BRENDA - Enzyme Database
show all sequences of 3.3.2.8

Substrate specificity and stereospecifity of limonene-1,2-epoxide hydrolase from Rhodococcus erythropolis DCL14; an enzyme showing sequential and enantioconvergent substrate conversion

Van der Werf, M.J.; Orru, R.V.A.; Overkamp, K.M.; Swarts, H.J.; Ospiran, I.; Steinreiber, A.; de Bont, J.A.M.; Faber, K.; Appl. Microbiol. Biotechnol. 52, 380-385 (1999)
No PubMed abstract available

Data extracted from this reference:

Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
cytoplasm
-
Rhodococcus erythropolis
5737
-
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
(1R,2S,4R)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
(1R,2S,4S)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
(1S,2R,4R)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
(1S2R4S)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
Organism
Organism
UniProt
Commentary
Textmining
Rhodococcus erythropolis
-
-
-
Reaction
Reaction
Commentary
Organism
Reaction ID
1,2-epoxymenth-8-ene + H2O = menth-8-ene-1,2-diol
catalyzes simultaneous sequential and enantioconvergent epoxide conversion
Rhodococcus erythropolis
Specific Activity [micromol/min/mg]
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
85.1
-
with (1R,2S,4R)-limonene-1,2-epoxide as substrate
Rhodococcus erythropolis
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
(1R,2S,4R)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
(1R,2S,4S)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
(1S,2R,4R)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
(1S2R4S)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
1,2-epoxy-2,6-dimethyl-5-heptene + H2O
-
208936
Rhodococcus erythropolis
(2S)-2,6-dimethyl-5-hepten-1,2-diol
-
208936
Rhodococcus erythropolis
?
1,2-epoxy-2-methyl-6-heptene + H2O
-
208936
Rhodococcus erythropolis
(2S)-2-methyl-6-heptene-1,2-diol
-
208936
Rhodococcus erythropolis
?
1,2-epoxy-2-methylheptane + H2O
-
208936
Rhodococcus erythropolis
(2S)-2-methylheptane-1,2-diol
-
208936
Rhodococcus erythropolis
?
1,2-epoxy-3-benzyl-2-methylpropane + H2O
-
208936
Rhodococcus erythropolis
(2S)-3-benzyl-2-methylpropane-1,2-diol
-
208936
Rhodococcus erythropolis
?
1-methylcyclohexene oxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S)-1-methylcyclohexane-1,2-diol
-
208936
Rhodococcus erythropolis
?
cyclohexene oxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S)-trans cyclohexanediol + (1R,2R)-trans-cyclohexanediol
-
208936
Rhodococcus erythropolis
?
indene oxide + H2O
-
208936
Rhodococcus erythropolis
indane-1,2-diol
-
208936
Rhodococcus erythropolis
?
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
cytoplasm
-
Rhodococcus erythropolis
5737
-
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
(1R,2S,4R)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
(1R,2S,4S)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
(1S,2R,4R)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
(1S2R4S)-limonene-1,2-epoxide + H2O
Rhodococcus erythropolis
-
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
Rhodococcus erythropolis
?
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
85.1
-
with (1R,2S,4R)-limonene-1,2-epoxide as substrate
Rhodococcus erythropolis
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
(1R,2S,4R)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
(1R,2S,4S)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
(1S,2R,4R)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S,4R)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
(1S2R4S)-limonene-1,2-epoxide + H2O
-
208936
Rhodococcus erythropolis
(1R,2R,4S)-limonene-1,2-diol
optically pure, diastereomeric excess above 99%
208936
Rhodococcus erythropolis
?
1,2-epoxy-2,6-dimethyl-5-heptene + H2O
-
208936
Rhodococcus erythropolis
(2S)-2,6-dimethyl-5-hepten-1,2-diol
-
208936
Rhodococcus erythropolis
?
1,2-epoxy-2-methyl-6-heptene + H2O
-
208936
Rhodococcus erythropolis
(2S)-2-methyl-6-heptene-1,2-diol
-
208936
Rhodococcus erythropolis
?
1,2-epoxy-2-methylheptane + H2O
-
208936
Rhodococcus erythropolis
(2S)-2-methylheptane-1,2-diol
-
208936
Rhodococcus erythropolis
?
1,2-epoxy-3-benzyl-2-methylpropane + H2O
-
208936
Rhodococcus erythropolis
(2S)-3-benzyl-2-methylpropane-1,2-diol
-
208936
Rhodococcus erythropolis
?
1-methylcyclohexene oxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S)-1-methylcyclohexane-1,2-diol
-
208936
Rhodococcus erythropolis
?
cyclohexene oxide + H2O
-
208936
Rhodococcus erythropolis
(1S,2S)-trans cyclohexanediol + (1R,2R)-trans-cyclohexanediol
-
208936
Rhodococcus erythropolis
?
indene oxide + H2O
-
208936
Rhodococcus erythropolis
indane-1,2-diol
-
208936
Rhodococcus erythropolis
?
Other publictions for EC 3.3.2.8
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
Synonyms
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)
752350
Rinaldi
-
Understanding complex mechani ...
Rhodococcus erythropolis, Rhodococcus erythropolis DCL14
ACS Catal.
8
5698-5707
2018
-
-
-
-
-
-
-
-
-
-
-
2
-
7
-
-
-
1
-
-
-
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4
1
1
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-
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-
-
-
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2
-
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4
1
-
-
-
-
-
-
-
-
-
2
2
-
-
-
753976
Sun
Structural and computational ...
uncultured organism
J. Am. Chem. Soc.
140
310-318
2018
-
-
-
1
7
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
5
-
2
-
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1
7
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-
5
-
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-
-
-
-
-
-
-
-
1
1
-
-
-
752348
Li
-
Multiparameter optimization i ...
Rhodococcus erythropolis, Rhodococcus erythropolis DCL14
ACS Catal.
6
3679-3687
2016
-
-
1
1
15
-
-
11
-
-
-
-
-
7
-
-
1
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-
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4
-
2
1
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2
9
1
