BRENDA - Enzyme Database show
show all sequences of 1.14.14.11

Direct electrochemical regeneration of monooxygenase subunits for biocatalytic asymmetric epoxidation

Hollmann, F.; Hofstetter, K.; Habicher, T.; Hauer, B.; Schmid, A.; J. Am. Chem. Soc. 127, 6540-6541 (2005)

Data extracted from this reference:

Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
styrene + FADH2 + O2
Pseudomonas sp.
-
(S)-2-phenyloxirane + FAD + H2O
-
-
?
styrene + FADH2 + O2
Pseudomonas sp. VLB120
-
(S)-2-phenyloxirane + FAD + H2O
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Pseudomonas sp.
-
-
-
Pseudomonas sp. VLB120
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
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
715248
Pseudomonas sp.
?
-
-
-
-
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
715248
Pseudomonas sp. VLB120
?
-
-
-
-
styrene + FADH2 + O2
-
715248
Pseudomonas sp.
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
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
715248
Pseudomonas sp.
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
-
715248
Pseudomonas sp. VLB120
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
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
715248
Pseudomonas sp. VLB120
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
Cofactor
Cofactor
Commentary
Organism
Structure
FADH2
direct electrochemical regeneration of FADH2 to substitute for the complex native regeneration cycle including StyB and NADH
Pseudomonas sp.
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
FADH2
direct electrochemical regeneration of FADH2 to substitute for the complex native regeneration cycle including StyB and NADH
Pseudomonas sp.
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
styrene + FADH2 + O2
Pseudomonas sp.
-
(S)-2-phenyloxirane + FAD + H2O
-
-
?
styrene + FADH2 + O2
Pseudomonas sp. VLB120
-
(S)-2-phenyloxirane + FAD + H2O
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
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
715248
Pseudomonas sp.
?
-
-
-
-
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
715248
Pseudomonas sp. VLB120
?
-
-
-
-
styrene + FADH2 + O2
-
715248
Pseudomonas sp.
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
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
715248
Pseudomonas sp.
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
-
715248
Pseudomonas sp. VLB120
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
styrene + FADH2 + O2
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
715248
Pseudomonas sp. VLB120
(S)-2-phenyloxirane + FAD + H2O
-
-
-
?
Other publictions for EC 1.14.14.11
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
744072
Heine
Engineering styrene monooxyge ...
Rhodococcus opacus
Appl. Biochem. Biotechnol.
181
1590-1610
2017
-
1
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
10
-
-
-
-
-
-
-
-
1
-
-
-
-
1
1
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
10
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
744756
Cheng
Enhancing indigo production b ...
Pseudomonas putida
Curr. Microbiol.
73
248-254
2016
-
1
-
-
-
-
-
-
-
-
-
-
-
5
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
743994
Riedel
Catalytic and hydrodynamic pr ...
Rhodococcus opacus 1CP, Rhodococcus opacus
AMB Express
5
112
2015
-
-
1
-
-
-
-
-
-
-
1
-
-
7
-
-
-
-
-
-
3
-
12
1
-
-
-
-
-
-
-
1
-
-
-
-
-
1
3
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
3
-
12
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
744099
Toda
Microbial production of aliph ...
Rhodococcus sp. ST-10
Appl. Environ. Microbiol.
81
1919-1925
2015
-
1
1
-
-
-
-
-
-
-
-
-
1
6
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
726776
Nikodinovic-Runic
The oxidation of alkylaryl sul ...
Pseudomonas putida, Pseudomonas putida CA-3
Appl. Microbiol. Biotechnol.
97
4849-4858
2013
-
-
1
-
-
-
-
-
-
-
-
2
-
11
-
-
-
-
-
-
-
-
17
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
17
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
727028
Morrison
Structure and mechanism of sty ...
Pseudomonas putida, Pseudomonas putida S12
Biochemistry
52
6063-6075
2013
-
-
1
-
-
-
-
-
-
-
-
2
-
6
-
-
1
-
-
-
-
-
2
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
1
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
727526
Tischler
FAD C(4a)-hydroxide stabilized ...
Rhodococcus opacus 1CP, Rhodococcus opacus
FEBS Lett.
587
3848-3852
2013
-
-
1
-
-
-
-
-
-
-
-
2
-
8
-
-
1
-
-
-
-
-
2
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
1
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
726766
Toda
Expression and characterizatio ...
Rhodococcus sp., Rhodococcus sp. ST-5
Appl. Microbiol. Biotechnol.
96
407-418
2012
-
-
1
-
-
-
5
-
-
-
3
3
-
8
-
-
1
-
-
-
4
-
25
1
-
-
-
-
-
-
-
2
-
-
-
-
-
2
4
-
-
-
-
10
-
-
-
-
4
3
-
-
-
2
-
-
4
-
25
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
728003
Toda
Isolation and characterization ...
Rhodococcus sp., Rhodococcus sp. ST-5
J. Biosci. Bioeng.
