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Literature summary for 1.3.1.14 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

Application Comment Organism
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
pharmacology drug design based upon selective enzyme inhibition Faecalicatena orotica

General Stability

General Stability Organism
dithiothreitol stabilizes Faecalicatena orotica

Inhibitors

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

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Faecalicatena orotica
-
identical with Clostridium oroticum
-

Substrates and Products (Substrate)

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

Temperature Optimum [°C]

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

pH Optimum

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

Cofactor

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

Ki Value [mM]

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