Ligand pyrroloquinoline quinone

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Basic Ligand Information

Molecular Structure
Picture of pyrroloquinoline quinone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C14H6N2O8
pyrroloquinoline quinone
MMXZSJMASHPLLR-UHFFFAOYSA-N
Synonyms:
2,7,9-tricarboxypyrroloquinoline quinone, 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, 4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate, 4,5-dioxo-3a,4,5,6,7,8,9,9b-octahydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate, 4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate, PQQ, pyrroliquinoline quinone, pyrrolo-quinoline quinone, pyrroloquinoline-quinone, pyrrolquinoline quinone, vitamin PQQ
Pathway Source
Pathways


Show all pahtways known for Show all BRENDA pathways known for pyrroloquinoline quinone

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
D-glucose + pyrroloquinoline quinone = D-glucono-1,5-lactone + pyrroloquinoline quinol
show the reaction diagram
(S)-2-hydroxyglutarate + pyrroloquinoline quinone = 2-oxoglutarate + pyrroloquinoline quinol
-
show the reaction diagram
lupanine + pyrroloquinoline quinone + H2O = 17-hydroxylupanine + pyrroloquinoline quinol
-

In Vivo Product in Enzyme-catalyzed Reactions (9 results)

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

Substrate in Enzyme-catalyzed Reactions (60 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
pyrroloquinoline quinone + O2 = ?
-
show the reaction diagram
ethanol + pyrroloquinoline quinone = acetaldehyde + pyrroloquinoline quinol
-
show the reaction diagram
(S)-2-hydroxyglutarate + pyrroloquinoline quinone = 2-oxoglutarate + pyrroloquinoline quinol
-

Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE

Enzyme Cofactor/Cosubstrate (360 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

Activator in Enzyme-catalyzed Reactions (9 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (4 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition at high concentrations

3D Structure of Enzyme-Ligand-Complex (PDB) (313 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (22 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
-
0.12
-
pH 7.0, 25°C, wild-type enzyme
0.00011
-
pH 7.0, 25°C, mutant W607A
0.00022
-
pH 7.0, 25°C, mutant W404F
0.02
-
pH 7.0, 25°C, mutant W404A
0.006
-
pH 7.0, 25°C, mutant K493R
0.016
-
pH 7.0, 25°C, mutant H262A
0.00088
-
pH 7.0, 21°C, mutant D466E and D466N
0.00014
-
C-terminal periplasmic domain of glucose dehydrogenase
0.00012
-
25°C, wild-type enzyme
0.00009
-
25°C, mutant enzyme S357L
0.0005
-
25°C, mutant enzyme H775R
0.021
-
25°C, mutant enzyme G689D
0.00064
-
25°C, mutant enzyme D730N
0.00012
-
,pH 7.0, 25°C, mutant K493A
0.00005
-
-
0.78
-
Ubiquinone-free enzyme, in the presence of dodecylmaltoside, at pH 5.0 and 25°C
0.0064
-
ubiquinone-bound enzyme, in the presence of dodecylmaltoside, at pH 5.0 and 25°C
0.0035
-
Triton X-100-purified enzyme, without bound ubiquinone, at pH 5.0 and 25°C
0.0117
-
pH 5.0, 25°C, quinone-free enzyme, in presence of Triton X-100
0.0117
-
pH 5.0, 25°C, quinone-free enzyme, in presence of N-dodecyl-beta-D-maltoside
0.0064
-
pH 5.0, 25°C, quinone-bound enzyme, in presence of N-dodecyl-beta-D-maltoside
0.0035
-

References & Links

Links to other databases for pyrroloquinoline quinone

ChEBI
PubChem
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PubChem