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(1E)-prop-1-en-1-ylbenzene + FADH2 + O2
(2R,3S)-2-methyl-3-phenyloxirane + FAD + H2O
(2E)-3-phenylprop-2-en-1-ol + FADH2 + O2
(3-phenyloxiran-2-yl)methanol + 1-phenylpropane-1,2,3-triol + FAD + H2O
(2E)-3-phenylprop-2-en-1-yl acetate + FADH2 + O2
(3-phenyloxiran-2-yl)methyl acetate + 2,3-dihydroxy-3-phenylpropyl acetate + FAD + H2O
1,2-dihydronaphthalene + FADH2 + O2
(1R,2R)-1,2,3,4-tetrahydronaphthalene-1,2-diol + FAD + H2O
1,2-dihydronaphthalene + FADH2 + O2
(1R,2R)-1,2-dihydronaphthalene-1,2-diol + FAD + H2O
1-methylindole + FADH2 + O2
1-methyl-1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
1-methylindole-5-carboxylate + FADH2 + O2
1-methyl-3-oxo-2,3-dihydro-1H-indole-5-carboxylic acid + FAD + H2O
-
-
-
?
1H-indene + FADH2 + O2
(1aS,6aR)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene + FAD + H2O
2-bromothioanisole + FADH2 + O2
?
2-chlorostyrene + FADH2 + O2
(2S)-2-(2-chlorophenyl)oxirane + FAD + H2O
2-chlorostyrene + FADH2 + O2
?
2-chlorothioanisole + FADH2 + O2
?
2-ethenylpyridine + FADH2 + O2
2-(oxiran-2-yl)pyridine + FAD + H2O
-
-
-
-
?
2-ethylstyrene + FADH2 + O2
(S)-2-ethyl-2-phenyloxirane + FAD + H2O
2-methylbenzo[b]thiophene + FADH2 + O2
?
2-methylhex-1-ene + FADH2 + O2
(S)-1,2-epoxy-2-methylhexane + FAD + H2O
-
-
-
?
2-methylstyrene + FADH2 + O2
(S)-2-methyl-2-phenyloxirane + FAD + H2O
2-methylthioanisole + FADH2 + O2
?
3-chlorostyrene + FADH2 + O2
(2S)-2-(3-chlorophenyl)oxirane + FAD + H2O
3-chlorostyrene + FADH2 + O2
?
3-methylstyrene + FADH2 + O2
(2S)-2-(3-methylphenyl)oxirane + FAD + H2O
-
-
-
-
?
4-bromostyrene + FADH2 + O2
(2S)-2-(4-bromophenyl)oxirane + FAD + H2O
-
-
-
-
?
4-bromostyrene + FADH2 + O2
?
-
-
-
?
4-bromothioanisole + FADH2 + O2
?
-
-
-
-
?
4-chlorostyrene + FADH2 + O2
(2S)-2-(4-chlorophenyl)oxirane + FAD + H2O
4-chlorostyrene + FADH2 + O2
?
4-chlorothioanisole + FADH2 + O2
?
-
-
-
-
?
4-ethenylpyridine + FADH2 + O2
4-(oxiran-2-yl)pyridine + FAD + H2O
-
-
-
-
?
4-fluorostyrene + FADH2 + O2
(2S)-2-(4-fluorophenyl)oxirane + FAD + H2O
-
-
-
-
?
4-fluorostyrene + FADH2 + O2
?
-
-
-
?
4-methoxyindole + FADH2 + O2
4-methoxy-1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
4-methylstyrene + FADH2 + O2
(2S)-2-(4-methylphenyl)oxirane + FAD + H2O
-
-
-
-
?
4-methylstyrene + FADH2 + O2
? + FAD + H2O
-
-
-
?
4-methylthioanisole + FADH2 + O2
?
-
-
-
-
?
5-methoxyindole + FADH2 + O2
5-methoxy-1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
6-bromohex-1-ene + FADH2 + O2
(S)-1,2-epoxy-6-bromohexane + FAD + H2O
-
-
-
?
6-bromoindole + FADH2 + O2
6-bromo-1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
6-chlorohex-1-ene + FADH2 + O2
(S)-1,2-epoxy-6-chlorohexane + FAD + H2O
-
-
-
?
