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Literature summary for 1.14.13.236 extracted from

  • Feingersch, R.; Shainsky, J.; Wood, T.K.; Fishman, A.
    Protein engineering of toluene monooxygenases for synthesis of chiral sulfoxides (2008), Appl. Environ. Microbiol., 74, 1555-1566.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.14.13.236

Cloned(Commentary)

Cloned (Comment) Organism
-
 Burkholderia cepacia
-
 Pseudomonas mendocina

Crystallization (Commentary)

Crystallization (Comment) Organism
homology modeling. Residue I100 aids in steering the substrate into the active site at the end of the long entrance channel Pseudomonas mendocina

Protein Variants

Protein Variants Comment Organism
I100A mutant shows similar rates as wild-type Pseudomonas mendocina
I100D mutation improves both reaction rate and enantioselectivity Pseudomonas mendocina
I100G mutation increases the wild-type oxidation rate of methyl phenyl sulfide by 1.7fold, and the enantiomeric excess rises from 86% to 98% pro-S. I100G oxidizes methyl para-tolyl sulfide 11 times faster than the wild type does and changes the selectivity from 41% pro-R to 77% pro-S Pseudomonas mendocina
I100S mutation improves both reaction rate and enantioselectivity Pseudomonas mendocina
I100V mutation improves both reaction rate and enantioselectivity Pseudomonas mendocina
V106A initial thioanisole sulfoxidation is improved by 1.65fold Burkholderia cepacia
V106E initial thioanisole sulfoxidation is improved by 1.72fold Burkholderia cepacia
V106L initial thioanisole sulfoxidation is decreased by 0.43fold Burkholderia cepacia
V106M mutant oxidizes methyl phenyl sulfide to the corresponding sulfoxide at a rate of 3.0 nmol/min/mg protein compared with 1.6 for the wild-type enzyme, and the enantiomeric excess (pro-S) increases from 51% for the wild type to 88% for this mutant. Function of residue V106 is the proper positioning or docking of the substrate with respect to the diiron atoms Burkholderia cepacia
V106S initial thioanisole sulfoxidation is decreased by 0.8fold Burkholderia cepacia

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.011
-
 methyl 4-tolyl sulfide whole-cell assay, 25°C, pH not specified in the publication Pseudomonas mendocina
0.068
-
 methyl 4-tolyl sulfide whole-cell assay, 25°C, pH not specified in the publication Burkholderia cepacia
0.115
-
 methyl phenyl sulfide whole-cell assay, 25°C, pH not specified in the publication Pseudomonas mendocina
0.129
-
 methyl phenyl sulfide whole-cell assay, 25°C, pH not specified in the publication Burkholderia cepacia

Organism

Organism UniProt Comment Textmining
Burkholderia cepacia Q9ANX2 isoform TomA3
-
Burkholderia cepacia G4 Q9ANX2 isoform TomA3
-
Pseudomonas mendocina Q00456 isoform TmoA
-
Pseudomonas mendocina KR1 Q00456 isoform TmoA
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.5
-
 substrate methyl 4-tolyl sulfide, whole-cell assay, 25°C, pH not specified in the publication Burkholderia cepacia
0.5
-
 substrate methyl 4-tolyl sulfide, whole-cell assay, 25°C, pH not specified in the publication Pseudomonas mendocina
1.6
-
 substrate methyl phenyl sulfide, whole-cell assay, 25°C, pH not specified in the publication Burkholderia cepacia
1.6
-
 substrate methyl phenyl sulfide, whole-cell assay, 25°C, pH not specified in the publication Pseudomonas mendocina

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
methyl 4-tolyl sulfide + NADH + H+ + O2
-
 Pseudomonas mendocina methyl 4-tolyl sulfoxide + NAD+ + H2O (pro-R)-sulfoxide, 41% enantiomeric excess ?
methyl 4-tolyl sulfide + NADH + H+ + O2
-
 Burkholderia cepacia methyl 4-tolyl sulfoxide + NAD+ + H2O (pro-S)-sulfoxide, 11% enantiomeric excess ?
methyl 4-tolyl sulfide + NADH + H+ + O2
-
 Burkholderia cepacia G4 methyl 4-tolyl sulfoxide + NAD+ + H2O (pro-S)-sulfoxide, 11% enantiomeric excess ?
methyl 4-tolyl sulfide + NADH + H+ + O2
-
 Pseudomonas mendocina KR1 methyl 4-tolyl sulfoxide + NAD+ + H2O (pro-R)-sulfoxide, 41% enantiomeric excess ?
methyl phenyl sulfide + NADH + H+ + O2
-
 Burkholderia cepacia methyl phenyl sulfoxide + NAD+ + H2O (pro-S)-sulfoxide, 51% enantiomeric excess ?
methyl phenyl sulfide + NADH + H+ + O2
-
 Pseudomonas mendocina methyl phenyl sulfoxide + NAD+ + H2O (pro-S)-sulfoxide, 86% enantiomeric excess ?
methyl phenyl sulfide + NADH + H+ + O2
-
 Burkholderia cepacia G4 methyl phenyl sulfoxide + NAD+ + H2O (pro-S)-sulfoxide, 51% enantiomeric excess ?
methyl phenyl sulfide + NADH + H+ + O2
-
 Pseudomonas mendocina KR1 methyl phenyl sulfoxide + NAD+ + H2O (pro-S)-sulfoxide, 86% enantiomeric excess ?
toluene + NADH + H+ + O2
-
 Burkholderia cepacia 4-methylphenol + NAD+ + H2O
-
 ?
toluene + NADH + H+ + O2
-
 Pseudomonas mendocina 4-methylphenol + NAD+ + H2O
-
 ?
toluene + NADH + H+ + O2
-
 Burkholderia cepacia G4 4-methylphenol + NAD+ + H2O
-
 ?
toluene + NADH + H+ + O2
-
 Pseudomonas mendocina KR1 4-methylphenol + NAD+ + H2O
-
 ?

Synonyms

Synonyms Comment Organism
TmoA
-
 Pseudomonas mendocina
TomA3
-
 Burkholderia cepacia