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Literature summary for 1.14.13.236 extracted from

  • Brouk, M.; Fishman, A.
    Protein engineering of toluene monooxygenases for synthesis of hydroxytyrosol (2009), Food Chem., 116, 114-121.
    View publication on PubMed

Application

Application Comment Organism
synthesis synthesis of hydroxytyrosol, a phenol present in olives, via double hydroxylation of 2-phenylethanol employing toluene monooxygenases as biocatalysts Burkholderia cepacia
synthesis synthesis of hydroxytyrosol, a phenol present in olives, via double hydroxylation of 2-phenylethanol employing toluene monooxygenases as biocatalysts. Mutant TmoA S395C shows a 15fold increase in 2-phenylethanol hydroxylation rate Pseudomonas mendocina

Protein Variants

Protein Variants Comment Organism
I100A mutant hydroxylates o-tyrosol, m-tyrosol and p-tyrosol to form hydroxytyrosol Pseudomonas mendocina
I100D mutant hydroxylates m-tyrosol to form hydroxytyrosol Pseudomonas mendocina
I100G mutant hydroxylates o-tyrosol, m-tyrosol and p-tyrosol to form hydroxytyrosol Pseudomonas mendocina
I100S mutant hydroxylates o-tyrosol, m-tyrosol and p-tyrosol to form hydroxytyrosol Pseudomonas mendocina
I100V mutant hydroxylates m-tyrosol to form hydroxytyrosol Pseudomonas mendocina
S395C mutation in subunit TmoA, shows a 15fold increase in 2-phenylethanol hydroxylation rate Pseudomonas mendocina

Organism

Organism UniProt Comment Textmining
Burkholderia cepacia Q9ANX2 isoform TomA3
-
Burkholderia cepacia G4 Q9ANX2 isoform TomA3
-
Pseudomonas mendocina Q00456 and Q00457 and Q00460 Q00456, Q00457 an Q00460 are components TmoA, TmoB and TmoE of diiron hydroxylase T4MOH
-
Pseudomonas mendocina KR1 Q00456 and Q00457 and Q00460 Q00456, Q00457 an Q00460 are components TmoA, TmoB and TmoE of diiron hydroxylase T4MOH
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-phenylethanol + 2 NADH + 2 H+ + O2
-
Pseudomonas mendocina 3,4-dihydroxyphenylethanol + 2 NAD+ + 2 H2O reaction of mutants I100A, I100S, I100G ?
2-phenylethanol + 2 NADH + 2 H+ + O2
-
Pseudomonas mendocina KR1 3,4-dihydroxyphenylethanol + 2 NAD+ + 2 H2O reaction of mutants I100A, I100S, I100G ?
2-phenylethanol + NADH + H+ + O2
-
Pseudomonas mendocina m-tyrosol + p-tyrosol + NAD+ + H2O 63% m-tyosol + 37% p-tyrosol ?
2-phenylethanol + NADH + H+ + O2
-
Pseudomonas mendocina KR1 m-tyrosol + p-tyrosol + NAD+ + H2O 63% m-tyosol + 37% p-tyrosol ?
2-phenylethanol + NADH + H+ + O2
-
Burkholderia cepacia o-tyrosol + m-tyrosol + NAD+ + H2O 64% o-tyrosol + 36% m-tyrosol ?
2-phenylethanol + NADH + H+ + O2
-
Burkholderia cepacia G4 o-tyrosol + m-tyrosol + NAD+ + H2O 64% o-tyrosol + 36% m-tyrosol ?
m-tyrosol + 2 NADH + 2 H+ + O2
-
Burkholderia cepacia 2,3-dihydroxyphenylethanol + 2 NAD+ + 2 H2O 9% 2,3-dihydroxyphenylethanol ?
m-tyrosol + 2 NADH + 2 H+ + O2
-
Burkholderia cepacia G4 2,3-dihydroxyphenylethanol + 2 NAD+ + 2 H2O 9% 2,3-dihydroxyphenylethanol ?
m-tyrosol + 2 NADH + 2 H+ + O2
-
Pseudomonas mendocina 3,4-dihydroxyphenylethanol + 2 NAD+ + 2 H2O mutants I100A, I100S, I100D, I100V and I100G hydroxylate m-tyrosol to form 3,4-dihydroxyphenylethanol with conversion of 55%, 50%, 2%, 3% and 18%, respectively ?
m-tyrosol + 2 NADH + 2 H+ + O2
-
Pseudomonas mendocina KR1 3,4-dihydroxyphenylethanol + 2 NAD+ + 2 H2O mutants I100A, I100S, I100D, I100V and I100G hydroxylate m-tyrosol to form 3,4-dihydroxyphenylethanol with conversion of 55%, 50%, 2%, 3% and 18%, respectively ?
additional information no substrates for wild-type: o-tyrosol, m-tyrosol, p-tyrosol Burkholderia cepacia ?
-
?
additional information no substrates for wild-type: o-tyrosol, m-tyrosol, p-tyrosol Pseudomonas mendocina ?
-
?
additional information no substrates for wild-type: o-tyrosol, m-tyrosol, p-tyrosol Burkholderia cepacia G4 ?
-
?
additional information no substrates for wild-type: o-tyrosol, m-tyrosol, p-tyrosol Pseudomonas mendocina KR1 ?
-
?
o-tyrosol + 2 NADH + 2 H+ + O2
-
Pseudomonas mendocina 2,3-dihydroxyphenylethanol + 2 NAD+ + 2 H2O mutants I100A, I100S and I100G hydroxylate p-tyrosol to form 3,4-dihydroxyphenylethanol with 24%, 11% and 13% conversion, respectively, respectively ?
o-tyrosol + 2 NADH + 2 H+ + O2
-
Pseudomonas mendocina KR1 2,3-dihydroxyphenylethanol + 2 NAD+ + 2 H2O mutants I100A, I100S and I100G hydroxylate p-tyrosol to form 3,4-dihydroxyphenylethanol with 24%, 11% and 13% conversion, respectively, respectively ?
o-tyrosol + NADH + H+ + O2
-
Burkholderia cepacia 2,3-dihydroxyphenylethanol + NAD+ + H2O 83% 2,3-dihydroxyphenylethanol ?
o-tyrosol + NADH + H+ + O2 reaction of mutant S395C, 18% conversion in 44 h Pseudomonas mendocina 2,3-dihydroxyphenylethanol + NAD+ + H2O
-
?
o-tyrosol + NADH + H+ + O2
-
Burkholderia cepacia G4 2,3-dihydroxyphenylethanol + NAD+ + H2O 83% 2,3-dihydroxyphenylethanol ?
p-tyrosol + 2 NADH + 2 H+ + O2
-
Burkholderia cepacia 3,4-dihydroxyphenylethanol + 2 NAD+ + 2 H2O 10% 3,4-dihydroxyphenylethanol ?
p-tyrosol + 2 NADH + 2 H+ + O2
-
Pseudomonas mendocina 3,4-dihydroxyphenylethanol + 2 NAD+ + 2 H2O mutants I100A, I100S and I100G hydroxylate p-tyrosol to form 3,4-dihydroxyphenylethanol with 65%, 48% and 98% conversion, respectively, respectively ?
p-tyrosol + 2 NADH + 2 H+ + O2
-
Burkholderia cepacia G4 3,4-dihydroxyphenylethanol + 2 NAD+ + 2 H2O 10% 3,4-dihydroxyphenylethanol ?

Synonyms

Synonyms Comment Organism
TmoA
-
Pseudomonas mendocina
TOM
-
Burkholderia cepacia