Ligand methylamine

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Basic Ligand Information

Molecular Structure
Picture of methylamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
CH5N
methylamine
BAVYZALUXZFZLV-UHFFFAOYSA-N
Synonyms:
4-amino-6-[[1-(4-fluorobenzyl)-1H-indazol-5-yl]amino]pyrimidine-5-carbaldehyde O-methyloxime, CH3NH2, methanamine, methaneamine, Monomethylamine, N-methylamine


Show all pahtways known for Show all BRENDA pathways known for methylamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
pyruvate + methylamine + NADPH = N-methyl-L-alanine + H2O + NADP+
show the reaction diagram
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methylamine + H2O + O2 = formaldehyde + NH3 + H2O2
show the reaction diagram
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methylamine + L-glutamate = NH3 + N-methyl-L-glutamate
show the reaction diagram
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methylamine + a [Co(I) methylamine-specific corrinoid protein] = a [methyl-Co(III) methylamine-specific corrinoid protein] + ammonia
show the reaction diagram
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alpha-ketoglutarate + methylamine = N-methyl-2-oxoglutaramate + H2O
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylamine + NADPH + H+ + O2 = methylamine + formaldehyde + NADP+ + H2O
show the reaction diagram
-
-
N-methylglycine + phosphate + thioredoxin = acetyl phosphate + methylamine + thioredoxin disulfide
show the reaction diagram
-
-
N-methylcyclohexylamine + O2 + H2O = cyclohexanone + methylamine + H2O2
show the reaction diagram
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sarcosine + H2O + O2 = glyoxylate + methylamine + H2O2
show the reaction diagram
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-
2-phenylethylamine + H2O + O2 = methylamine + benzaldehyde + H2O2
show the reaction diagram
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methylguanidine + H2O = methylamine + urea
show the reaction diagram
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-
(+/-)-synephrine = 4-hydroxyphenylacetaldehyde + methylamine
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (67 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
methylamine + NADH + H+ + O2 = hydroxymethylamine + H2O + NAD+
show the reaction diagram
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methylamine + H2O + O2 = formaldehyde + NH3 + H2O2
show the reaction diagram
-
methylamine + acceptor + H2O = formaldehyde + NH3 + reduced acceptor
show the reaction diagram
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methylamine + a [Co(I) methylamine-specific corrinoid protein] = a [methyl-Co(III) methylamine-specific corrinoid protein] + ammonia
show the reaction diagram
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alpha-ketoglutarate + methylamine = N-methyl-2-oxoglutaramate + H2O
show the reaction diagram
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methylamine + fumarate = N-methylaspartic acid
show the reaction diagram
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ATP + L-Glu + methylamine = ADP + phosphate + N-methyl-L-glutamine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (64 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
reduced ferredoxin + H+ + CH3NC + ATP = oxidized ferredoxin + CH4 + C2H4 + C3H6 + C3H8 + CH3NH2 + ADP + phosphate
show the reaction diagram
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N-methylcyclohexylamine + O2 + H2O = cyclohexanone + methylamine + H2O2
show the reaction diagram
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4-(methylamino)-1-(pyridin-3-yl)butan-1-one + H2O + O2 = 4-oxo-4-(pyridin-3-yl)butanal + methylamine + H2O2
show the reaction diagram
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N-methyl-DL-Leu + H2O + O2 = 4-methyl-2-oxopentanoate + methylamine + H2O2
show the reaction diagram
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N-methyl-D-aspartate + H2O + O2 = oxaloacetate + methylamine + H2O2
show the reaction diagram
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N-methyltaurine + H2O + acceptor = sulfoacetaldehyde + N-methylamine + reduced acceptor
show the reaction diagram
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4-methylaminobutanoate + O2 + H2O = succinate semialdehyde + methylamine + H2O2
show the reaction diagram
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6-hydroxypseudooxynicotine + 2,6-dichlorophenolindophenol + H2O = 6-hydroxy-3-succinoylsemialdehyde-pyridine + methylamine + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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N-methylhydroxylamine + NADH = methylamine + NAD+ + H2O
show the reaction diagram
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taurine + methanal = 2-sulfoacetaldehyde + methylamine
show the reaction diagram
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N4-methyl-L-asparagine = L-Asp + methylamine
show the reaction diagram
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N-methyl-2-oxoglutaramate + H2O = 2-oxoglutarate + methylamine
show the reaction diagram
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N-methylformamide + H2O = methylamine + formate
show the reaction diagram
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N5-methyl-L-glutamine + H2O = L-glutamate + methylamine
show the reaction diagram
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methylguanidine + H2O = methylamine + urea
show the reaction diagram
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6-methylaminopurine ribonucleoside + H2O = inosine + methylamine
show the reaction diagram
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N-methylammelide + H2O = cyanuric acid + methylamine
show the reaction diagram
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N4-methylcytidine + H2O = uridine + methylamine
show the reaction diagram
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N-methyl-L-phenylalanine = trans-cinnamate + methylamine
show the reaction diagram
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5-L-glutamyl-methylamine = 5-oxoproline + methylamine
show the reaction diagram
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DL-2-amino-3-(N-methylamino)propionic acid = methylamine + NH3 + pyruvate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation of enzyme from K176A mutant
-
can replace NH4+
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30% activation, Pseudomonas sp. strain No. 43
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alphaH44A mutant, works as catalytic base
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can replace NH4+
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increases the PEPC activity and enhances the effect of abscisic acid
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saturating methylamine accelerates the L-2-aminobutyrate reaction 47fold
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stimulates activity of mutant enzyme Lys265Arg
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Inhibitor in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slightly
-
above 6 mM, slight inhibition
-
slightly
-
1.8 mM, 50% inhibition
-
10 mM, 80% of activity
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reaction of component I with NH4+ as substrate
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inhibition of wild-type enzyme
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500 mM, 80% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (7 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (27 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (46 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
75
-
-
0.11
-
at pH 7.0 and 37°C
32
-
-
46
-
-

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
26
-
pH 8.0, 25°C
3.4
-
-
1.4
-
-
4.5
-
pH 7.0, 37°C
0.01084
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for methylamine

ChEBI
PubChem
ChEBI
PubChem