1.1.2.7: methanol dehydrogenase (cytochrome c)
This is an abbreviated version!
For detailed information about methanol dehydrogenase (cytochrome c), go to the full flat file.
Word Map on EC 1.1.2.7
-
1.1.2.7
-
1.1.99.8
-
phenazine
-
methylamine
-
formaldehyde
-
hyphomicrobium
-
quinoproteins
-
pyrroloquinoline
-
methylophilus
-
denitrificans
-
paracoccus
-
methylotrophus
-
half-reaction
-
linewidth
-
quinone-dependent
-
methylobacterium
-
protiated
-
wurster
-
methylomonas
-
one-electron
-
extorquens
- 1.1.2.7
-
1.1.99.8
- phenazine
- methylamine
- formaldehyde
- hyphomicrobium
-
quinoproteins
-
pyrroloquinoline
- methylophilus
- denitrificans
-
paracoccus
- methylotrophus
-
half-reaction
-
linewidth
-
quinone-dependent
-
methylobacterium
-
protiated
-
wurster
-
methylomonas
-
one-electron
- extorquens
Reaction
Synonyms
EC 1.1.99.8, Hd-MDH, MDH, MDH2, MEDH, methanol dehydrogenase, More, mxaF, MxaJ, PQQ-dependent methanol dehydrogenase, pyrroloquinoline quinone-dependent quinoprotein methanol dehydrogenase, QH-ADH, QMDH, quinohemoprotein (type II) alcohol dehydrogenase, quinohemoprotein alcohol dehydrogenase, quinone-dependent alcohol dehydrogenase, quinoprotein alcohol dehydrogenase, quinoprotein dehydrogenase, quinoprotein methanol dehydrogenase, type I MDH, type II MDH
ECTree
1.1.2.7 methanol dehydrogenase (cytochrome c)Advanced search results
results (
results (Substrates Products
Substrates Products on EC 1.1.2.7 - methanol dehydrogenase (cytochrome c)
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
acetaldehyde + 2 reduced cytochrome cL
ethanol + 2 oxidizeded cytochrome cL
-
7.06% of the activity with methanol
-
-
?
butanol + 2 oxidized cytochrome cL
butanal + 2 reduced cytochrome cL
-
49.13% of the activity with methanol
-
-
?
butanol + 2,6-dichlorophenolindophenol
butyraldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
ethanol + 2 oxidized cytochrome cL
acetaldehyde + 2 reduced cytochrome cL
-
85.13% of the activity with methanol
-
-
?
ethanol + 2,6-dichlorophenolindophenol
acetaldehyde + reduced 2,6-dichlorophenolindophenol
formaldehyde + 2 reduced cytochrome cL
methanol + 2 oxidizeded cytochrome cL
-
73.24% of the activity with methanol
-
-
?
heptanol + 2 oxidized cytochrome cL
heptanal + 2 reduced cytochrome cL
-
101.88% of the activity with methanol
-
-
?
heptanol + 2,6-dichlorophenolindophenol
heptaldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
hexanol + 2 oxidized cytochrome cL
hexanal + 2 reduced cytochrome cL
-
94.10% of the activity with methanol
-
-
?
hexanol + 2,6-dichlorophenolindophenol
hexaldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
methanol + 2 2,6-dichlorophenolindophenol
formaldehyde + 2 reduced 2,6-dichlorophenolindophenol
methanol + 2,6-dichlorophenolindophenol
formaldehyde + reduced 2,6-dichlorophenolindophenol
methanol + NAD+
formaldehyde + NADH + H+
-
strains grow on methanol
-
-
?
n-butanol + 2,6-dichlorophenolindophenol
butyraldehyde + reduced 2,6-dichlorophenolindophenol
n-propanol + 2,6-dichlorophenolindophenol
propionaldehyde + reduced 2,6-dichlorophenolindophenol
octanol + 2 oxidized cytochrome cL
octanal + 2 reduced cytochrome cL
-
16.33% of the activity with methanol
-
-
?
octanol + 2,6-dichlorophenolindophenol
octaldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
pentanol + 2 oxidized cytochrome cL
pentanal + 2 reduced cytochrome cL
-
67.40% of the activity with methanol
-
-
?
pentanol + 2,6-dichlorophenolindophenol
pentaldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
propanol + 2 oxidized cytochrome cL
propionaldehyde + 2 reduced cytochrome cL
-
59.93% of the activity with methanol
-
-
?
