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Literature summary for 1.14.13.16 extracted from

  • Carvalho, A.T.P.; Dourado, D.F.A.R.; Skvortsov, T.; de Abreu, M.; Ferguson, L.J.; Quinn, D.J.; Moody, T.S.; Huang, M.
    Spatial requirement for PAMO for transformation of non-native linear substrates (2018), Phys. Chem. Chem. Phys., 20, 2558-2570 .
    View publication on PubMed

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information steady-state kinetic analysis of the mutant enzyme Thermobifida fusca
0.25
-
2-Octanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca
0.8
-
2-phenylcyclohexanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca
1000
-
Cyclopentanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
cyclopentanone + NADPH + H+ + O2 Thermobifida fusca
-
5-valerolactone + NADP+ + H2O
-
?

Organism

Organism UniProt Comment Textmining
Thermobifida fusca
-
phenylacetone monooxygenase enzyme mutant P253F/G254A/R258M/L443F
-

Reaction

Reaction Comment Organism Reaction ID
cyclopentanone + NADPH + H+ + O2 = 5-valerolactone + NADP+ + H2O the reaction mechanism of BVMO with native substrate phenylacetone proceeds via the formation of a Criegee intermediate with anionic character, which is subsequently rearranged via the migration of alkyl group to yield the product ester, reaction mechanism, overview Thermobifida fusca

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-octanone + NADPH + H+ + O2
-
Thermobifida fusca heptylacetate + NADP+ + H2O
-
?
2-phenylcyclohexanone + NADPH + H+ + O2 high activity with PAMO enzyme mutant P253F/G254A/R258M/L443F, almost no activity with wild-type PAMO (EC 1.14.13.92) Thermobifida fusca ? + NADP+ + H2O
-
?
cyclopentanone + NADPH + H+ + O2
-
Thermobifida fusca 5-valerolactone + NADP+ + H2O
-
?
cyclopentanone + NADPH + H+ + O2 high activity with PAMO enzyme mutant P253F/G254A/R258M/L443F, almost no activity with wild-type PAMO (EC 1.14.13.92) Thermobifida fusca 5-valerolactone + NADP+ + H2O
-
?
additional information the engineered phenylacetone monooxygenase (EC 1.14.13.92) enzyme mutant P253F/G254A/R258M/L443F has almost lost its activity with phenylacetone, but shows higher activity with cyclopentanone instead. Substrate binding analysis, overview Thermobifida fusca ?
-
-

Synonyms

Synonyms Comment Organism
CPMO
-
Thermobifida fusca
More cf. EC 1.14.13.92 Thermobifida fusca

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Thermobifida fusca

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.3
-
2-phenylcyclohexanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca
1.6
-
Cyclopentanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca
2.3
-
2-Octanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
assay at Thermobifida fusca

Cofactor

Cofactor Comment Organism Structure
FAD
-
Thermobifida fusca
NADPH
-
Thermobifida fusca

General Information

General Information Comment Organism
evolution the enzyme belongs to the group I of Baeyer-Villiger monooxygenases (BMVOs) Thermobifida fusca
additional information enzyme molecular docking and molecular dynamics, computational modeling, overview Thermobifida fusca

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0016
-
Cyclopentanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca
0.375
-
2-phenylcyclohexanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca
9.2
-
2-Octanone recombinant mutant P253F/G254A/R258M/L443F, pH 7.4, 25°C Thermobifida fusca