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(3,4-dimethoxyphenyl)methanol + a [Co(I) methoxylated corrinoid protein dhaf4611]
a [methyl-Co(III) methoxylated corrinoid protein dhaf4611] + 4-(hydroxymethyl)-2-methoxyphenol + 5-(hydroxymethyl)-2-methoxyphenol
dhaf4611, i.e. carrier protein from Desulfitobacterium hafniense
-
-
?
1,2-dimethoxy-4-methylbenzol + a [Co(I) methoxylated corrinoid protein dhaf4611]
a [methyl-Co(III) methoxylated corrinoid protein dhaf4611] + 2-methoxy-4-methylphenol + 2-methoxy-5-methylphenol
dhaf4611, i.e. carrier protein from Desulfitobacterium hafniense
-
-
?
2,3-dimethoxynaphthalene + a [Co(I) methoxylated corrinoid protein dhaf4611]
a [methyl-Co(III) methoxylated corrinoid protein dhaf4611] + 3-methoxynaphthalen-2-ol + naphthalen-2,3-diol
-
-
-
?
2-hydroxyanisole + [Co(I) methoxylated corrinoid protein OdmA]
[methyl-Co(III) methoxylated corrinoid protein OdmA] + 1,2-dihydroxybenzol
67% of the activity with vanillate, O-demethylase complex
-
-
?
2-methoxybenzoate + a [Co(I) methoxylated-aromatic-compound-specific corrinoid protein]
a [methyl-Co(III) methoxylated-aromatic-compound-specific corrinoid protein] + 2-hydroxybenzoate
-
-
-
-
?
2-methoxyphenol + a [Co(I) methoxylated-aromatic-compound-specific corrinoid protein]
a [methyl-Co(III) methoxylated-aromatic-compound-specific corrinoid protein] + 1,2-dihydroxybenzol
-
-
-
-
?
3,4-dimethoxybenzaldehyde + a [Co(I) methoxylated corrinoid protein dhaf4611]
a [methyl-Co(III) methoxylated corrinoid protein dhaf4611] + 4-hydroxy-3-methoxy-benzaldehyde + 2-hydroxy-3-methoxy-benzaldehyde
dhaf4611, i.e. carrier protein from Desulfitobacterium hafniense
-
-
?
3,4-dimethoxybenzoate + a [Co(I) methoxylated-aromatic-compound-specific corrinoid protein]
a [methyl-Co(III) methoxylated-aromatic-compound-specific corrinoid protein] + ?
-
-
-
-
?
3,4-dimethoxyphenol + a [Co(I) methoxylated corrinoid protein dhaf4611]
a [methyl-Co(III) methoxylated corrinoid protein dhaf4611] + 4-methoxybenzene-1,3-diol
dhaf4611, i.e. carrier protein from Desulfitobacterium hafniense
-
-
?
3-methoxyphenol + a [Co(I) methoxylated-aromatic-compound-specific corrinoid protein]
a [methyl-Co(III) methoxylated-aromatic-compound-specific corrinoid protein] + 1,3-dihydroxybenzol
-
-
-
-
?
dicamba + [Co(I) methoxylated corrinoid protein MtvC]
a [methyl-Co(III) methoxylated corrinoid protein MtvC] + 3,6-dichloro-2-hydroxybenzoate
-
-
-
-
?
isovanillate + [Co(I) methoxylated corrinoid protein OdmA]
[methyl-Co(III) methoxylated corrinoid protein OdmA] + 3,4-dihydroxybenzoate
26% of the activity with vanillate, O-demethylase complex
-
-
?
syringate + [Co(I) methoxylated corrinoid protein OdmA]
[methyl-Co(III) methoxylated corrinoid protein OdmA] + ?
54% of the activity with vanillate, O-demethylase complex
-
-
?
trimethyoxybenzoate + a [Co(I) methoxylated-aromatic-compound-specific corrinoid protein]
a [methyl-Co(III) methoxylated-aromatic-compound-specific corrinoid protein] + ?
-
-
-
-
?
vanillate + [Co(I) methoxylated corrinoid protein MtvC]
a [methyl-Co(III) methoxylated corrinoid protein MtvC] + 3,4-dihydroxybenzoate
-
-
-
-
?
vanillate + [Co(I) methoxylated corrinoid protein OdmA]
[methyl-Co(III) methoxylated corrinoid protein OdmA] + 3,4-dihydroxybenzoate
-
-
-
?
veratrol + a [Co(I) methoxylated corrinoid protein dhaf4611]
a [methyl-Co(III) methoxylated corrinoid protein dhaf4611] + guaiacol
dhaf4611, i.e. carrier protein from Desulfitobacterium hafniense
-
-
?
veratrol + a [Co(I) methoxylated corrinoid protein VdmA]
a [methyl-Co(III) methoxylated corrinoid protein VdmA] + guaiacol
-
-
-
?
veratrol + a [Co(I) methoxylated-aromatic-compound-specific corrinoid protein]
a [methyl-Co(III) methoxylated-aromatic-compound-specific corrinoid protein] + guaiacol
-
-
-
-
?
additional information
?
