1.1.99.31: (S)-mandelate dehydrogenase
This is an abbreviated version!
For detailed information about (S)-mandelate dehydrogenase, go to the full flat file.
Word Map on EC 1.1.99.31
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1.1.99.31
-
s-mandelate
-
putida
-
benzoylformate
-
fmn-dependent
-
benzaldehyde
-
calcoaceticus
-
fmn
-
mitra
-
alpha-hydroxy
-
l-lactate
-
phenylglyoxylate
-
carbanion
-
flavocytochrome
-
membrane-binding
-
flavoenzyme
-
alpha-protons
-
half-reaction
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rhodotorula
-
graminis
-
electron-rich
- 1.1.99.31
- s-mandelate
- putida
- benzoylformate
-
fmn-dependent
- benzaldehyde
- calcoaceticus
- fmn
- mitra
-
alpha-hydroxy
- l-lactate
- phenylglyoxylate
-
carbanion
-
flavocytochrome
-
membrane-binding
-
flavoenzyme
-
alpha-protons
-
half-reaction
-
rhodotorula
- graminis
-
electron-rich
Reaction
Synonyms
(S)-mandelate dehydrogenase, L-mandelate dehydrogenase, L-MDH, MDH, SManDH, SMDH
ECTree
1.1.99.31 (S)-mandelate dehydrogenaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 1.1.99.31 - (S)-mandelate dehydrogenase
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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,S)-2-hydroxybutyrate + acceptor
2-oxobutyrate + reduced acceptor
slow substrate
-
-
?
(R,S)-2-hydroxybutyric acid + acceptor
2-oxo-3-butynoic acid + reduced acceptor
very low binding affinity for MDH
-
-
?
(R,S)-2-hydroxyhexanoate + acceptor
2-oxohexanoate + reduced acceptor
-
-
-
?
(R,S)-2-hydroxyisocaproate + acceptor
2-oxoisocaproate + reduced acceptor
-
-
-
?
(R,S)-2-hydroxyoctanoate + acceptor
2-oxooctanoate + reduced acceptor
slow substrate
-
-
?
(R,S)-2-hydroxyvalerate + acceptor
2-oxovalerate + reduced acceptor
-
-
-
?
(R,S)-3-indolelactate + acceptor
3-(1H-indol-2-yl)-2-oxopropanoate + reduced acceptor
-
-
-
?
(R,S)-3-phenyllactate + 2,6-dichlorophenolindophenol
phenylpyruvate + reduced 2,6-dichlorophenolindophenol
slow substrate
-
-
?
(R,S)-indoleglycolate + acceptor
indol-2-yl(oxo)acetate + reduced acceptor
-
-
-
?
(R,S)-mandelate + 2,6-dichlorophenolindophenol
2-oxo-2-phenylacetate + reduced 2,6-dichlorophenolindophenol
-
-
-
?
(R,S)-mandelate + ferricyanide
2-oxo-2-phenylacetate + ferrocyanide
-
-
-
?
(S)-2-hydroxy-2-phenylacetate + O2
2-oxo-2-phenylacetate + H2O2
-
in absence of any other electron acceptor, oxygen is used by the wild-type enzyme for reoxidation of the reduced flavin, at a rather slow rate. Ping-pong kinetics
-
-
?
(S)-mandelate + 2 ferricyanide
benzoylformic acid + 2 ferrocyanide + 2 H+
-
-
-
-
?
(S)-mandelate + 2,6-dichloroindophenol
2-oxo-2-phenylacetate + ?
-
-
-
-
?
(S)-mandelate + 2,6-dichlorophenolindophenol
2-oxo-2-phenylacetate + reduced 2,6-dichlorophenolindophenol
-
-
-
-
?
(S)-mandelate + acceptor
phenylglyoxylate + reduced acceptor
-
-
-
?
2-hydroxybutyrate + acceptor
2-oxobutyrate + reduced acceptor
-
-
-
-
?
2-hydroxyhexanoate + acceptor
2-oxohexanoate + reduced acceptor
-
-
-
-
?
2-hydroxyisocaproate + acceptor
2-oxoisocaproate + reduced acceptor
-
-
-
-
?
2-hydroxyoctanoate + acceptor
2-oxooctanoate + reduced acceptor
-
-
-
-
?
2-hydroxyvalerate + acceptor
2-oxovalerate + reduced acceptor
-
-
-
-
?
3-hydroxy-DL-mandelate + ferricyanide
2-oxo-2-(3-hydroxyphenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
3-indolelactate + acceptor
3-(1H-indol-2-yl)-2-oxopropanoate + reduced acceptor
-
-
-
-
?
