2.1.2.11: 3-methyl-2-oxobutanoate hydroxymethyltransferase
This is an abbreviated version!
For detailed information about 3-methyl-2-oxobutanoate hydroxymethyltransferase, go to the full flat file.
Word Map on EC 2.1.2.11
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2.1.2.11
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pantothen
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auxotrophs
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aldol
-
l-valine
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beta-alanine
-
pane
-
betaalpha8
-
2-oxoacids
-
pharmacology
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alpha-ketobutyrate
-
decameric
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4'-phosphopantetheine
- 2.1.2.11
-
pantothen
-
auxotrophs
-
aldol
- l-valine
- beta-alanine
-
pane
-
betaalpha8
- 2-oxoacids
- pharmacology
- alpha-ketobutyrate
-
decameric
- 4'-phosphopantetheine
Reaction
Synonyms
5,10-methylene tetrahydrofolate:alpha-ketoisovalerate hydroxymethyltransferase, alpha-ketoisovalerate hydroxymethyltransferase, dehydropantoate hydroxymethyltransferase, hydroxymethyltransferase, ketopantoate, ketopantoate hydroxymethyl transferase, ketopantoate hydroxymethyltransferase, KHMT, KPHMT, MOHMT, oxopantoate hydroxymethyltransferase, PanB
ECTree
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Substrates Products
Substrates Products on EC 2.1.2.11 - 3-methyl-2-oxobutanoate hydroxymethyltransferase
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REACTION DIAGRAM
5,10-methylenetetrahydrofolate + 2-oxo-4-methylthiobutyrate
tetrahydrofolate + ?
-
about 50% of the activity with 3-methyl-2-oxobutanoate
-
-
?
5,10-methylenetetrahydrofolate + 2-oxobutyrate
tetrahydrofolate + ?
-
about 50% of the activity with 3-methyl-2-oxobutanoate
-
-
?
5,10-methylenetetrahydrofolate + 2-oxopentanoate
tetrahydrofolate + ?
-
about 30% of the activity with 3-methyl-2-oxobutanoate
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate + H2O
tetrahydrofolate + 2-dehydropantoate
5,10-methylenetetrahydrofolate + 3-methyl-2-oxopentanoate
?
-
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxopentanoate
tetrahydrofolate + ?
-
about 65% of the activity with 3-methyl-2-oxobutanoate
-
-
?
5,10-methylenetetrahydrofolate + pyruvate
tetrahydrofolate + ?
-
about 20% of the activity with 3-methyl-2-oxobutanoate
-
-
?
formaldehyde + 3-methyl-2-oxobutanoate
2-dehydropantoate
-
enzyme catalyzes methylenetetrahydrofolate-independent hydroxymethyltransferase reaction between free formaldehyde and alpha-ketoisovalerate, formaldehyde is unlikely to be the natural substrate
-
?
tetrahydropteroyldiglutamate + 2-dehydropantoate
5,10-methylenetetrahydropteroyldiglutamate + 3-methyl-2-oxobutanoate + H2O
-
-
-
-
r
tetrahydropteroylheptaglutamate + 2-dehydropantoate
5,10-methylenetetrahydropteroylheptaglutamate + 3-methyl-2-oxobutanoate + H2O
-
-
-
-
r
tetrahydropteroylhexaglutamate + 2-dehydropantoate
5,10-methylenetetrahydropteroylhexaglutamate + 3-methyl-2-oxobutanoate + H2O
-
-
-
-
r
tetrahydropteroylpentaglutamate + 2-dehydropantoate
5,10-methylenetetrahydropteroylpentaglutamate + 3-methyl-2-oxobutanoate + H2O
-
-
-
-
r
tetrahydropteroyltetraglutamate + 2-dehydropantoate
5,10-methylenetetrahydropteroyltetraglutamate + 3-methyl-2-oxobutanoate + H2O
-
-
-
-
r
tetrahydropteroyltriglutamate + 2-dehydropantoate
5,10-methylenetetrahydropteroyltriglutamate + 3-methyl-2-oxobutanoate + H2O
-
-
-
-
r
5,10-methylenetetrahydrofolate + 2-oxobutyrate
?
-
also a good substrate
-
-
?
tetrahydrofolate + 2-dehydropantoate
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
essential for the biosynthesis of coenzyme A
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
biosynthesis of pantothenate
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
r
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
formation of ketopantoate, syn. 2-keto-3,3-dimethyl-4-hydroxybutyrate, tetrahydrofolate-dependent enzyme
r
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
synthesis of ketopantoate, the following components can replace tetrahydrofolate: tetrahydropteroylmono-, di-, tri-, tetra-, penta-, hexa-, and heptaglutamate, absolute requirement for tetrahydrofolate, only the L-isomer is active
r
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
forms 2-oxopantoate, syn. 3-hydroxymethyl-3-methyl-2-oxobutanoic acid, from 2-oxoisovalerate with retention of configuration at C-3
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
condensation of alpha-ketoisovalerate with the C-1 donor takes place stereospecifically at C-3 and proceeds in a retention mode at C-3, 5,10-methylenetetrahydrofolate-dependent enzyme
-
r
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
specificity for alpha-ketoisovalerate is less rigid than for tetrahydrofolate
synthesis of ketopantoate, the following components can replace tetrahydrofolate: tetrahydropteroylmono-, di-, tri-, tetra-, penta-, hexa-, and heptaglutamate, absolute requirement for tetrahydrofolate, only the L-isomer is active
r
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
inversion of the configuration at C-3 of 2-ketoisovalerate
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
enzyme is responsible for catalysis of ketopantoate formation in vivo
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
catalytic activity is regulated by the products of the reaction path of which it is one component
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
biosynthesis of coenzyme A
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
biosynthesis of coenzyme A
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first step in pantoate biosynthesis
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
enzyme may be the rate-limiting reaction in pantothenate biosynthesis
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
biosynthesis of pantothenate
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
enzyme may be the rate-limiting reaction in pantothenate biosynthesis
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
-
-
r
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate
tetrahydrofolate + 2-dehydropantoate
-
first committed step in pantothenate biosynthesis
-
-
?
tetrahydrofolate + 2-dehydropantoate
-
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate + H2O
tetrahydrofolate + 2-dehydropantoate
-
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate + H2O
tetrahydrofolate + 2-dehydropantoate
-
-
-
-
?
5,10-methylenetetrahydrofolate + 3-methyl-2-oxobutanoate + H2O
tetrahydrofolate + 2-dehydropantoate
-
-
-
-
?
?
-
-
no substrates: pyruvate, isovalerate, D- and L-valine, 3-methyl-2-butanone
-
-
?
additional information
?
-
-
enzyme catalyzes deuterium exchange in the methylenetetrahydrofolate-independent enolization of alpha-ketoisovalerate or other alpha-keto acids with decreasing efficiency: alpha-ketoisovalerate, alpha-ketobutyrate, alpha-ketovalerate, pyruvate, alpha-ketomethylthiobutyrate, alpha-ketoisocaproate, stereochemistry, first step in the reaction leading to ketopantoate is the enolization of alpha-ketoisovalerate to form the stabilized carbanion
-
-
?