-
-
enzyme is different from vanillate:corrinoid protein methyl transferase. Vanillate, 2-methoxybenzoate, or 4-methoxybenzoate are no substrates
-
-
-
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metabolism
oxygen-independent demethylation via methyl transfer is mediated by cobalamin-dependent veratrol-O-demethylase VdmB
physiological function

a most upregulated gene clusters under methoxydotrophic growth contains genes encoding the O-demethylase MtoB, is responsible for O-demethylation of the methoxy compound, the cobalamin binding protein MtoC that accepts the methyl group from MtoB, the reductive activase of MtoC named MtoD, the methyl transferase MtoA which most likely transfers the methyl group from MtoC to tetrahydomethanopterin (H4MPT), and major facilitator superfamily transporters
physiological function
an ether-cleaving O-demethylase isolated from syringate-grown cells consists of four proteins, components A, B, C and D. The enzyme system converts only phenyl methyl ethers with a hydroxyl group in the ortho position to the methoxyl moiety. The presence of a carboxyl group in the aromatic compound is not required. Component B serves as vanillate:corrinoid protein methyltransferase (methyltransferase I) mediating the methyl transfer from vanillate to the reduced corrinoid protein component A
physiological function
Moorella thermoacetica encodes several homologs of MtvA, MtvB and MtvC genes possibly used for growth on methyl donors other than vanillate and methanol. The function of MtvB is clearly associated with methyl transfer
physiological function
-
MtvB is part of an inducible three-component aromatic O-demethylase system. MtvB catalyzes methyl transfer from a phenylmethylether to the cobalt center of MtvC, a corrinoid protein. All three protein components are required for O-demethylase activity
physiological function
-
under methoxydotrophic growth, Methermicoccus shengliensis expresses an O-demethylation/methyltransferase system related to the one used by acetogenic bacteria. The methyl group is transferred from the methoxy compound via a two step-mechanism, first transfer on cobalamin and then further transfer on the C1-carrier tetrahydromethanopterin
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Grimm, C.; Lazzarotto, M.; Pompei, S.; Schichler, J.; Richter, N.; Farnberger, J.; Fuchs, M.; Kroutil, W.
Oxygen-free regioselective biocatalytic demethylation of methyl-phenyl ethers via methyltransfer employing veratrol-O-demethylase
ACS Catal.
10
10375-10380
2020
Acetobacterium dehalogenans (Q6W001)
brenda
Engelmann, T.; Kaufmann, F.; Diekert, G.
Isolation and characterization of a veratrol corrinoid protein methyl transferase from Acetobacterium dehalogenans
Arch. Microbiol.
175
376-383
2001
Acetobacterium dehalogenans
brenda
Pierce, E.; Xie, G.; Barabote, R.; Saunders, E.; Han, C.; Detter, J.; Richardson, P.; Brettin, T.; Das, A.; Ljungdahl, L.; Ragsdale, S.
The complete genome sequence of Moorella thermoacetica (f. Clostridium thermoaceticum)
Environ. Microbiol.
10
2550-2573
2008
Moorella thermoacetica (Q2RLG9)
brenda
Welte, C.; de Graaf, R.; Dalcin Martins, P.; Jansen, R.; Jetten, M.; Kurth, J.
A novel methoxydotrophic metabolism discovered in the hyperthermophilic archaeon Archaeoglobus fulgidus
Environ. Microbiol.
23
4017-4033
2021
Archaeoglobus fulgidus (O30228)
brenda
Kaufmann, F.; Wohlfarth, G.; Diekert, G.
O-Demethylase from Acetobacterium dehalogenans Substrate specificity and function of the participating proteins
Eur. J. Biochem.
253
706-711
1998
Acetobacterium dehalogenans (O87604), Acetobacterium dehalogenans
brenda
Kurth, J.; Nobu, M.; Tamaki, H.; de Jonge, N.; Berger, S.; Jetten, M.; Yamamoto, K.; Mayumi, D.; Sakata, S.; Bai, L.; Cheng, L.; Nielsen, J.; Kamagata, Y.; Wagner, T.; Welte, C.
Methanogenic archaea use a bacteria-like methyltransferase system to demethoxylate aromatic compounds
ISME J.
15
3549-3565
2021
Methermicoccus shengliensis
brenda
Naidu, D.; Ragsdale, S.
Characterization of a three-component vanillate O-demethylase from Moorella thermoacetica
J. Bacteriol.
183
3276-3281
2001
Moorella thermoacetica
brenda