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1
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1
15
-
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11
-
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1
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-
-
4
-
1
-
2
9
1
-
-
-
-
-
-
-
11
11
731857
Molina
Comparative study of the bioco ...
Fusarium oxysporum 152B, Fusarium oxysporum
Food Chem.
174
606-613
2015
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
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-
-
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2
-
1
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2
-
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-
-
-
-
-
-
-
-
-
-
-
-
753271
Ferrandi
-
Efficient epoxide hydrolase c ...
Rhodococcus erythropolis, Rhodococcus erythropolis DCL14, uncultured organism
ChemCatChem
7
3171-3178
2015
-
-
-
-
2
-
-
-
-
-
-
4
-
9
-
-
-
-
-
-
8
-
13
-
9
3
-
-
-
2
-
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-
3
-
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4
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8
-
13
-
3
-
-
-
3
-
-
-
-
-
-
-
-
-
753544
Ferrandi
Discovery and characterizatio ...
Rhodococcus erythropolis, uncultured organism
FEBS J.
282
2879-2894
2015
-
-
1
1
2
-
3
-
-
-
-
3
-
4
-
-
1
2
-
-
-
-
33
2
9
3
-
3
-
3
-
-
-
-
-
-
-
-
2
-
2
2
-
-
3
-
-
-
-
-
3
-
-
-
2
-
-
-
-
33
3
3
-
3
-
3
-
-
-
-
3
5
-
-
-
752797
Hou
QM/MM study of the mechanism ...
Rhodococcus erythropolis, Rhodococcus erythropolis DCL14
Biochim. Biophys. Acta
1824
263-268
2012
-
-
-
-
3
-
-
-
1
-
-
2
-
7
-
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-
1
-
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10
1
3
-
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3
-
-
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1
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2
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-
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-
10
1
-
-
-
-
-
-
-
-
-
2
2
-
-
-
714359
Hou
QM/MM study of the mechanism o ...
Rhodococcus erythropolis, Rhodococcus erythropolis DCL14
Biochim. Biophys. Acta
1824
263-268
2011
-
-
-
1
-
-
-
-
-
-
-
2
-
7
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1
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2
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2
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1
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2
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2
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-
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-
715269
Zheng
Manipulating the stereoselecti ...
Rhodococcus erythropolis, Rhodococcus erythropolis DCL 14
J. Am. Chem. Soc.
132
15744-15751
2010
-
1
-
-
14
-
-
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3
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6
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1
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1
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14
-
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6
-
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1
-
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-
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-
661940
Hopmann
Catalytic mechanism of limonen ...
Rhodococcus erythropolis, Rhodococcus erythropolis DCL14
J. Am. Chem. Soc.
127
14339-14347
2005
-
-
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2
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8
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13
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2
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13
-
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-
655334
Arand
Structure of Rhodococcus eryth ...
Rhodococcus erythropolis
EMBO J.
22
2583-2592
2003
-
-
-
1
10
-
3
2
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2
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1
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1
1
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3
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3
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1
10
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3
3
2
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1
1
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3
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208936
Van der Werf
-
Substrate specificity and ster ...
Rhodococcus erythropolis
Appl. Microbiol. Biotechnol.
52
380-385
1999
-
-
-
-
-
-
-
-
1
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4
-
1
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1
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1
-
11
-
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1
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4
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1
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11
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208937
Barbirato
The Rhodococcus erythropolis D ...
Rhodococcus erythropolis
FEBS Lett.
438
293-296
1998
-
-
1
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1
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4
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208938
Van der Werf
Limonene-1,2-epoxide hydrolase ...
Rhodococcus erythropolis
J. Bacteriol.
180
5052-5057
1998
-
-
-
-
-
-
-
-
-
-
2
-
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3
-
-
1
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-
1
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1
-
1
1
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-
1
1
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-
-
2
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1
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1
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1
1
1
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1
1
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