Ligand 2-dehydro-3-deoxy-D-gluconate

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Basic Ligand Information

Molecular Structure
Picture of 2-dehydro-3-deoxy-D-gluconate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H10O6
2-dehydro-3-deoxy-D-gluconate
WPAMZTWLKIDIOP-WVZVXSGGSA-N
Synonyms:
2-dehydro-3-deoxy-D-mannonate, 2-keto-3-deoxy-D-gluconate, 2-keto-3-deoxy-D-gluconic acid, 2-keto-3-deoxygluconate, 2-keto-3-deoxygluconic acid, 3-deoxy-D-erythro-hex-2-ulosonate, 3-deoxy-D-erythro-hex-2-ulosonic acid, D-2-dehydro-3-deoxygluconate, KDG


Show all pahtways known for Show all BRENDA pathways known for 2-dehydro-3-deoxy-D-gluconate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate + NADH + H+ = 4-deoxy-L-erythro-5-hexoseulose + NAD+
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show the reaction diagram
2-dehydro-3-deoxy-D-gluconate + NAD+ = (4S,5S)-4,5-dihydroxy-2,6-dioxohexanoate + NADH + H+
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show the reaction diagram
2-dehydro-3-deoxy-D-gluconate + NAD+ = (4S)-4,6-dihydroxy-2,5-dioxohexanoate + NADH
-
show the reaction diagram
ATP + 2-dehydro-3-deoxy-D-gluconate = ADP + 2-dehydro-3-deoxy-6-phospho-D-gluconate
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show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
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show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
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In Vivo Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
4-deoxy-L-erythro-5-hexoseulose + NAD+ = 2-dehydro-3-deoxy-D-gluconate + NADH + H+
-
show the reaction diagram
(4S,5S)-4,5-dihydroxy-2,6-dioxohexanoate + NADPH = 2-dehydro-3-deoxy-D-gluconate + NADP+
-
show the reaction diagram
2-dehydro-3-deoxy-D-glucose + NAD+ + H2O = 2-dehydro-3-deoxy-D-gluconate + NADH + H+
-
show the reaction diagram
2-keto-3-deoxy-D-glucose + NADP+ + H2O = 2-keto-3-deoxy-D-gluconic acid + NADPH + H+
-
-
show the reaction diagram
D-gluconate = 2-dehydro-3-deoxy-D-gluconate + H2O
-
-
show the reaction diagram
D-gluconate = 2-dehydro-3-deoxy-D-gluconate + H2O
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Substrate in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate + NADH + H+ = 4-deoxy-L-erythro-5-hexoseulose + NAD+
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate + NAD+ = (4S,5S)-4,5-dihydroxy-2,6-dioxohexanoate + NADH + H+
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate + NAD+ = (4S)-4,6-dihydroxy-2,5-dioxohexanoate + NADH
-
show the reaction diagram
ATP + 2-dehydro-3-deoxy-D-gluconate = ADP + 2-dehydro-3-deoxy-6-phospho-D-gluconate
-
show the reaction diagram
ATP + 2-keto-3-deoxy-D-gluconate = ADP + ?
-
show the reaction diagram
ATP + 2-dehydro-3-deoxy-D-gluconate = ADP + 2-dehydro-3-deoxy-6-phospho-D-gluconate
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + glyceraldehyde
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
-
show the reaction diagram
2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
-

