram
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L-tyrosine + ascorbate + O2 = 3,4-dihydroxy-L-phenylalanine + dehydroascorbate + H2O
show the reaction diagram
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CMP-N-acetylneuraminate + ascorbic acid + O2 = CMP-N-glycoloylneuraminate + dehydroascorbate + H2O
show the reaction diagram
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amylopectin + ascorbic acid + O2 = malto-aldonic acids + dehydroascorbate
show the reaction diagram
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L-galactono-1,4-lactone + 4 ferricytochrome c = L-dehydroascorbate + 4 ferrocytochrome c + 4 H+
show the reaction diagram
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nitric oxide + reduced ascorbate = nitrous oxide + oxidized ascorbate + H2O
show the reaction diagram
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ascorbate[side 1] + nitroblue tetrazolium[side 2] = dehydroascorbate + ?
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
partial activation
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activates
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preloading cells with dehydroascorbate greatly increases both ferric and cupric reductase activities of Dcytb
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Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at high concentrations
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dehydroascorbic acid-mediated inhibition completely and irreversibly inactivates the enzyme in a pseudo-first order manner, resulting in the covalent binding of dehydroascorbic acid to the thiol groups of multiple Cys residues within hexokinase, a reaction that depends on the deprotonation of the affected residue with an alkaline pKa. Dehydroascorbic acid does not cause any cleavage of hexokinase, and it does not lead to the formation of any intermolecular crosslinks within this enzyme. The action of dehydroascorbic acid can be prevented, but not reversed, by dithiothreitol, and can be suppressed by the presence of glucose
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deactivates the enzyme activated by reduced thioredoxin f
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weak inhibition
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inhibitory action of dehydroascorbic acid is revealed in the presence of Fe3+ ions and found to be primarily mediated by H2O2. The resulting inhibition by dehydroascorbic acid -Fe3+ consists of enzyme thiol oxidation and its effectiveness grew with increasing pH
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (22 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (49 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

References & Links

Links to other databases for dehydroascorbate

ChEBI
PubChem
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PubChem