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Literature summary for 1.1.3.15 extracted from

  • Cao, Y.; Han, S.; Yu, L.; Qian, H.; Chen, J.Z.
    MD and QM/MM studies on long-chain L-alpha-hydroxy acid oxidase substrate binding features and oxidation mechanism (2014), J. Phys. Chem. B, 118, 5406-5417 .
    View publication on PubMed
Search for more literature for 1.1.3.15

Crystallization (Commentary)

Crystallization (Comment) Organism
analysis of the crystal structure of enzyme LCHAO in complex with cofactor FMN and inhibitor 4-carboxy-5-[(4-chlorophenyl)sulfanyl]-1,2,3-thiadiazole (CCPST) at 1.3 A resolution Rattus norvegicus

Protein Variants

Protein Variants Comment Organism
Y129F site-directed mutagenesis of the key active site residue, the mutant enzymes shows highly reduced kcat but unaltered Km value compared to wild-type enzyme, modeling of the hydride transfer of mutant enzyme with bound FMN and lactate, the missing H-bond changes the mechanism of the LCHAO Y129F mutant catalyzed oxidation reaction Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
4-carboxy-5-[(4-chlorophenyl)sulfanyl]-1,2,3-thiadiazole CCPST Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(S)-lactate + O2 Rattus norvegicus
-
 pyruvate + H2O2
-
 ?
an (S)-2-hydroxy carboxylate + O2 Rattus norvegicus
-
 a 2-oxo carboxylate + H2O2
-
 ?
additional information Rattus norvegicus long-chain L-alpha-hydroxy acid oxidase (LCHAO) is a FMN-dependent oxidase that dehydrogenates L-alpha-hydroxy acids to oxo acids ?
-
 ?

Organism

Organism UniProt Comment Textmining
Rattus norvegicus Q07523
-
-

Reaction

Reaction Comment Organism Reaction ID
an (S)-2-hydroxy carboxylate + O2 = a 2-oxo carboxylate + H2O2 reaction mechanism, quantum mechanics/molecular mechanics calculations and molecular dynamics simulations, overview. LCHAO-catalyzed dehydrogenation of L-lactate is a stepwise catalytic reaction in a hydride transfer mechanism but not a carbanion mechanism. In contrast to the wild-type enzyme, the mutant Y129F LCHAO catalyzes the oxidation of L-lactate in one step Rattus norvegicus
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(S)-lactate + O2
-
 Rattus norvegicus pyruvate + H2O2
-
 ?
an (S)-2-hydroxy carboxylate + O2
-
 Rattus norvegicus a 2-oxo carboxylate + H2O2
-
 ?
additional information long-chain L-alpha-hydroxy acid oxidase (LCHAO) is a FMN-dependent oxidase that dehydrogenates L-alpha-hydroxy acids to oxo acids Rattus norvegicus ?
-
 ?

Synonyms

Synonyms Comment Organism
Hao2
-
 Rattus norvegicus
LCHAO
-
 Rattus norvegicus
long-chain L-alpha-hydroxy acid oxidase
-
 Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
FMN dependent on Rattus norvegicus

General Information

General Information Comment Organism
evolution the enzyme belongs to the family of L-2-hydroxy acid oxidases Rattus norvegicus
additional information the key residue Tyr129 in the active site of LCHAO does affect L-lactate binding to LCHAO but plays an important role on the catalytic reaction process through an H-bond interaction. Generation of a structural model of LCHAO-FMN-lactate. The active site informed by residues Phe23, Tyr129, Asp157, Arg164, Lys223, His247, and Arg250 Rattus norvegicus