6-chloroindole + FADH2 + O2
6-chloro-1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
6-methoxyindole + FADH2 + O2
6-methoxy-1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
7-azaindole + FADH2 + O2
1,2-dihydro-3H-pyrrolo[2,3-b]pyridin-3-one + FAD + H2O
-
-
-
?
7-methoxyindole + FADH2 + O2
7-methoxy-1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
allylbenzene + FADH2 + O2
?
-
-
-
?
benzo[b]thiophene + FADH2 + O2
benzo[b]thiophene sulfoxide + FAD + H2O
-
-
-
-
?
hept-1-ene + FADH2 + O2
(S)-1,2-epoxy-2-methylhexane + FAD + H2O
-
-
-
?
indene + FADH2 + O2
(1S,2R)-indene oxide + FAD + H2O
indene + FADH2 + O2
indene 2,3-oxide + FAD + H2O
-
-
-
-
?
indole + FADH2 + O2
1,2-dihydro-3H-indol-3-one + FAD + H2O
-
-
-
?
indole + FADH2 + O2
?
-
-
-
?
indole + FADH2 + O2
indole 2,3-oxide + FAD + H2O
-
-
-
-
?
methyl (2E)-3-phenylprop-2-enoate + FADH2 + O2
methyl 3-phenyloxirane-2-carboxylate + methyl 2,3-dihydroxy-3-phenylpropanoate + FAD + H2O
-
-
-
-
?
naphthalene + FADH2 + O2
(1R,2R)-1,2-dihydronaphthalene-1,2-diol + FAD + H2O
-
-
trace amount
-
?
phenyl vinyl sulfide + FADH2 + O2
(S)-phenyl vinyl sulfoxide + FAD + H2O
prop-1-en-2-ylbenzene + FADH2 + O2
2-phenylpropane-1,2-diol + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
styrene + FADH2 + O2
(S)-7,8-styrene oxide + FAD + H2O
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
styrene + FADH2 + O2
styrene oxide + FAD + H2O
thioanisole + FADH2 + O2
?
-
best substrate
-
-
?
additional information
?
-
(1E)-prop-1-en-1-ylbenzene + FADH2 + O2
(2R,3S)-2-methyl-3-phenyloxirane + FAD + H2O
-
-
-
-
?
(1E)-prop-1-en-1-ylbenzene + FADH2 + O2
(2R,3S)-2-methyl-3-phenyloxirane + FAD + H2O
-
-
-
-
?
(2E)-3-phenylprop-2-en-1-ol + FADH2 + O2
(3-phenyloxiran-2-yl)methanol + 1-phenylpropane-1,2,3-triol + FAD + H2O
-
-
-
-
?
(2E)-3-phenylprop-2-en-1-ol + FADH2 + O2
(3-phenyloxiran-2-yl)methanol + 1-phenylpropane-1,2,3-triol + FAD + H2O
-
-
-
-
?
(2E)-3-phenylprop-2-en-1-yl acetate + FADH2 + O2
(3-phenyloxiran-2-yl)methyl acetate + 2,3-dihydroxy-3-phenylpropyl acetate + FAD + H2O
-
-
-
-
?
(2E)-3-phenylprop-2-en-1-yl acetate + FADH2 + O2
(3-phenyloxiran-2-yl)methyl acetate + 2,3-dihydroxy-3-phenylpropyl acetate + FAD + H2O
-
-
-
-
?
1,2-dihydronaphthalene + FADH2 + O2
(1R,2R)-1,2,3,4-tetrahydronaphthalene-1,2-diol + FAD + H2O
-
-
-
-
?
1,2-dihydronaphthalene + FADH2 + O2
(1R,2R)-1,2,3,4-tetrahydronaphthalene-1,2-diol + FAD + H2O
-
-
-
-
?
1,2-dihydronaphthalene + FADH2 + O2
(1R,2R)-1,2-dihydronaphthalene-1,2-diol + FAD + H2O
-
-
-
-
?
1,2-dihydronaphthalene + FADH2 + O2
(1R,2R)-1,2-dihydronaphthalene-1,2-diol + FAD + H2O
-
-
-
-
?
1-hexene + FADH2 + O2
?
-
-
-
?
1-hexene + FADH2 + O2
?
highest activity
-
-
?
1-hexene + FADH2 + O2
?
-
-
-
?
1-octene + FADH2 + O2
?
-
-
-
?
