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Literature summary extracted from

  • Buntain, I.G.; Suckling, C.J.; Wood, H.C.S.
    Latent Inhibitors. Part 4. Irreversible inhibition of dihydro-orotate dehydrogenase by hydantoins derived from amino acids (1988), J. Chem. Soc. Perkin Trans. I, 1988, 3175-3182.
No PubMed abstract available

Application

EC Number Application Comment Organism
1.3.1.14 medicine enzyme is a part of the pyrimidine biosynthesis pathway and plays a role as target for the chemotherapy of parasitic and neoplastic diseases Faecalicatena orotica
1.3.1.14 pharmacology drug design based upon selective enzyme inhibition Faecalicatena orotica

General Stability

EC Number General Stability Organism
1.3.1.14 dithiothreitol stabilizes Faecalicatena orotica

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.3.1.14 (R,R)-5-benzyl-3-(1-carboxy-2-phenylethyl)hydantoin
-
 Faecalicatena orotica
1.3.1.14 (S)-5-benzyl-3-carboxymethylhydantoin
-
 Faecalicatena orotica
1.3.1.14 (S)-N-carboxymethyl-N'-(1-carboxy-2-phenylethyl)urea
-
 Faecalicatena orotica
1.3.1.14 (S,S)-5-benzyl-3-(1-carboxy-2-phenylethyl)hydantoin
-
 Faecalicatena orotica
1.3.1.14 (S,S)-N,N'-bis(1-carboxy-2-phenylethyl)urea
-
 Faecalicatena orotica
1.3.1.14 (S,S)-N-(1-carboxyethyl)-N'-(1-carboxy-2-phenylethyl)urea 4 mM, 20% inhibition Faecalicatena orotica
1.3.1.14 3-carboxymethylhydantoin
-
 Faecalicatena orotica
1.3.1.14 5-benzyl-3-(1-carboxy-2-phenylethyl)-1-methylhydantoin
-
 Faecalicatena orotica
1.3.1.14 5-Benzyl-3-(1-carboxy-2-phenylethyl)hydantoin time-dependent irreversible inhibition at the active site, mechanism Faecalicatena orotica
1.3.1.14 hydantoin derived from alpha-amino acids, weak competitive inhibitors, compounds with a benzyl goup are better inhibitors Faecalicatena orotica
1.3.1.14 isopropyl hydantoin
-
 Faecalicatena orotica
1.3.1.14 N,N'-bis(carboxymethyl)urea
-
 Faecalicatena orotica

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.14 dihydroorotate + NAD+ Faecalicatena orotica biosynthesis of pyrimidines orotate + NADH + H+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.14 Faecalicatena orotica
-
 identical with Clostridium oroticum
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.14 (S)-dihydroorotate + NAD+
-
 Faecalicatena orotica orotate + NADH + H+
-
 ?
1.3.1.14 dihydroorotate + NAD+ biosynthesis of pyrimidines Faecalicatena orotica orotate + NADH + H+
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.3.1.14 25
-
 assay at Faecalicatena orotica

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.3.1.14 6.5
-
 pH of assay medium Faecalicatena orotica

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.14 flavin flavoprotein with two different flavins, probably FAD and FMN Faecalicatena orotica
1.3.1.14 flavin NAD+-linked flavoprotein Faecalicatena orotica

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.3.1.14 0.4
-
 (S,S)-N,N'-bis(1-carboxy-2-phenylethyl)urea
-
 Faecalicatena orotica
1.3.1.14 0.6
-
 5-benzyl-3-(1-carboxy-2-phenylethyl)-1-methylhydantoin
-
 Faecalicatena orotica
1.3.1.14 0.7
-
 (S)-N-carboxymethyl-N'-(1-carboxy-2-phenylethyl)urea
-
 Faecalicatena orotica
1.3.1.14 0.7
-
 (S,S)-5-benzyl-3-(1-carboxy-2-phenylethyl)hydantoin
-
 Faecalicatena orotica
1.3.1.14 0.9
-
 (R,R)-5-benzyl-3-(1-carboxy-2-phenylethyl)hydantoin
-
 Faecalicatena orotica
1.3.1.14 2.3
-
 (S)-5-benzyl-3-carboxymethylhydantoin
-
 Faecalicatena orotica
1.3.1.14 2.6
-
 N,N'-bis(carboxymethyl)urea
-
 Faecalicatena orotica
1.3.1.14 4.5
-
 3-carboxymethylhydantoin
-
 Faecalicatena orotica