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Literature summary extracted from

  • Martinez-Rodriguez, S.; Martinez-Gomez, A.I.; Clemente-Jimenez, J.M.; Rodriguez-Vico, F.; Garcia-Ruiz, J.M.; Las Heras-Vazquez, F.J.; Gavira, J.A.
    Structure of dihydropyrimidinase from Sinorhizobium meliloti CECT4114: new features in an amidohydrolase family member (2010), J. Struct. Biol., 169, 200-208.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
3.5.2.2 2-mercaptoethanol 10 mM, 108% of initial activity Sinorhizobium meliloti
3.5.2.2 dithiothreitol 10 mM, 111% of initial activity Sinorhizobium meliloti

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.5.2.2
-
 Sinorhizobium meliloti

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
3.5.2.2 to 1.85 A resolution. Enzyme consists of two domains, an (alpha/beta)8 TIM-like barrel domain, where the catalytic centre is located, and a smaller beta-sheet sandwich domain of unknown function. The C-terminal tails of each subunit extend toward another monomer in a swapping-like manner, creating a hydrogen bond network which suggests its implication in protein oligomerisation. Mutational and structural evidence suggest the involvement of a conserved tyrosine in the reaction mechanism of the enzyme Sinorhizobium meliloti

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.2.2 EDTA 10 mM, 90% residual activity Sinorhizobium meliloti
3.5.2.2 Hg2+ 2 mM, 0% residual activity Sinorhizobium meliloti
3.5.2.2 additional information not inhibitory: iodoacetamide Sinorhizobium meliloti

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.5.2.2 1
-
 DL-5-methyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 3
-
 dihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 5
-
 D-5-benzylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 10
-
 D-5-isobutylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 14
-
 D-5-butylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 18
-
 D-5-ethylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 20
-
 DL-5-(p-hydroxyphenyl)hydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 26
-
 D-5-propylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 44
-
 D-5-isopropylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 66
-
 D-5-methyl-thio-ethylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 72
-
 D-5-methylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 81
-
 DL-6-isopropyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 111
-
 DL-6-methyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 125
-
 hydantoin pH 8.0, 40°C Sinorhizobium meliloti

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.5.2.2 Co2+ 2 mM, 331% of initial activity Sinorhizobium meliloti
3.5.2.2 Cu2+ 2 mM, 150% of initial activity Sinorhizobium meliloti
3.5.2.2 Mg2+ 2 mM, 121% of initial activity Sinorhizobium meliloti
3.5.2.2 Mn2+ 2 mM, 407% of initial activity Sinorhizobium meliloti
3.5.2.2 Ni2+ 2 mM, 346% of initial activity Sinorhizobium meliloti
3.5.2.2 Zn2+ 2 mM, 432% of initial activity Sinorhizobium meliloti

Organism

EC Number Organism UniProt Comment Textmining
3.5.2.2 Sinorhizobium meliloti
-
 strain CECT4114
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.2.2 D-5-benzylhydantoin + H2O
-
 Sinorhizobium meliloti N-carbamoyl-D-phenylalanine
-
 ?
3.5.2.2 D-5-butylhydantoin + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 D-5-ethylhydantoin + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 D-5-isobutylhydantoin + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 D-5-isopropylhydantoin + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 D-5-methyl-thio-ethylhydantoin + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 D-5-methylhydantoin + H2O
-
 Sinorhizobium meliloti N-carbamoyl-D-alanine
-
 ?
3.5.2.2 D-5-propylhydantoin + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 dihydrouracil + H2O
-
 Sinorhizobium meliloti ureidopropionate
-
 ?
3.5.2.2 DL-5-(p-hydroxyphenyl)hydantoin + H2O
-
 Sinorhizobium meliloti N-carbamoyl-p-hydroxyphenylglycine
-
 ?
3.5.2.2 DL-5-methyldihydrouracil + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 DL-6-isopropyldihydrouracil + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 DL-6-methyldihydrouracil + H2O
-
 Sinorhizobium meliloti ?
-
 ?
3.5.2.2 hydantoin + H2O
-
 Sinorhizobium meliloti N-carbamoyl glycine
-
 ?
3.5.2.2 additional information enzyme presents both hydantoinase and dihydropyrimidinase activities, with higher affinity for the natural six-membered ring substrates. For the five-membered ring substrates, affinity is greater for those with aliphatic and apolar groups in the 5th carbon atom, with the highest rates of hydrolysis for D-5-methyl and D-5-ethyl hydantoin. Enzyme is enantioselective for the D-isomer of monosubstituted 5-hydantoins. Activity with substrate analogues such as allantoin, 5,5-dimethylhydantoin, 5-benzyl,5-methyl-hydantoin, succinimide, rodamine or tiazoledione is not detected under the conditions assayed Sinorhizobium meliloti ?
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.5.2.2 60
-
-
 Sinorhizobium meliloti

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
3.5.2.2 60
-
 6 h, 95% residual activity Sinorhizobium meliloti
3.5.2.2 70
-
 30 min, 25% residual activity Sinorhizobium meliloti

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.5.2.2 1
-
 DL-5-(p-hydroxyphenyl)hydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 1
-
 DL-5-methyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 1
-
 DL-6-isopropyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 2
-
 dihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 2
-
 D-5-isobutylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 2
-
 D-5-benzylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 3
-
 D-5-butylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 5
-
 D-5-isopropylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 6
-
 D-5-propylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 8
-
 DL-6-methyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 12
-
 hydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 17
-
 D-5-ethylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 18
-
 D-5-methyl-thio-ethylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 197
-
 D-5-methylhydantoin pH 8.0, 40°C Sinorhizobium meliloti

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.5.2.2 8
-
-
 Sinorhizobium meliloti

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
3.5.2.2 0.012
-
 DL-6-isopropyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.05
-
 DL-5-(p-hydroxyphenyl)hydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.072
-
 DL-6-methyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.096
-
 hydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.114
-
 D-5-isopropylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.2
-
 D-5-isobutylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.214
-
 D-5-butylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.231
-
 D-5-propylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.273
-
 D-5-methyl-thio-ethylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.4
-
 D-5-benzylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.667
-
 dihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 0.944
-
 D-5-ethylhydantoin pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 1
-
 DL-5-methyldihydrouracil pH 8.0, 40°C Sinorhizobium meliloti
3.5.2.2 2.736
-
 D-5-methylhydantoin pH 8.0, 40°C Sinorhizobium meliloti