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
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s-mandelate
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putida
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benzoylformate
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fmn-dependent
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benzaldehyde
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calcoaceticus
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fmn
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mitra
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alpha-hydroxy
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l-lactate
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phenylglyoxylate
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carbanion
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flavocytochrome
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membrane-binding
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flavoenzyme
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alpha-protons
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half-reaction
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rhodotorula
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graminis
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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
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Systematic Name
Systematic Name on EC 1.1.99.31 - (S)-mandelate dehydrogenase
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(S)-2-hydroxy-2-phenylacetate:acceptor 2-oxidoreductase
This enzyme is a member of the FMN-dependent alpha-hydroxy-acid oxidase/dehydrogenase family [1]. While all enzymes of this family oxidize the (S)-enantiomer of an alpha-hydroxy acid to an alpha-oxo acid, the ultimate oxidant (oxygen, intramolecular heme or some other acceptor) depends on the particular enzyme. This enzyme transfers the electron pair from FMNH2 to a component of the electron transport chain, most probably ubiquinone [1,2]. It is part of a metabolic pathway in Pseudomonads that allows these organisms to utilize mandelic acid, derivatized from the common soil metabolite amygdalin, as the sole source of carbon and energy [2]. The enzyme has a large active-site pocket and preferentially binds substrates with longer sidechains, e.g. 2-hydroxyoctanoate rather than 2-hydroxybutyrate [1]. It also prefers substrates that, like (S)-mandelate, have beta unsaturation, e.g. (indol-3-yl)glycolate compared with (indol-3-yl)lactate [1]. Esters of mandelate, such as methyl (S)-mandelate, are also substrates [3].