| Entry |
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| Name |
(S)-mandelate dehydrogenase;
MDH
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| Class |
Oxidoreductases;
Acting on the CH-OH group of donors;
With unknown physiological acceptors
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| Sysname |
(S)-mandelate:acceptor 2-oxidoreductase
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| Reaction(IUBMB) |
(S)-mandelate + acceptor = phenylglyoxylate + reduced acceptor [RN: R03793]
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| Reaction(KEGG) |
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| Substrate |
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| Product |
phenylglyoxylate [CPD: C02137];
reduced acceptor [CPD: C00030]
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| Comment |
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].
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| History |
EC 1.1.99.31 created 2006
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| Pathway |
| Aminobenzoate degradation | | Microbial metabolism in diverse environments |
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| Orthology |
| (S)-mandelate dehydrogenase |
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| Genes |
KPK: | | KPZ: | | KIN: | | SRR: | | SRL: | | SRY: | | SPLY: | | SRS: | | SRA: | | RAH: | | RAQ: | | RAA: | | PAO: | | TCI: | | PLU: | | PMK: | | PRE: | | PPUN: | | PVR: | | MBS: | | CSA: | | HEL: | | HAK: | | HAM: | | HHU: | | MMW: | | RPJ: | | REU: | | REH: | | CNC: | | BOK: | | BOC: | | BCEP: | | BSEM: | | BGL: | | BGP: | | BGU: | | BUG: | | BGE: | | BGF: | | BGD: | | BGO: | | BYI: | | BUE: | | BUQ: | | BPLA: | | BXE: | | BXB: | | BPH: | | BPX: | | BFN: | | PSPW: | | PPK: | | PPNO: | | PPNM: | | PRB: | | PPUL: | | PSPU: | | PAPI: | | PVE: | | POX: | | PFG: | | PNR: | | BBR: | | BBM: | | BBH: | | BBX: | | BHO: | | BHM: | | BFZ: | | AXO: | | AXN: | | AXS: | | AXX: | | ADT: | | AIS: | | RHY: | | PNA: | | ACK: | | VAP: | | VPD: | | HSE: | | HSZ: | | HRB: | | AZO: | | AZA: | | AZI: | | TMZ: | | TCL: | | MCI: | | MESO: | | ARA: | | RTR: | | NGL: | | NGG: | | BJA: | | SNO: | | CHEL: | | MSC: | | PDE: | | CID: | | PABY: | | NRE: | | SWI: | | ERY: | | AAY: | | CMAN: | | MAGX: | | REQ: | |
» show all
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| Reference |
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| Authors |
Lehoux IE, Mitra B. |
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| Title |
(S)-Mandelate dehydrogenase from Pseudomonas putida: mechanistic studies with alternate substrates and pH and kinetic isotope effects. |
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| Journal |
Biochemistry. 38 (1999) 5836-48. |
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| Reference |
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| Authors |
Dewanti AR, Xu Y, Mitra B. |
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| Title |
Role of glycine 81 in (S)-mandelate dehydrogenase from Pseudomonas putida in substrate specificity and oxidase activity. |
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| Journal |
Biochemistry. 43 (2004) 10692-700. |
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| Reference |
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| Authors |
Dewanti AR, Xu Y, Mitra B. |
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| Title |
Esters of mandelic acid as substrates for (S)-mandelate dehydrogenase from Pseudomonas putida: implications for the reaction mechanism. |
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| Journal |
Biochemistry. 43 (2004) 1883-90. |
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| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: UM-BBD (Biocatalysis/Biodegradation Database): BRENDA, the Enzyme Database: CAS: 9067-95-2 |
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