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Literature summary for 1.14.13.92 extracted from

  • Rodriguez, C.; de Gonzalo, G.; Torres Pazmino, D.E.; Fraaije, M.W.; Gotor, V.
    Selective Baeyer-Villiger oxidation of racemic ketones in aqueous-organic media catalyzed by phenylacetone monooxygenase (2008), Tetrahedron Asymmetry, 19, 197-203.
No PubMed abstract available

Application

Application Comment Organism
synthesis the enzyme is useful for kinetic resolution of a set of racemic substituted 3-phenylbutan-2-ones and synthesis of enantiopure compounds, overview Thermobifida fusca

Inhibitors

Inhibitors Comment Organism Structure
additional information effects of a range of solvents on the biocatalytic properties of the biocatalyst, overview Thermobifida fusca

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
phenylacetone + NADPH + H+ + O2 Thermobifida fusca
-
benzyl acetate + NADP+ + H2O
-
?

Organism

Organism UniProt Comment Textmining
Thermobifida fusca
-
-
-

Reaction

Reaction Comment Organism Reaction ID
phenylacetone + NADPH + H+ + O2 = benzyl acetate + NADP+ + H2O reaction mechanism and catalytic cycle, rapid binding of NADPH is followed by a transfer of the (4R)-hydride from NADPH to the FAD cofactor. The reduced PAMO is rapidly oxygenated by molecular oxygen, yielding a C4a-peroxyflavin. The peroxyflavin enzyme intermediate, possibly a Criegee intermediate or a C4a-hydroxyflavin form, reacts with phenylacetone to form benzylacetate, residue R337 is important in catalysis, overview Thermobifida fusca

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-2-acetoxyphenylacetonitrile + NADPH + H+ + O2 enantioselective reaction Thermobifida fusca ?
-
?
(R)-3-(4-bromophenyl)butan-2-one + NADPH + H+ + O2 enantioselective reaction Thermobifida fusca ?
-
?
(S)-1-(3-trifluoromethylphenyl)ethyl acetate + NADPH + H+ + O2 enantioselective reaction Thermobifida fusca ?
-
?
3-(3-trifluoromethylphenyl)butan-2-one + NADPH + H+ + O2 enantioselective reaction Thermobifida fusca ?
-
?
3-phenyl-2-butanone + NADPH + H+ + O2 enantioselective reaction Thermobifida fusca (R)-3-phenylbutan-2-one + (S)-1-phenyethyl acetate
-
?
alpha-acetylphenylacetonitrile + NADPH + H+ + O2 enantioselective reaction Thermobifida fusca (R)-2-acetoxyphenylacetonitrile + NADP+ + H2O enantiopure product formation ?
phenylacetone + NADPH + H+ + O2
-
Thermobifida fusca benzyl acetate + NADP+ + H2O
-
?

Synonyms

Synonyms Comment Organism
PAMO
-
Thermobifida fusca

Temperature Optimum [┬░C]

Temperature Optimum [┬░C] Temperature Optimum Maximum [┬░C] Comment Organism
30
-
assay at Thermobifida fusca

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
assay at Thermobifida fusca

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Thermobifida fusca