5.4.99.64: 2-hydroxyisobutanoyl-CoA mutase
This is an abbreviated version!
For detailed information about 2-hydroxyisobutanoyl-CoA mutase, go to the full flat file.
Word Map on EC 5.4.99.64
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5.4.99.64
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b12-dependent
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aquincola
-
tertiaricarbonis
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acyl-coa
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s-3-hydroxybutyryl-coa
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2-hydroxyisobutyric
-
chaperone
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mutases
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2-hydroxyisobutyrylation
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isomerization
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isovaleryl-coa
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tert-butyl
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thioester
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synthesis
- 5.4.99.64
-
b12-dependent
-
aquincola
- tertiaricarbonis
- acyl-coa
-
s-3-hydroxybutyryl-coa
-
2-hydroxyisobutyric
- chaperone
- mutases
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2-hydroxyisobutyrylation
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isomerization
- isovaleryl-coa
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tert-butyl
- thioester
- synthesis
Reaction
Synonyms
2-hydroxyisobutyryl-CoA mutase, Btus_0469, Btus_0470, EC 5.3.3.20, HCM, HcmA, hcmAB, HcmB, RcmA, RcmB
ECTree
5.4.99.64 2-hydroxyisobutanoyl-CoA mutaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 5.4.99.64 - 2-hydroxyisobutanoyl-CoA mutase
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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
(R)-3-hydroxybutanoyl-CoA
2-hydroxybutanoyl-CoA
D5WTR7; D5WTR8
catalytic efficiency for the (R)-enantiomer is about 11 times higher than for the (S)-enantiomer
-
-
r
(S)-3-hydroxybutanoyl-CoA
2-hydroxybutanoyl-CoA
D5WTR7; D5WTR8
catalytic efficiency for the (R)-enantiomer is about 11 times higher than for the (S)-enantiomer
-
-
r
2,2-dimethylpropanoyl-CoA
?
wild-type enzyme as well as I90V (HcmA) and I90A (HcmA) mutant enzymes can also isomerize pivaloyl-CoA and isovaleryl-CoA, albeit at more than 10times lower rates than the favorite substrate (S)-3-hydroxybutyryl-CoA
-
-
r
2-hydroxyisobutanoyl-CoA
(S)-3-hydroxyisobutanoyl-CoA + (R)-3-hydroxyisobutanoyl-CoA
D5WTR7; D5WTR8
-
-
-
r
butanoyl-CoA
isobutanoyl-CoA
low rearrangement activity, corresponding to approximately 2% of the (S)-3-hydroxybutanoyl-CoA conversion rate
-
-
r
isovaleryl-CoA
?
wild-type enzyme as well as I90V (HcmA) and I90A (HcmA) mutant enzymes can also isomerize pivalyl- and isovaleryl-CoA, albeit at more than 10times lower rates than the favorite substrate (S)-3-hydroxybutyryl-CoA
-
-
?
isovaleryl-CoA
pentanoyl-CoA
at 10 times lower rate than substrate (S)-3-hydroxybutanoyl-CoA
-
-
r
pivaloyl-CoA
?
at 10 times lower rate than substrate (S)-3-hydroxybutanoyl-CoA
-
-
r
(R)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
poor substrate
-
-
r
(R)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
2-hydroxy-2-methylpropanoyl i.e. 2-hydroxyisobutanoyl-CoA. 2-Hydroxyisobutanoyl-CoA is predominantly converted to (S)-3-hydroxybutanoyl-CoA, and only minor amounts of about 20% of the (R)-enantiomer are obtained
-
-
r
(R)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
very low activity with wild-type enzyme. Mutations D117V or D117A in the large subunit HcmA result in significantly increased activity toward (R)-3-hydroxybutyryl-CoA
-
-
r
(R)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
2-hydroxy-2-methylpropanoyl i.e. 2-hydroxyisobutanoyl-CoA. 2-Hydroxyisobutanoyl-CoA is predominantly converted to (S)-3-hydroxybutanoyl-CoA, and only minor amounts of about 20% of the (R)-enantiomer are obtained
-
-
r
(S)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
-
-
-
r
(S)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
-
-
-
-
r
(S)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
favorite substrate
-
-
r
(S)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl-CoA
-
-
-
r
2-hydroxy-2-methylpropanoyl-CoA
(S)-3-hydroxybutanoyl-CoA
-
-
-
r
2-hydroxy-2-methylpropanoyl-CoA
(S)-3-hydroxybutanoyl-CoA
the enzym plays a central role in the degradation of assorted substrates containing a tert-butyl moiety
-
-
r
2-hydroxy-2-methylpropanoyl-CoA
(S)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl i.e. 2-hydroxyisobutanoyl-CoA. 2-Hydroxyisobutanoyl-CoA is predominantly converted to (S)-3-hydroxybutanoyl-CoA, and only minor amounts of about 20% of the (R)-enantiomer are obtained, indicating stereospecific catalysis. The enzyme uses radical chemistry to rearrange the positions of both a methyl group and a hydroxyl group. Compared with Vmax obtained with 2-hydroxyisobutanoyl-CoA, rates with (S)-3-hydroxybutanoyl-CoA are nearly four times higher
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-
r
2-hydroxy-2-methylpropanoyl-CoA
(S)-3-hydroxybutanoyl-CoA
the enzym plays a central role in the degradation of assorted substrates containing a tert-butyl moiety
-
-
r
2-hydroxy-2-methylpropanoyl-CoA
(S)-3-hydroxybutanoyl-CoA
2-hydroxy-2-methylpropanoyl i.e. 2-hydroxyisobutanoyl-CoA. 2-Hydroxyisobutanoyl-CoA is predominantly converted to (S)-3-hydroxybutanoyl-CoA, and only minor amounts of about 20% of the (R)-enantiomer are obtained, indicating stereospecific catalysis. The enzyme uses radical chemistry to rearrange the positions of both a methyl group and a hydroxyl group. Compared with Vmax obtained with 2-hydroxyisobutanoyl-CoA, rates with (S)-3-hydroxybutanoyl-CoA are nearly four times higher
-
-
r
isobutanoyl-CoA
butanoyl-CoA
low rearrangement activity, corresponding to approximately 0.5% of the (S)-3-hydroxybutanoyl-CoA conversion rate
-
-
r
additional information
?
-
the enzyme does not show detectable conversion of methylmalonyl-CoA and succinyl-CoA
-
-
?
additional information
?
-
-
the enzyme does not show detectable conversion of methylmalonyl-CoA and succinyl-CoA
-
-
?
additional information
?
-
the enzyme does not show detectable conversion of methylmalonyl-CoA and succinyl-CoA
-
-
?
additional information
?
-
D5WTR7; D5WTR8
(R)-3-hydroxybuytryl-CoA is converted 3.1 times faster than the (S)-enantiomer
-
-
?
additional information
?
-
-
(R)-3-hydroxybuytryl-CoA is converted 3.1 times faster than the (S)-enantiomer
-
-
?