1-octene + FADH2 + O2
?
-
-
-
?
1H-indene + FADH2 + O2
(1aS,6aR)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene + FAD + H2O
-
-
-
-
?
1H-indene + FADH2 + O2
(1aS,6aR)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene + FAD + H2O
-
-
-
-
?
2-bromothioanisole + FADH2 + O2
?
-
-
-
-
?
2-bromothioanisole + FADH2 + O2
?
-
-
-
-
?
2-chlorostyrene + FADH2 + O2
(2S)-2-(2-chlorophenyl)oxirane + FAD + H2O
-
-
-
?
2-chlorostyrene + FADH2 + O2
(2S)-2-(2-chlorophenyl)oxirane + FAD + H2O
-
-
-
?
2-chlorostyrene + FADH2 + O2
(2S)-2-(2-chlorophenyl)oxirane + FAD + H2O
2-chloro-(S)-styrene oxide is formed with 94% enantiomeric excess
-
-
?
2-chlorostyrene + FADH2 + O2
?
-
-
-
?
2-chlorostyrene + FADH2 + O2
?
-
-
-
?
2-chlorothioanisole + FADH2 + O2
?
-
-
-
-
?
2-chlorothioanisole + FADH2 + O2
?
-
-
-
-
?
2-ethylstyrene + FADH2 + O2
(S)-2-ethyl-2-phenyloxirane + FAD + H2O
about 30% of the activity with styrene
-
-
?
2-ethylstyrene + FADH2 + O2
(S)-2-ethyl-2-phenyloxirane + FAD + H2O
about 30% of the activity with styrene
-
-
?
2-methylbenzo[b]thiophene + FADH2 + O2
?
-
worst substrate
-
-
?
2-methylbenzo[b]thiophene + FADH2 + O2
?
-
worst substrate
-
-
?
2-methylstyrene + FADH2 + O2
(S)-2-methyl-2-phenyloxirane + FAD + H2O
about 70% of the activity with styrene
-
-
?
2-methylstyrene + FADH2 + O2
(S)-2-methyl-2-phenyloxirane + FAD + H2O
about 70% of the activity with styrene
-
-
?
2-methylthioanisole + FADH2 + O2
?
-
-
-
-
?
2-methylthioanisole + FADH2 + O2
?
-
-
-
-
?
3-chlorostyrene + FADH2 + O2
(2S)-2-(3-chlorophenyl)oxirane + FAD + H2O
-
-
-
-
?
3-chlorostyrene + FADH2 + O2
(2S)-2-(3-chlorophenyl)oxirane + FAD + H2O
-
-
-
?
3-chlorostyrene + FADH2 + O2
(2S)-2-(3-chlorophenyl)oxirane + FAD + H2O
-
-
-
?
3-chlorostyrene + FADH2 + O2
(2S)-2-(3-chlorophenyl)oxirane + FAD + H2O
2-chloro-(S)-styrene oxide is formed with more than 99% enantiomeric excess
-
-
?
3-chlorostyrene + FADH2 + O2
?
-
-
-
?
3-chlorostyrene + FADH2 + O2
?
-
-
-
?
4-chlorostyrene + FADH2 + O2
(2S)-2-(4-chlorophenyl)oxirane + FAD + H2O
-
-
-
-
?
4-chlorostyrene + FADH2 + O2
(2S)-2-(4-chlorophenyl)oxirane + FAD + H2O
-
-
-
?
4-chlorostyrene + FADH2 + O2
(2S)-2-(4-chlorophenyl)oxirane + FAD + H2O
-
-
-
?
4-chlorostyrene + FADH2 + O2
(2S)-2-(4-chlorophenyl)oxirane + FAD + H2O
2-chloro-(S)-styrene oxide is formed with more than 99% enantiomeric excess
-
-
?
4-chlorostyrene + FADH2 + O2
?
-
-
-
?