3-methoxy-DL-mandelate + ferricyanide
2-oxo-2-(3-methoxyphenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
3-phenyllactate + acceptor
2-oxo-3-phenylpropanoate + reduced acceptor
-
-
-
-
?
4-bromo-DL-mandelate + ferricyanide
2-oxo-2-(4-bromophenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
4-chloro-DL-mandelate + ferricyanide
2-oxo-2-(4-chlorophenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
4-chloromandelate + acceptor
2-oxo-2-(4-chlorophenyl)acetate + reduced acceptor
-
-
-
-
?
4-fluoro-D,L-mandelate + ferricyanide
2-oxo-2-(4-fluorophenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
4-hydroxy-DL-mandelate + ferricyanide
2-oxo-2-(4-hydroxyphenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
4-methoxy-DL-mandelate + ferricyanide
2-oxo-2-(4-methoxyphenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
4-methyl-DL-mandelate + ferricyanide
2-oxo-2-(4-methylphenyl)acetate + ferrocyanide + H2O
-
-
-
-
?
DL-mandelate + ferricyanide
2-oxo-2-phenylacetate + ferrocyanide + H2O
-
-
-
-
?
indoleglycolate + acceptor
indol-2-yl(oxo)acetate + reduced acceptor
-
-
-
-
?
L-mandelate + ferricyanide
2-oxo-2-phenylacetate + ferrocyanide
-
-
-
-
?
(R,S)-2-hydroxy-3-butenoic acid + acceptor
2-oxo-3-butenoic acid + reduced acceptor
-
-
-
-
?
(R,S)-2-hydroxy-3-butenoic acid + acceptor
2-oxo-3-butenoic acid + reduced acceptor
very low binding affinity for MDH
-
-
?
(R,S)-2-hydroxyisovalerate + acceptor
2-oxo-isovalerate + reduced acceptor
-
-
-
-
?
(R,S)-2-hydroxyisovalerate + acceptor
2-oxo-isovalerate + reduced acceptor
-
-
-
?
(S)-mandelate + 2 ferricyanide
2-oxo-2-phenylacetate + 2 ferrocyanide + 2 H+
-
-
-
?
(S)-mandelate + 2 ferricyanide
2-oxo-2-phenylacetate + 2 ferrocyanide + 2 H+
-
-
-
-
?
(S)-mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
reduction of 2,6-dichloroindophenol in presence of N-methylphenazonium methosulfate
-
-
?
(S)-mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
-
-
-
?
(S)-mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
-
-
-
r
(S)-mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
acceptor: 2,6-dichloroindophenol plus phenazine methosulfate. The MDH reaction has two rate-limiting step of similar activation energies: the formation and breakdown of a distinct intermediate, with the latter step being slightly more rate limiting. MDH is capable of catalyzing the reverse reaction, the reoxidation of reduced MDH by the product ketoacid, benzoylformate. The transient intermediate is observed during the reverse reaction as well
-
-
r
(S)-mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
phenazine methosulfate and 2,6-dichloroindophenol as acceptor. In absence of any other electron acceptor, oxygen is used by the wild-type enzyme for reoxidation of the reduced flavin, at a rather slow rate
-
-
?
(S)-mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
reduction of 2,6-dichloroindophenol in presence of N-methylphenazonium methosulfate
-
-
?
2-hydroxy-3-butynoate + acceptor
2-oxo-3-butynoate + reduced acceptor
-
-
-
-
?
2-hydroxy-3-butynoate + acceptor
2-oxo-3-butynoate + reduced acceptor
-
-
-
?
mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
-
-
-
?
mandelate + acceptor
2-oxo-2-phenylacetate + reduced acceptor
-
-
-
?
additional information
?
-
(S)-mandelamide, (S)-1-phenyl-2-propen-1-ol, (S)-1-phenyl-1,2-ethanediol, (S)-1-phenyl-2-propyn-1-ol, (R,S)-pantoyllactone, and (S)-1-phenyl-2,2,2-trifluoroethanol are no substrates
-
-
?
additional information
?
-
-
(S)-mandelamide, (S)-1-phenyl-2-propen-1-ol, (S)-1-phenyl-1,2-ethanediol, (S)-1-phenyl-2-propyn-1-ol, (R,S)-pantoyllactone, and (S)-1-phenyl-2,2,2-trifluoroethanol are no substrates
-
-
?
additional information
?
-
-
enzyme-catalyzed reaction proceeds via the same transition state for each substrate and indicates that this transition state is relatively non-polar but has an electron-rich centre at the alpha-carbon position
-
-
?