propanol + 2,6-dichlorophenolindophenol
propionaldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
sorbic alcohol + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
a primary alcohol + 2 ferricytochrome cL
an aldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
?
a primary alcohol + 2 ferricytochrome cL
an aldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
?
ethanol + 2,6-dichlorophenolindophenol
acetaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
ethanol + 2,6-dichlorophenolindophenol
acetaldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
ethanol + 2,6-dichlorophenolindophenol
acetaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
ethanol + 2,6-dichlorophenolindophenol
acetaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
methanol + 2 2,6-dichlorophenolindophenol
formaldehyde + 2 reduced 2,6-dichlorophenolindophenol
in the activity assay phenazine ethosulfate is used as primary electron acceptor, and 2,6-dichlorophenol indophenol as a terminal acceptor
-
-
?
methanol + 2 2,6-dichlorophenolindophenol
formaldehyde + 2 reduced 2,6-dichlorophenolindophenol
in the activity assay phenazine ethosulfate is used as primary electron acceptor, and 2,6-dichlorophenolindophenol as a terminal acceptor
-
-
?
methanol + 2 2,6-dichlorophenolindophenol
formaldehyde + 2 reduced 2,6-dichlorophenolindophenol
in the activity assay phenazine ethosulfate is used as primary electron acceptor, and 2,6-dichlorophenol indophenol as a terminal acceptor
-
-
?
methanol + 2 2,6-dichlorophenolindophenol
formaldehyde + 2 reduced 2,6-dichlorophenolindophenol
in the activity assay phenazine ethosulfate is used as primary electron acceptor, and 2,6-dichlorophenolindophenol as a terminal acceptor
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
native enzyme with pyrroloquinoline quinone as a prosthetic group and cytochrome cL as the primary electron acceptor
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
native enzyme with pyrroloquinoline quinone as a prosthetic group and cytochrome cL as the primary electron acceptor
-
-
?
methanol + 2 cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
Diplococcus sp.
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
Diplococcus sp.
-
cytochrome c is the natural electron acceptor
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
cytochrome c is the natural electron acceptor
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
cytochrome c is the natural electron acceptor
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
cytochrome c is the natural electron acceptor
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
cytochrome c is the natural electron acceptor. Paracoccus denitrificans contains constitutive cytochrome cL, but synthesis of cytochromes c551i and c553i is induced while growing on methanol, structures, overview
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
cytochrome c is the natural electron acceptor
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
cytochrome c is the natural electron acceptor
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
-
-
-
?
methanol + 2 ferricytochrome cL
formaldehyde + 2 ferrocytochrome cL + 2 H+
-
cytochrome c is the natural electron acceptor
-
-
?
methanol + 2 oxidized cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
-
?
methanol + 2 oxidized cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
way of electron transfer from methanol to O2, overview
-
-
?
methanol + 2 oxidized cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
-
?
methanol + 2 oxidized cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
way of electron transfer from methanol to O2, overview
-
-
?
methanol + 2 oxidized cytochrome cL
formaldehyde + 2 reduced cytochrome cL
-
-
-
-
?
methanol + 2,6-dichlorophenolindophenol
formaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
methanol + 2,6-dichlorophenolindophenol
formaldehyde + reduced 2,6-dichlorophenolindophenol
-
with phenazine methosulfate
-
-
?
methanol + 2,6-dichlorophenolindophenol
formaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
methanol + 2,6-dichlorophenolindophenol
formaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
-
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
-
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
-
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
MDH catalyses the first reaction of an unusual periplasmic electron transport chain responsible for oxidation of methanol to formaldehyde in methylotrophic bacteria during growth on methane or methanol
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
periplasmic electron transport chain responsible for oxidation of methanol to formaldehyde in methylotrophic bacteria: methanol, methanol dehydrogenase, cytochrome cL, cytochrome cH, oxidase, oxygen
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
terminal electron acceptor is cytochrome cL
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
MDH catalyses the first reaction of an unusual periplasmic electron transport chain responsible for oxidation of methanol to formaldehyde in methylotrophic bacteria during growth on methane or methanol
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
flow of electrons from reduced pyrroloquinoline quinone to the heme of cytochrome cL
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
the reaction includes an electron transfer from the quinol PQQH2 to the electron acceptor cytochrome CL mediated by the disulfide structure of the active site, the active site of MDH involves Trp243 that forms the base of the active site chamber, and the Cys103-Cys104 disulfide ring and the pyrroloquinoline quinone prosthetic group, which is in the semiquinone form having the oxygen of the C4 carbonyl displaced out of the plane of the ring, overview
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
periplasmic electron transport chain responsible for oxidation of methanol to formaldehyde in methylotrophic bacteria: methanol, methanol dehydrogenase, cytochrome cL, cytochrome cH, oxidase, oxygen
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
-
the physiological electron acceptor is cytochrome cL. Cytochrome cL is subsequently oxidized by the small class I c-type cytochrome cH
-
-
?