4-chlorostyrene + FADH2 + O2
?
highest activity
-
-
?
indene + FADH2 + O2
(1S,2R)-indene oxide + FAD + H2O
the average yield of indene oxide is 90%
-
-
?
indene + FADH2 + O2
(1S,2R)-indene oxide + FAD + H2O
the average yield of indene oxide is 90%
-
-
?
phenyl vinyl sulfide + FADH2 + O2
(S)-phenyl vinyl sulfoxide + FAD + H2O
-
-
-
?
phenyl vinyl sulfide + FADH2 + O2
(S)-phenyl vinyl sulfoxide + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
coupling of NADH and styrene oxidation can be best explained by a model, which includes both the direct transfer and passive diffusion of reduced FAD from NADH-specific flavin reductase (SMOB) to FAD-specific styrene epoxidase (SMOA)
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
mechanism: molecular oxygen first reacts with NSMOA(FADred) to yield an FAD C(4a)-peroxide intermediate. This species is nonfluorescent and has an absorbance maximum of 382 nm. Styrene then reacts with the peroxide intermediate to yield a fluorescent intermediate (FAD C(4a)-hydroxide) with an absorbance maximum of 368 nm
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
preferred reaction order in which flavin reduction and reaction with oxygen precede the binding of styrene
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
the average yield of styrene oxide is 65%
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
the average yield of styrene oxide is 65%
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
coupling of NADH and styrene oxidation can be best explained by a model, which includes both the direct transfer and passive diffusion of reduced FAD from NADH-specific flavin reductase (SMOB) to FAD-specific styrene epoxidase (SMOA)
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
preferred reaction order in which flavin reduction and reaction with oxygen precede the binding of styrene
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
the epoxidation of the vinyl side chain of styrene catalyzed by a monooxygenase is the initial reaction in one microbial aerobic styrene degradation pathway
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
(S)-styrene oxide is produced with an enantiomeric excess of more than 99%
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
FADH2-dependent monooxygenase (in this case StyA) can be regenerated directly by means of non-native redox catalysts such as [Cp*Rh(bpy)-(H2O)]2+. This cell-free chemoenzymatic approach can be used for the production of enantiopure epoxides via asymmetric synthesis
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
production of (S)-styrene oxide in an enantiomeric excess larger than 99%
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
production of (S)-styrene oxide with 98.5% enantiomeric excess. Direct electrochemical regeneration of FADH2 to substitute for the complex native regeneration cycle including StyB and NADH
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
styrene is exclusively converted to S-styrene oxide. During the epoxidation reaction, no formation of a complex of StyA and StyB is observed, suggesting that electron transport between reductase and oxygenase occurs via a diffusing flavin. StyA activity was strongly influenced by the amount of StyB added. No epoxidation activity is observed for the StyAB system when FAD is replaced by FMN or riboflavin
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
(S)-styrene oxide is produced with an enantiomeric excess of more than 99%
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
production of (S)-styrene oxide in an enantiomeric excess larger than 99%
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
FADH2-dependent monooxygenase (in this case StyA) can be regenerated directly by means of non-native redox catalysts such as [Cp*Rh(bpy)-(H2O)]2+. This cell-free chemoenzymatic approach can be used for the production of enantiopure epoxides via asymmetric synthesis
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
production of (S)-styrene oxide with 98.5% enantiomeric excess. Direct electrochemical regeneration of FADH2 to substitute for the complex native regeneration cycle including StyB and NADH
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
the epoxidation of the vinyl side chain of styrene catalyzed by a monooxygenase is the initial reaction in one microbial aerobic styrene degradation pathway
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
styrene is exclusively converted to S-styrene oxide. During the epoxidation reaction, no formation of a complex of StyA and StyB is observed, suggesting that electron transport between reductase and oxygenase occurs via a diffusing flavin. StyA activity was strongly influenced by the amount of StyB added. No epoxidation activity is observed for the StyAB system when FAD is replaced by FMN or riboflavin
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
StyA1 is not active with free FADH2 and recognizes StyA2B as its natural partner. FADH2-induced activation of StyA1 requires interprotein communication with StyA2B. StyA1/StyA2B is a member of the family of two-component flavin-dependent monooxygenases. StyA1 is the major monooxygenase, and StyA2B functions mainly as a FAD reductase with little oxygenating side activity
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
StyA1 is not active with free FADH2 and recognizes StyA2B as its natural partner. FADH2-induced activation of StyA1 requires interprotein communication with StyA2B. StyA1/StyA2B is a member of the family of two-component flavin-dependent monooxygenases. StyA1 is the major monooxygenase, and StyA2B functions mainly as a FAD reductase with little oxygenating side activity
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-2-phenyloxirane + FAD + H2O
(S)-styrene oxide is formed with more than 99% enantiomeric excess
-
-
?
styrene + FADH2 + O2
(S)-7,8-styrene oxide + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-7,8-styrene oxide + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
(S)-styrene oxide + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
styrene oxide + FAD + H2O
-
-
-
-
?
styrene + FADH2 + O2
styrene oxide + FAD + H2O
-
-
-
-
?
additional information
?
