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Ligand methyl-cob(III)alamin
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Basic Ligand Information
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open all tablesRoles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)
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EC NUMBER 
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
In Vivo Product in Enzyme-catalyzed Reactions (3 results)
EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Substrate in Enzyme-catalyzed Reactions (5 results)
EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + methylcob(III)alamin + 2-hydroxyethylphosphonate = 5'-deoxyadenosine + L-methionine + cob(III)alamin + (2S)-2-hydroxypropylphosphonate
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methyl-cob(III)alamin + tetrahydrofolate = cob(II)alamin + 5-methyltetrahydrofolate
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5,6,7,8-tetrahydromethanopterin + methylcob(III)alamin = 5-methyl-5,6,7,8-tetrahydromethanopterin + cob(III)alamin
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Product in Enzyme-catalyzed Reactions (4 results)
EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Enzyme Cofactor/Cosubstrate (4 results)
EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
NMR results support a reaction mechanism in which methylcob(III)alamin is the direct methyl group donor
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the enzyme catalyzes P-methylation using radical S-adenosyl-L-methionine-dependent chemistry with cobalamin as a coenzymemethyl donor of the reaction. The enzyme is active in the absence of methylcobalamin if the strong reductant titanium(III)citrate and hydroxocobalamin are provided
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the enzyme is a radical S-adenosyl-L-methionine enzyme that contains a [4Fe-4S] center and a methylcob(III)alamin cofactor. According to the proposed mechanism, the reduced iron-sulfur center donates an electron to S-adenosyl-L-methionine, resulting in homolytic cleavage of the carbon-sulfur bond to form a 5'-deoxyadenosyl radical that abstracts the hydrogen atom from the P-H bond of the substrate, forming a phosphinate-centered radical. This radical reacts with methylcob(III)alamin to produce the methylated product and cob(II)alamin, which is reduced by an unknown donor to cob(I)alamin. A potential route for restoring the latter back to methylcob(III)alamin is a nucleophilic attack on a second S-adenosyl-L-methionine molecule
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Activator in Enzyme-catalyzed Reactions (1 result)
EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
Inhibitor in Enzyme-catalyzed Reactions (1 result)
Enzyme Kinetic Parameters
kcat Value (Turnover Number) (1 result)
EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
KM Value (1 result)
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
References & Links
Literature References (13)
Links to other databases for methyl-cob(III)alamin
ChEBI
PubChem
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Release 2023.1 (January 2023)
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