Ligand menaquinone

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of menaquinone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C21H24O2
menaquinone
PTWSIIUEOFZCHW-NTCAYCPXSA-N
Synonyms:
a menaquinone


Show all pahtways known for Show all BRENDA pathways known for menaquinone

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
menaquinone + reduced coenzyme F420 = menaquinol + oxidized coenzyme F420
show the reaction diagram
-
succinate + menaquinone = fumarate + menaquinol
show the reaction diagram
-
protoporphyrinogen IX + 3 menaquinone = protoporphyrin IX + 3 menaquinol
show the reaction diagram
-
dimethylsulfide + menaquinone + H2O = dimethylsulfoxide + menaquinol
show the reaction diagram
-
peptidyl-L-glutamate + CO2 + O2 + menaquinone = ?
show the reaction diagram
-
NADH + H+ + menaquinone = NAD+ + menaquinol
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
fumarate + menaquinol = succinate + menaquinone
show the reaction diagram
-
-
NO + menaquinol = N2O + H2O + menaquinone
show the reaction diagram
-
-
menaquinol + O2 + H+[side 1] = menaquinone + H2O + H+[side 2]
show the reaction diagram
-
-
menaquinol + O2 = menaquinone + H2O
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
menaquinone + reduced coenzyme F420 = menaquinol + oxidized coenzyme F420
show the reaction diagram
-
H2 + menaquinone = menaquinol
show the reaction diagram
-
pyruvate + menaquinone + H2O = acetate + CO2 + menaquinol
show the reaction diagram
-
succinate + menaquinone = fumarate + menaquinol
show the reaction diagram
-
protoporphyrinogen IX + 3 menaquinone = protoporphyrin IX + 3 menaquinol
show the reaction diagram
-
trans-4-hydroxy-L-proline + menaquinone = (3R,5S)-3-hydroxy-1-pyrroline-5-carboxylate + menaquinol
show the reaction diagram
-
NADH + H+ + menaquinone = NAD+ + menaquinol
show the reaction diagram
-
nitrite + menaquinone + H2O = nitrate + menaquinol
show the reaction diagram
-
dimethylsulfide + menaquinone + H2O = dimethylsulfoxide + menaquinol
show the reaction diagram
-
sulfite + hydrogen sulfide + menaquinone = thiosulfate + menaquinol
show the reaction diagram
-
peptidyl-L-glutamate + CO2 + O2 + menaquinone = ?
show the reaction diagram
-
NADH + menaquinone = NAD+ + reduced menaquinone
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
propylene + menaquinol + O2 = propylene oxide + menaquinone + H2O
show the reaction diagram
-
-
fumarate + menaquinol = succinate + menaquinone
show the reaction diagram
-
-
NO + menaquinol = N2O + H2O + menaquinone
show the reaction diagram
-
-
nitrate + menaquinol = nitrite + menaquinone + H2O
show the reaction diagram
-
-
thiosulfate + menaquinol = sulfite + hydrogen sulfide + menaquinone
show the reaction diagram
-
-
menaquinol + O2 + H+[side 1] = menaquinone + H2O + H+[side 2]
show the reaction diagram
-
-
menaquinol + O2 = menaquinone + H2O
show the reaction diagram
-
-
menaquinol + 2 ferricytochrome c = menaquinone + 2 ferrocytochrome c + 2 H+
show the reaction diagram
-
-

Enzyme Cofactor/Cosubstrate (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
the structure demonstrates 11 redox centers, including molybdopterin-guanine dinucleotides, five [4Fe-4S] clusters, two heme b groups, and a menaquinone analog. These redox centers are aligned in a single chain, which extends almost 90 A through the enzyme. In the catalytic site, the Mo directly takes up electrons from the bound substrate. These electrons are transferred to the beta subunit through the [4Fe4S] cluster (FeS-0) in the alpha subunit. The four [4Fe-4S] clusters in the beta subunit, which are aligned in the order of FeS-1, FeS-4, FeS-2, and FeS-3, connect the alpha and gamma subunits like an electric wire. From FeS-3 of the beta subunit, electrons are transferred to heme bP (P for periplasm) in the gamma subunit and then across the membrane to heme bC (C for cytoplasm). Menaquinone binds to a histidine ligand (Hisg169) of heme bC and can directly accept electrons through this residue
-
active in 4-hydroxybenzyl alcohol oxidation
-
membrane-bound menaquinone
-
one menaquinone molecule is bound near heme bL in the hydrophobic subunit C
-
predominant menaquinone is MK-7
-
there are more than one menaquinol binding sites in NarGHI
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.28
-
at pH 7.5 and 25°C
423
-
pH 7.0, temperature not specified in the publication

KM Value (6 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0173
-
recombinant His-tagged enzyme, pH and temperature not specified in the publication
0.025
-
at pH 7.5 and 25°C

References & Links

Links to other databases for menaquinone

ChEBI
PubChem
-
PubChem