-
-
the enzyme is not able to convert styrene oxide
-
-
?
additional information
?
-
-
the enzyme is not able to convert styrene oxide
-
-
?
additional information
?
-
-
no product with 2H-chromen-2-one
-
-
?
additional information
?
-
-
no product with 2H-chromen-2-one
-
-
?
additional information
?
-
-
feasibility of direct electrochemical regeneration of a flavin-dependent monooxygenase for catalysis. Driven only by electrical power, optically pure epoxides are synthesized from corresponding vinyl aromatic compounds. The complicated native enzyme system consisting of three enzymes (StyA, StyB, and an NADH regenerating enzyme) and two cofactors (NADH and FAD) is minimized to the oxygenase component and its flavin prosthetic group
-
-
?
additional information
?
-
-
the wild-type enzyme catalyzes the epoxidation of p-, alpha-, and beta-methylstyrene, 1,2-dihydronaphthalene, methyl phenyl sulfide, and 3-chlorostyrene at rates comparable to those achieved with the recombinant form of the enzyme
-
-
?
additional information
?
-
-
the enzyme is not able to convert styrene oxide
-
-
?
additional information
?
-
-
feasibility of direct electrochemical regeneration of a flavin-dependent monooxygenase for catalysis. Driven only by electrical power, optically pure epoxides are synthesized from corresponding vinyl aromatic compounds. The complicated native enzyme system consisting of three enzymes (StyA, StyB, and an NADH regenerating enzyme) and two cofactors (NADH and FAD) is minimized to the oxygenase component and its flavin prosthetic group
-
-
?
additional information
?
-
-
the wild-type enzyme catalyzes the epoxidation of p-, alpha-, and beta-methylstyrene, 1,2-dihydronaphthalene, methyl phenyl sulfide, and 3-chlorostyrene at rates comparable to those achieved with the recombinant form of the enzyme
-
-
?
additional information
?
-
-
the enzyme is not able to convert styrene oxide
-
-
?
additional information
?
-
upon reaction in an organic solvent-water biphasic reaction system, the highest production level (246.5 mM) is achieved for 6-chloro-1-hexene, followed by styrene, 6-bromo-1-hexene, 2-methyl-1-hexene, 1-heptene, and 5-hexenenitrile in decreasing order
-
-
?
additional information
?
-
the enzyme also catalyzes sulfoxidation of aromatic sulfides
-
-
?
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Tischler, D.; Kermer, R.; Groening, J.A.; Kaschabek, S.R.; van Berkel, W.J.; Schloemann, M.
StyA1 and StyA2B from Rhodococcus opacus 1CP: a multifunctional styrene monooxygenase system
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2010
Rhodococcus opacus (C7ACG0), Rhodococcus opacus 1CP (C7ACG0), Rhodococcus opacus 1CP
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Pseudomonas sp., Pseudomonas sp. VLB120
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di Gennaro, P.; Colmegna, A.; Galli, E.; Sello, G.; Pelizzoni, F.; Bestetti, G.
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Appl. Environ. Microbiol.
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Pseudomonas fluorescens, Pseudomonas fluorescens ST
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Panke, S.; de Lorenzo, V.; Kaiser, A.; Witholt, B.; Wubbolts, M.G.
Engineering of a stable whole-cell biocatalyst capable of (S)-styrene oxide formation for continuous two-liquid-phase applications
Appl. Environ. Microbiol.
65
5619-5623
1999
Pseudomonas putida, Pseudomonas putida VLB120
brenda
van Hellemond, E.W.; Janssen, D.B.; Fraaije, M.W.
Discovery of a novel styrene monooxygenase originating from the metagenome
Appl. Environ. Microbiol.
73
5832-5839
2007
uncultured bacterium (A8BQ92)
brenda
Gursky, L.J.; Nikodinovic-Runic, J.; Feenstra, K.A.; O'Connor, K.E.
In vitro evolution of styrene monooxygenase from Pseudomonas putida CA-3 for improved epoxide synthesis
Appl. Microbiol. Biotechnol.
