Ligand glyoxal

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Basic Ligand Information

Molecular Structure
Picture of glyoxal (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C2H2O2
glyoxal
LEQAOMBKQFMDFZ-UHFFFAOYSA-N
Synonyms:
2-oxoethanal, Glyoxaldehyde, OHCCHO

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glyoxal + H2O + O2 = glyoxylate + H2O2
show the reaction diagram
-
glyoxal + H2O = acetate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetate = 2-oxoethanal + H2O
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glyoxal + NADPH = ?
show the reaction diagram
-
glyoxal + NADPH = glycolaldehyde + NADP+
show the reaction diagram
-
glyoxal + glutathione + NAD+ = S-oxoacetylglutathione + NADH
show the reaction diagram
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glyoxal + NADPH + H+ = ?
show the reaction diagram
-
glyoxal + NADH = glycolaldehyde + NAD+
show the reaction diagram
-
glyoxal + NADPH = glycol + NADP+
show the reaction diagram
-
glyoxal + NADH + H+ = ? + NAD+
show the reaction diagram
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glyoxal + CoA + NAD+ = glyoxyl-CoA + NADH
show the reaction diagram
-
glyoxal + NAD+ + H2O = oxalate + NADH
show the reaction diagram
-
glyoxal + NAD+ + H2O = glyoxylate + NADH
show the reaction diagram
-
glyoxal + NAD+ + H2O = glyoxylate + NADH + H+
show the reaction diagram
-
glyoxal + ferricyanide = oxoacetic acid + ferrocyanide + H+
show the reaction diagram
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D-ribulose 5-phosphate + glyoxal = ?
show the reaction diagram
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glutathione + glyoxal = S-glycolylglutathione
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ethane-1,2-diol + NAD+ = glyoxal + NADH
show the reaction diagram
-
-
ethanediol + NADP+ = glyoxal + NADPH
show the reaction diagram
-
DNA-1,6-ethenoadenine + O2 = DNA-adenine + glyoxal
show the reaction diagram
-
-
glyoxylate + NADH = glyoxal + NAD+
show the reaction diagram
-
acetate = 2-oxoethanal + H2O
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates
-

Inhibitor in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
in absence of NADPH
-
40 mM, pH 8.5, t1/2: 29 h
-
inactivation requires enzymatic turnover; only with CO and methyl viologen as substrates
-
above 1 mM
-
93% residual activity at 5 mM
-
10 mM, 70% residual activity
-
50% inhibition at 0.03 mM
-
93% remaining activity at 0.5 mM
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Ki: 3.7-6.5 mM
-
36% inhibition at 20 mM
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magnesiumdiphosphate and analogues protect
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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) (4 results)

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

KM Value (13 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
10
-
enzyme MGR II
2.4
-
at pH 7.0 and 30°C
0.043
-
-

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.7
6.5
-

References & Links

Links to other databases for glyoxal

ChEBI
PubChem
ChEBI
PubChem