113
12-19
2012
-
-
1
-
-
-
-
-
-
-
2
3
-
9
-
-
-
-
-
-
-
-
3
1
-
-
-
-
-
-
-
1
-
-
-
-
-
2
2
-
-
-
-
-
-
-
-
-
2
3
-
-
-
-
-
-
-
-
3
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
728070
Kuhn
Production host selection for ...
Escherichia coli, Escherichia coli JM101, Pseudomonas sp., Pseudomonas sp. VLB120
J. Ind. Microbiol. Biotechnol.
39
1125-1133
2012
-
-
-
-
-
-
-
-
-
-
-
8
-
23
-
-
-
-
-
-
-
-
8
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
8
-
-
-
-
-
-
-
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
714587
Qaed
Rational design of styrene mon ...
Pseudomonas putida, Pseudomonas putida LQ26
Biotechnol. Lett.
33
611-616
2011
-
-
1
-
4
-
-
-
-
-
-
2
-
2
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
714725
Lin
Highly diastereo- and enantio- ...
Pseudomonas sp.
Chem. Commun. (Camb. )
47
2610-2612
2011
-
1
-
-
2
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
716294
Ruinatscha
Integrated one-pot enrichment ...
Pseudomonas sp., Pseudomonas sp. VLB120
Molecules
16
5975-5988
2011
-
-
-
-
-
1
-
-
-
-
-
-
-
12
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
712306
Tischler
StyA1 and StyA2B from Rhodococ ...
Rhodococcus opacus 1CP, Rhodococcus opacus
J. Bacteriol.
192
5220-5227
2010
-
-
1
-
-
-
-
-
-
-
2
2
-
4
-
-
1
-
-
-
-
-
11
1
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
2
2
-
-
-
1
-
-
-
-
11
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
714187
Ukaegbu
Structure and ligand binding p ...
Pseudomonas putida, Pseudomonas putida S12
Biochemistry
49
1678-1688
2010
-
-
-
1
-
-
-
-
-
-
-
2
-
3
-
-
1
-
-
-
-
-
4
1
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
2
-
-
-
1
-
-
-
-
4
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
714256
Kantz
Nature of the reaction interme ...
Pseudomonas putida
Biochemistry
50
523-532
2010
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
713866
Gursky
In vitro evolution of styrene ...
Pseudomonas putida, Pseudomonas putida CA-3
Appl. Microbiol. Biotechnol.
85
995-1004
2009
-
-
-
-
1
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
713820
van Hellemond
Discovery of a novel styrene m ...
uncultured bacterium
Appl. Environ. Microbiol.
73
5832-5839
2007
-
-
1
-
-
-
-
-
-
-
-
1
-
3
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
714558
Park
The efficiency of recombinant ...
Pseudomonas sp., Pseudomonas sp. VLB120
Biotechnol. Bioeng.
95
501-512
2006
-
1
1
-
-
1
-
-
-
-
-
2
-
13
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
1
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
713945
Kantz
Mechanism of flavin transfer a ...
Pseudomonas putida, Pseudomonas putida S12
Arch. Biochem. Biophys.
442
102-116
2005
-
-
1
-
-
-
1
1
-
-
-
2
-
6
-
-
1
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
1
-
-
-
2
-
-
-
1
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
715248
Hollmann
Direct electrochemical regener ...
Pseudomonas sp., Pseudomonas sp. VLB120
J. Am. Chem. Soc.
127
6540-6541
2005
-
-
-
-
-
-
-
-
-
-
-
2
-
11
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
715353
Otto
Biochemical characterization o ...
Pseudomonas sp., Pseudomonas sp. VLB120
J. Bacteriol.
186
5292-5302
2004
-
-
1
-
-
-
1
2
-
1
3
2
-
14
-
-
1
-
-
-
2
1
6
1
1
-
-
1
1
-
-
1
-
1
-
-
-
1
1
-
-
-
-
1
-
2
-
1
3
2
-
-
-
1
-
-
2
1
6
1
1
-
-
1
1
-
-
1
-
-
-
-
-
-
715240
Hollmann
Stereospecific biocatalytic ep ...
Pseudomonas sp., Pseudomonas sp. VLB120
J. Am. Chem. Soc.
125
8209-8217
2003
-
-
-
-
-
-
-
-
-
-
-
2
-
11
-
-
-
-
-
-
-
-
16
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
16
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
714557
Panke
Pilot-scale production of (S)- ...
Pseudomonas sp., Pseudomonas sp. VLB120
Biotechnol. Bioeng.
80
33-41
2002
-
1
1
-
-
-
-
-
-
-
-
2
-
13
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
715048
O'Leary
Induction and repression of th ...
Pseudomonas putida, Pseudomonas putida CA-3
FEMS Microbiol. Lett.
208
263-268
2002
-
-
-
-
-
-
-
-
-
-
-
-
-
9
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
2
-
-
714556
Panke
Production of enantiopure styr ...
Pseudomonas sp., Pseudomonas sp. VLB120
Biotechnol. Bioeng.
69
91-100
2000
-
1
1
-
-
-
-
-
-
-
-
2
-
14
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
713815
di Gennaro
A new biocatalyst for producti ...
Pseudomonas fluorescens, Pseudomonas fluorescens ST
Appl. Environ. Microbiol.
65
2794-2797
1999
-
1
1
-
-
-
-
-
-
-
-
2
-
5
-
-
-
-
-
-
-
-
15
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
15
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
713817
Panke
Engineering of a stable whole- ...
Pseudomonas putida, Pseudomonas putida VLB120
Appl. Environ. Microbiol.
65
5619-5623
1999
-
1
1
-
-
-
-
-
-
-
-
2
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
713814
Panke
Towards a biocatalyst for (S)- ...
Pseudomonas sp., Pseudomonas sp. VLB120
Appl. Environ. Microbiol.
64
2032-2043
1998
-
1
1
-
-
-
-
-
-
-
-
2
-
14
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-