85
995-1004
2009
Pseudomonas putida (B1NY94), Pseudomonas putida CA-3 (B1NY94), Pseudomonas putida CA-3
brenda
Kantz, A.; Chin, F.; Nallamothu, N.; Nguyen, T.; Gassner, G.T.
Mechanism of flavin transfer and oxygen activation by the two-component flavoenzyme styrene monooxygenase
Arch. Biochem. Biophys.
442
102-116
2005
Pseudomonas putida, Pseudomonas putida S12
brenda
Ukaegbu, U.E.; Kantz, A.; Beaton, M.; Gassner, G.T.; Rosenzweig, A.C.
Structure and ligand binding properties of the epoxidase component of styrene monooxygenase
Biochemistry
49
1678-1688
2010
Pseudomonas putida (O33471), Pseudomonas putida S12 (O33471), Pseudomonas putida S12
brenda
Kantz, A.; Gassner, G.T.
Nature of the reaction intermediates in the flavin adenine dinucleotide-dependent epoxidation mechanism of styrene monooxygenase
Biochemistry
50
523-532
2010
Pseudomonas putida
brenda
Panke, S.; Wubbolts, M.G.; Schmid, A.; Witholt, B.
Production of enantiopure styrene oxide by recombinant Escherichia coli synthesizing a two-component styrene monooxygenase
Biotechnol. Bioeng.
69
91-100
2000
Pseudomonas sp., Pseudomonas sp. VLB120
brenda
Panke, S.; Held, M.; Wubbolts, M.G.; Witholt, B.; Schmid, A.
Pilot-scale production of (S)-styrene oxide from styrene by recombinant Escherichia coli synthesizing styrene monooxygenase
Biotechnol. Bioeng.
80
33-41
2002
Pseudomonas sp., Pseudomonas sp. VLB120
brenda
Park, J.B.; Bhler, B.; Habicher, T.; Hauer, B.; Panke, S.; Witholt, B.; Schmid, A.
The efficiency of recombinant Escherichia coli as biocatalyst for stereospecific epoxidation
Biotechnol. Bioeng.
95
501-512
2006
Pseudomonas sp., Pseudomonas sp. VLB120
brenda
Qaed, A.A.; Lin, H.; Tang, D.F.; Wu, Z.L.
Rational design of styrene monooxygenase mutants with altered substrate preference
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33
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2011
Pseudomonas putida (O33471), Pseudomonas putida LQ26 (O33471)
brenda
Lin, H.; Liu, Y.; Wu, Z.L.
Highly diastereo- and enantio-selective epoxidation of secondary allylic alcohols catalyzed by styrene monooxygenase
Chem. Commun. (Camb. )
47
2610-2612
2011
Pseudomonas sp. (D5KT95)
brenda
O'Leary, N.D.; Duetz, W.A.; Dobson, A.D.; O'Connor, K.E.
Induction and repression of the sty operon in Pseudomonas putida CA-3 during growth on phenylacetic acid under organic and inorganic nutrient-limiting continuous culture conditions
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208
263-268
2002
Pseudomonas putida, Pseudomonas putida CA-3
brenda
Hollmann, F.; Lin, P.C.; Witholt, B.; Schmid, A.
Stereospecific biocatalytic epoxidation: the first example of direct regeneration of a FAD-dependent monooxygenase for catalysis
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125
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2003
Pseudomonas sp., Pseudomonas sp. VLB120
brenda
Hollmann, F.; Hofstetter, K.; Habicher, T.; Hauer, B.; Schmid, A.
Direct electrochemical regeneration of monooxygenase subunits for biocatalytic asymmetric epoxidation
J. Am. Chem. Soc.
127
6540-6541
2005
Pseudomonas sp., Pseudomonas sp. VLB120
brenda
Otto, K.; Hofstetter, K.; Rthlisberger, M.; Witholt, B., Schmid, A.
Biochemical characterization of StyAB from Pseudomonas sp. strain VLB120 as a two-component flavin-diffusible monooxygenase
J. Bacteriol.
186
5292-5302
2004
Pseudomonas sp., Pseudomonas sp. VLB120
brenda
Ruinatscha, R.; Karande, R.; Buehler, K.; Schmid, A.
