Ligand dihydrolipoamide

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Basic Ligand Information

Molecular Structure
Picture of dihydrolipoamide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H17NOS2
dihydrolipoamide
VLYUGYAKYZETRF-UHFFFAOYSA-N
Synonyms:
6,8-bis(sulfanyl)octanamide, DL-6,8-thiooctic acid amide, DL-dihydrolipoamide, DL-dihydrolipoic acid, reduced DL-lipoamide

Roles as Enzyme Ligand

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

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
succinyl-CoA + dihydrolipoamide = CoA + S-succinyldihydrolipoamide
-

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

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

Substrate in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
dihydrolipoamide + protein disulfide = ?
-

Product in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
lipoamide + NADPH + H+ = dihydrolipoamide + NADP+
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
binds very tight to the enzyme, best inhibitor of the investigated, competitive
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (37 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
mutant W366A, pH 8.0, 37°C, presence of 1.5 mM EDTA
1032
-
mutant enzyme S53K/K54S
8.5
-
mutant N286D
159
-
mutant N286Q
116
-
mutant P325A, pH 8.0, 37°C, presence of 1.5 mM EDTA
6
-
mutant R281K
223
-
mutant R281N
220
-
mutant T148G
655
-
mutant T148S
742
-
mutant enzyme N286Q
116
-
pH 8.0, 25°C, mitochondrial isozyme, reverse reaction, varying conditions
448
-
pH 8.0, 25°C, recombinant His-tagged enzyme
110
-
wild type enzyme
505
-
wild-type
505
-
wild-type E3
505
-
wild-type enzyme
567
-
wild-type enzyme, pH 8.0, 37°C
899
-
wild-type, pH 8.0, 37°C, presence of 1.5 mM EDTA
899
-
mutant enzyme N286D
159
-
enzyme mutant C50T, pH 8.0, 37°C
0.46
-
enzyme mutant H329A, pH 8.0, 37°C
37
-
enzyme mutant P156A, pH 8.0, 37°C
817
-
enzyme mutant P303A, pH 8.0, 37°C
629
-
mutant D320N
107
-
mutant enzyme D320N
107
-
mutant enzyme E192Q
29.7
-
enzyme mutant C50A, pH 8.0, 37°C
0.42
-
mutant enzyme D423S, at pH 8.0 and 30°C
18
-
mutant enzyme D423G, at pH 8.0 and 30°C
3
-
mutant enzyme D423E, at pH 8.0 and 30°C
165
-
mutant enzyme D423DEL, at pH 8.0 and 30°C
7
-
mutant enzyme D423A, at pH 8.0 and 30°C
7
-
wild type enzyme, at pH 8.0 and 30°C
186
-
mutant enzyme H419A, at pH 8.0 and 30°C
7
-
mutant enzyme H419D, at pH 8.0 and 30°C
6
-
mutant enzyme H419G, at pH 8.0 and 30°C
3
-
mutant enzyme H419S, at pH 8.0 and 30°C
11
-

KM Value (81 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
mutant R281N
0.38
-
pH 7.0, 30°C, mutant enzyme E423Q
0.0228
-
pH 7.0, 30°C, mutant enzyme E423D, assay in the absence of KCI
0.0157
-
pH 7.0, 30°C, mutant enzyme E423D
0.0266
-
pH 7.0, 30°C, mutant enzyme E423A, assay in the absence of KCI
0.0243
-
pH 7.0, 30°C, mutant enzyme E423A
0.0107
-
native enzyme
0.69
-
mutant W366A, pH 8.0, 37°C, presence of 1.5 mM EDTA
0.58
-
mutant T148S
0.59
-
mutant T148G
0.58
-
pH 7.0, 30°C, mutant enzyme E423Q, assay in the absence of KCI
0.0177
-
mutant R281K
0.12
-
mutant P325A, pH 8.0, 37°C, presence of 1.5 mM EDTA
0.09
-
mutant N286Q
0.2
-
mutant N286D
0.7
-
mutant enzyme S53K/K54S
0.05
-
mutant enzyme N286Q
0.2
-
-
0.017
-
mutant enzyme K37E
0.76
-
recombinant DLDH expressed without lipoic acid
0.064
-
wild-type, pH 8.0, 37°C, presence of 1.5 mM EDTA
0.64
-
wild-type enzyme, pH 8.0, 37°C
wild-type enzyme
0.88
-
wild-type E3
0.38
-
wild-type
0.38
-
wild type enzyme
0.38
-
recombinant DLDH expressed without without a lipoyl protein domain
0.04
-
mutant enzyme N286D
0.7
-
recombinant DLDH
0.056
-
pH 8.0, 37°C
0.018
-
pH 8.0, 25°C, recombinant His-tagged enzyme
1.16
-
pH 8.0, 25°C, mitochondrial isozyme
0.146
-
pH 7.0, 30°C, wild-type enzyme, assay in the absence of KCI
0.0274
-
pH 7.0, 30°C, wild-type enzyme
0.0269
-
pH 7.0, 30°C, mutant enzyme E423S, assay in the absence of KCI
0.0364
-
pH 7.0, 30°C, mutant enzyme E423S
0.023
-
37°C, pH 8.0
0.046
-
free dihydrolipoamide dehydrogenase
0.28
-
enzyme mutant, pH 8.0, 37°C
0.027
-
enzyme mutant P303A, pH 8.0, 37°C
0.55
-
enzyme mutant P156A, pH 8.0, 37°C
0.63
-
mutant enzyme H457Q
2.9
-
enzyme mutant C50T, pH 8.0, 37°C
0.16
-
enzyme mutant C50A, pH 8.0, 37°C
0.22
-
complex-bound dihydrolipoamide dehydrogenase
0.08
-
enzyme mutant H329A, pH 8.0, 37°C
0.16
-
mutant D320N
1.21
-
mutant enzyme H452Q
43.6
-
mutant enzyme E192Q
0.12
-
mutant enzyme D320N
1.21
-
H610C mutant
5.3
-
wild-type enzyme
5.37
-
S558A mutant
6.4
-
N614D mutant
1.08
-
catalytic domain after expression in Escherichia coli
1.2
-
pH 7.4, 37°C
2
-
-
4.2
-
mutant enzyme D423S, at pH 8.0 and 30°C
0.043
-
mutant enzyme D423G, at pH 8.0 and 30°C
0.052
-
wild type enzyme, at pH 8.0 and 30°C
0.0274
-
mutant enzyme D423E, at pH 8.0 and 30°C
0.09
-
mutant enzyme H419A, at pH 8.0 and 30°C
0.026
-
mutant enzyme H419D, at pH 8.0 and 30°C
0.03
-
mutant enzyme D423DEL, at pH 8.0 and 30°C
0.062
-
mutant enzyme H419DEL, at pH 8.0 and 30°C
0.025
-
mutant enzyme H419G, at pH 8.0 and 30°C
0.026
-
mutant enzyme H419S, at pH 8.0 and 30°C
0.024
-
mutant enzyme D423A, at pH 8.0 and 30°C
0.062
-

Ki Value (1 result)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
pH 7.0, 30°C
0.023
-

References & Links

Links to other databases for dihydrolipoamide

ChEBI
PubChem
-
PubChem