Application | Comment | Organism |
---|---|---|
synthesis | usage of the enzyme for asymmetric sulfooxidation of thioanisole and of racemic 2-phenylpropionaldehyde in a Baeyer-Villiger oxidation reaction | Thermobifida fusca |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
phenylacetone + NADPH + H+ + O2 | Thermobifida fusca | - |
benzyl acetate + NADP+ + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Thermobifida fusca | Q47PU3 | - |
- |
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 | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
2-phenylpropionaldehyde + NADPH + H+ + O2 | - |
Thermobifida fusca | ? | - |
? | |
additional information | PAMO is an FAD-containing Baeyer-Villiger monooxygenase, two different residues are responsible for the pH effects on PAMO enantioselectivity, protonation of Arg337 and the FAD:C4a-hydroperoxide/FAD:C4a-peroxide equilibrium are the major factors responsible for the fine-tuning of PAMO enantioselectivity in Baeyer-Villiger oxidation and sulfooxidation, respectively | Thermobifida fusca | ? | - |
? | |
phenylacetone + NADPH + H+ + O2 | - |
Thermobifida fusca | benzyl acetate + NADP+ + H2O | - |
? | |
phenylacetone + NADPH + H+ + O2 | enantioselective reaction, regulation mechanism, overview | Thermobifida fusca | benzyl acetate + NADP+ + H2O | - |
? | |
thioanisole + NADPH + H+ + O2 | the asymmetric oxidation of thioanisole to sulfoxide is accompanied by the overoxidation to achiral sulfone | Thermobifida fusca | ? | - |
? |
Subunits | Comment | Organism |
---|---|---|
More | model of the three-dimensional structure of PAMO, overview | Thermobifida fusca |
Synonyms | Comment | Organism |
---|---|---|
PAMO | - |
Thermobifida fusca |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
27 | - |
assay at | Thermobifida fusca |
pH Minimum | pH Maximum | Comment | Organism |
---|---|---|---|
7 | 10 | pH profile, and dependence of the enantioselectivity of the reaction, overview | Thermobifida fusca |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
NADPH | - |
Thermobifida fusca |