methanol + ferricytochrome cL
formaldehyde + ferrocytochrome cL
Methylorubrum extorquens ATCC 14718 / DSM 1338 / JCM 2805 / NCIMB 9133 / AM1
the reaction includes an electron transfer from the quinol PQQH2 to the electron acceptor cytochrome CL mediated by the disulfide structure of the active site, the active site of MDH involves Trp243 that forms the base of the active site chamber, and the Cys103-Cys104 disulfide ring and the pyrroloquinoline quinone prosthetic group, which is in the semiquinone form having the oxygen of the C4 carbonyl displaced out of the plane of the ring, overview
-
-
?
n-butanol + 2,6-dichlorophenolindophenol
butyraldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
n-butanol + 2,6-dichlorophenolindophenol
butyraldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
n-butanol + 2,6-dichlorophenolindophenol
butyraldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
n-propanol + 2,6-dichlorophenolindophenol
propionaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
n-propanol + 2,6-dichlorophenolindophenol
propionaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
n-propanol + 2,6-dichlorophenolindophenol
propionaldehyde + reduced 2,6-dichlorophenolindophenol
-
reduction of the acceptor 2,6-dichlorophenolindophenol is mediated by phenazine methosulfate
-
-
?
additional information
?
-
Diplococcus sp.
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
additional information
?
-
-
methanol dehydrogenase is a key enzyme in utilization of methane and methanol by methylotrophic proteobacteria
-
-
?
additional information
?
-
oxidation of alcohols by direct hydride transfer to the pyrroloquinoline quinone cofactor, catalytic mechanism, ping-pong kinetic schemes, and transition state structures, analysis by ab initio quantum mechanical methods, hydride transfer from the Calpha-position of the substrate alcohol or aldehyde directly to the C-5 carbon of PQQ is energetically feasible, detailed overview
-
-
?
additional information
?
-
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
additional information
?
-
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
additional information
?
-
active site structure with important disulfide bridge of Cys103-Cys104, overview
-
-
?
additional information
?
-
active site structure, the Cys103-Cys104 disulfide bridge plays a role in the electron transfer during catalysis, overview
-
-
?
additional information
?
-
MDH is a soluble periplasmic enzyme, having cytochrome CL as electron acceptor, Ca2+ plays a role in maintaining PQQ in the correct configuration and may also be involved in the catalytic mechanism, overview
-
-
?
additional information
?
-
oxidation of alcohols by direct hydride transfer to the pyrroloquinoline quinone cofactor
-
-
?
additional information
?
-
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
additional information
?
-
-
broad substrate specificity, MDH from Methylosinus sp. strain WI 14 oxidises only primary alcohols up to octanol and several aldehydes
-
-
?
additional information
?
-
-
broad substrate specificity, MDH from Methylosinus sp. strain WI 14 oxidises only primary alcohols up to octanol and several aldehydes
-
-
?
additional information
?
-
-
methanol dehydrogenase is a key enzyme in utilization of methane and methanol by methylotrophic proteobacteria
-
-
?
additional information
?
-
-
methanol dehydrogenase is a key enzyme in utilization of methane and methanol by methylotrophic proteobacteria
-
-
?
additional information
?
-
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
additional information
?
-
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
additional information
?
-
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
additional information
?
-
-
1,6-dichlorophenolindophenol, N,N,N',N'-tetramethyl-4-phenylenediamine, and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfuric acid) can act as artificial electron acceptors. The artificial electron acceptors cannot be directly reduced by the enzyme. Their reduction requires the presence of phenazine ethosulfate or phenazine methosulfate. Electrons are transferred from an oxidizing substrate to the PQQ moiety, and protons are released into the cytoplasm. The reduced PQQ moiety donates electrons to cytochrome c one after the other, yielding the semiquinone form of PQQ
-
-
?
