Crystallization (Comment) | Organism |
---|---|
modeling of structure with naphthalene bound at the active site. The mononuclear iron is coordinated by amino acid residues His208, His213, and Asp362 and a dioxygen molecule is bound in a side-on fashion. The substrate, naphthalene, is found 2.7 to 3.0 A below the dioxygen molecule and is confined in a small substrate binding site which is surrounded by several hydrophobic residues. The amino acid residues with aromatic side chains, including Phe224, Phe202, Phe352, Trp358, and His295 form a small, but rigid, substrate binding site | Pseudomonas sp. |
Protein Variants | Comment | Organism |
---|---|---|
F224A | 6.8% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224C | 9.1% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224D | 85.2% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224E | 94.7% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224G | 2.1% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224H | 92% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224I | 41.9% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224K | 95.3% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224L | 92.58% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224M | 97.5% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224N | 94.7% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224P | 15.1% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224Q | 20.4% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224R | 0.7% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224S | 2% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224T | 4.9% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224V | 13.2% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224W | 91.8% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
F224Y | 97% of wild-type activity with substrate naphthalene | Pseudomonas sp. |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Pseudomonas sp. | - |
- |
- |
Pseudomonas sp. NCIB 9816-4 | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(2S)-flavanone + NADH + H+ + O2 | no substrate for wild-type, substrate for mutants F224C, F224K, F224Q, F224Y | Pseudomonas sp. | 8-hydroxy-(2S)-flavanone + NAD+ + ? | product has an oxygen atom directly attached to the aromatic ring. Upon completion of the dihydroxylation, the oxygen atom on the C-ring is believed to expel the 7-OH group through donation of its lone pair electrons and the charged intermediate. Once formed this readily re-aromatizes to provide 8-hydroxyflavanones or 8-hydroxyisoflavanones | ? | |
(2S)-flavanone + NADH + H+ + O2 | no substrate for wild-type, substrate for mutants F224C, F224K, F224Q, F224Y | Pseudomonas sp. NCIB 9816-4 | 8-hydroxy-(2S)-flavanone + NAD+ + ? | product has an oxygen atom directly attached to the aromatic ring. Upon completion of the dihydroxylation, the oxygen atom on the C-ring is believed to expel the 7-OH group through donation of its lone pair electrons and the charged intermediate. Once formed this readily re-aromatizes to provide 8-hydroxyflavanones or 8-hydroxyisoflavanones | ? | |
(3S)-isoflavanone + NADH + H+ + O2 | no substrate for wild-type, substrate for mutants F224K, F224Y | Pseudomonas sp. | 8-hydroxy-(3S)-isoflavanone + NAD+ + ? | product has an oxygen atom directly attached to the aromatic ring. Upon completion of the dihydroxylation, the oxygen atom on the C-ring is believed to expel the 7-OH group through donation of its lone pair electrons and the charged intermediate. Once formed this readily re-aromatizes to provide 8-hydroxyflavanones or 8-hydroxyisoflavanones | ? | |
(3S)-isoflavanone + NADH + H+ + O2 | no substrate for wild-type, substrate for mutants F224K, F224Y | Pseudomonas sp. NCIB 9816-4 | 8-hydroxy-(3S)-isoflavanone + NAD+ + ? | product has an oxygen atom directly attached to the aromatic ring. Upon completion of the dihydroxylation, the oxygen atom on the C-ring is believed to expel the 7-OH group through donation of its lone pair electrons and the charged intermediate. Once formed this readily re-aromatizes to provide 8-hydroxyflavanones or 8-hydroxyisoflavanones | ? | |
naphthalene + NADH + H+ + O2 | - |
Pseudomonas sp. | (1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+ | - |
? | |
naphthalene + NADH + H+ + O2 | - |
Pseudomonas sp. NCIB 9816-4 | (1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+ | - |
? |