Product in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
4-deoxy-L-erythro-5-hexoseulose + NAD+ = 2-dehydro-3-deoxy-D-gluconate + NADH + H+
-
show the reaction diagram
(4S,5S)-4,5-dihydroxy-2,6-dioxohexanoate + NADPH = 2-dehydro-3-deoxy-D-gluconate + NADP+
-
show the reaction diagram
2-dehydro-3-deoxy-D-glucose + NAD+ + H2O = 2-dehydro-3-deoxy-D-gluconate + NADH + H+
-
-
show the reaction diagram
3-deoxyglucosone + NAD+ + H2O = 2-keto-3-deoxygluconate + NADH + H+
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-
show the reaction diagram
D-gluconate = 2-dehydro-3-deoxy-D-gluconate + H2O
-
-
show the reaction diagram
D-mannonate = 2-dehydro-3-deoxy-D-mannonate + H2O
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show the reaction diagram
D-altronate = 2-dehydro-3-deoxy-D-gluconate + H2O
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show the reaction diagram
D-Mannonate = 2-Dehydro-3-deoxy-D-gluconate + H2O
-
show the reaction diagram
D-gluconate = 2-dehydro-3-deoxy-D-gluconate + H2O
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Inhibitor in Enzyme-catalyzed Reactions (1 result)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (28 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
at pH 7.9 and 25°C
1.4
-
pH 8.0, temperature not specified in the publication
10.2
-
pH 7.5, 60°C
5
-
pH 7.2, 60°C
60.8
-
in 50 mM Tris/HCl (pH 8.5) at 50°C
8.26
-
pH 8.5, 50°C
8.26
-
pH 7.4, 35°C, in presence of 5 mM MgCl2 and 0.1 M KCl
11
-
mutant enzyme S184A, in 100 mM HEPES, pH 7.5
0.04
-
wild-type enzyme, pH 7.5, 25°C
0.016
-
wild type enzyme, in 100 mM HEPES, pH 7.5
0.019
-
mutant enzyme S184L, in 100 mM HEPES, pH 7.5
0.08
-
mutant enzyme S184D, in 100 mM HEPES, pH 7.5
0.11
-
KA3-L2 variant, pH 7.5, 25°C
0.43
-
KA3-L1 variant, pH 7.5, 25°C
0.021
-
KA3 variant, pH 7.5, 25°C
KA2 variant, pH 7.5, 25°C
KA1-4 variant, pH 7.5, 25°C
0.11
-
KA1-3 variant, pH 7.5, 25°C
0.13
-
KA1-2 variant, pH 7.5, 25°C
0.16
-
KA1-1 variant, pH 7.5, 25°C
0.1
-
at 60°C in 50 mM sodium phosphate buffer (pH 6.2)
26.7
-
pH 6.2, 60°C, enzyme purified from Picrophilus torridus
26.7
-
pH 6.2, 60°C, recombinant enzyme
24.2
-
60°C, pH not specified in the publication
28.2
-
pH 6.0, 60°C
28.2
-
pH 6.5, 70°C
28.2
-

KM Value (31 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
at pH 7.9 and 25°C
13
-
-
7.7
-
at pH 8.0 and 42°C
8.8
-
pH 8.0, temperature not specified in the publication
1.4
-
pH 7.5, 60°C
3.6
-
pH 7.2, 60°C
0.14
-
in 50 mM Tris/HCl (pH 8.5) at 50°C
0.027
-
pH 8.5, 50°C
0.027
-
pH 7.4, 35°C, in presence of 5 mM MgCl2 and 0.1 M KCl
0.32
-
pH 7.0, 70°C, recombinant enzyme
0.178
-
pH and temperature not specified in the publication
8.8
-
wild-type enzyme, pH 7.5, 25°C
285
-
wild type enzyme, in 100 mM HEPES, pH 7.5
1.9
-
mutant enzyme S184L, in 100 mM HEPES, pH 7.5
1.5
-
mutant enzyme S184D, in 100 mM HEPES, pH 7.5
1.8
-
mutant enzyme S184A, in 100 mM HEPES, pH 7.5
2.3
-
KA3-L2 variant, pH 7.5, 25°C
12
-
KA3-L1 variant, pH 7.5, 25°C
2
-
KA3 variant, pH 7.5, 25°C
13
-
KA2 variant, pH 7.5, 25°C
14
-
KA1-4 variant, pH 7.5, 25°C
55
-
KA1-3 variant, pH 7.5, 25°C
49
-
KA1-2 variant, pH 7.5, 25°C
25
-
KA1-1 variant, pH 7.5, 25°C
65
-
at 60°C in 50 mM sodium phosphate buffer (pH 6.2)
0.3
-
pH 6.2, 60°C, enzyme purified from Picrophilus torridus
0.3
-
pH 6.2, 60°C, recombinant enzyme
0.4
-
pH 6.0, 60°C
25.7
-
pH 6.5, 70°C
25.7
-
60°C, pH not specified in the publication
25.7
-

References & Links

Links to other databases for 2-dehydro-3-deoxy-D-gluconate

ChEBI
PubChem
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PubChem