Integrated one-pot enrichment and immobilization of styrene monooxygenase (StyA) using SEPABEAD EC-EA and EC-Q1A anion-exchange carriers
Molecules
16
5975-5988
2011
Pseudomonas sp., Pseudomonas sp. VLB120
brenda
Toda, H.; Imae, R.; Komio, T.; Itoh, N.
Expression and characterization of styrene monooxygenases of Rhodococcus sp. ST-5 and ST-10 for synthesizing enantiopure (S)-epoxides
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96
407-418
2012
Rhodococcus sp. (G3XEX2), Rhodococcus sp. (G3XEX5), Rhodococcus sp. ST-5 (G3XEX5)
brenda
Nikodinovic-Runic, J.; Coulombel, L.; Francuski, D.; Sharma, N.D.; Boyd, D.R.; Ferrall, R.M.; OConnor, K.E.
The oxidation of alkylaryl sulfides and benzo[b]thiophenes by Escherichia coli cells expressing wild-type and engineered styrene monooxygenase from Pseudomonas putida CA-3
Appl. Microbiol. Biotechnol.
97
4849-4858
2013
Pseudomonas putida, Pseudomonas putida CA-3
brenda
Morrison, E.; Kantz, A.; Gassner, G.T.; Sazinsky, M.H.
Structure and mechanism of styrene monooxygenase reductase: new insight into the FAD-transfer reaction
Biochemistry
52
6063-6075
2013
Pseudomonas putida, Pseudomonas putida S12
brenda
Tischler, D.; Schloemann, M.; van Berkel, W.J.; Gassner, G.T.
FAD C(4a)-hydroxide stabilized in a naturally fused styrene monooxygenase
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587
3848-3852
2013
Rhodococcus opacus, Rhodococcus opacus 1CP
brenda
Toda, H.; Itoh, N.
Isolation and characterization of styrene metabolism genes from styrene-assimilating soil bacteria Rhodococcus sp. ST-5 and ST-10
J. Biosci. Bioeng.
113
12-19
2012
Rhodococcus sp. (G3XEX2), Rhodococcus sp. (G3XEX5), Rhodococcus sp., Rhodococcus sp. ST-5 (G3XEX5)
brenda
Kuhn, D.; Buehler, B.; Schmid, A.
Production host selection for asymmetric styrene epoxidation: Escherichia coli vs. solvent-tolerant Pseudomonas
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39
1125-1133
2012
Escherichia coli, Pseudomonas sp., Escherichia coli JM101, Pseudomonas sp. VLB120
brenda
Riedel, A.; Heine, T.; Westphal, A.H.; Conrad, C.; Rathsack, P.; van Berkel, W.J.; Tischler, D.
Catalytic and hydrodynamic properties of styrene monooxygenases from Rhodococcus opacus 1CP are modulated by cofactor binding
AMB Express
5
112
2015
Rhodococcus opacus (A0A076JVU4), Rhodococcus opacus (C7ACG0 and C7ACG1), Rhodococcus opacus (C7ACG1), Rhodococcus opacus 1CP (A0A076JVU4), Rhodococcus opacus 1CP (C7ACG0 and C7ACG1), Rhodococcus opacus 1CP (C7ACG1), Rhodococcus opacus 1CP
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Heine, T.; Tucker, K.; Okonkwo, N.; Assefa, B.; Conrad, C.; Scholtissek, A.; Schloemann, M.; Gassner, G.; Tischler, D.
Engineering styrene monooxygenase for biocatalysis reductase-epoxidase fusion proteins
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181
1590-1610
2017
Rhodococcus opacus (A0A076JVU4)
brenda
Toda, H.; Ohuchi, T.; Imae, R.; Itoh, N.
Microbial production of aliphatic (S)-epoxyalkanes by using Rhodococcus sp. strain ST-10 styrene monooxygenase expressed in organic-solvent-tolerant Kocuria rhizophila DC2201
Appl. Environ. Microbiol.
81
1919-1925
2015
Rhodococcus sp. ST-10 (G3XEX2)
brenda
Cheng, L.; Yin, S.; Chen, M.; Sun, B.; Hao, S.; Wang, C.
Enhancing indigo production by over-expression of the styrene monooxygenase in Pseudomonas putida
Curr. Microbiol.
73
248-254
2016
Pseudomonas putida (Q0H7E8 and Q0H7E7), Pseudomonas putida
brenda