Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 3.3.2.8 extracted from

  • Ferrandi, E.; Marchesi, C.; Annovazzi, C.; Riva, S.; Monti, D.; Wohlgemuth, R.
    Efficient epoxide hydrolase catalyzed resolutions of (+)- and (-)-cis/trans-limonene oxides (2015), ChemCatChem, 7, 3171-3178 .
No PubMed abstract available
Search for more literature for 3.3.2.8

Protein Variants

Protein Variants Comment Organism
additional information comparison of preparative resolution of (+)- and (-)-limonene oxide mixtures catalyzed by different LEHs under non-optimized conditions, optimization of the biocatalyzed processes to obtain enantiomerically pure isomers, overview Rhodococcus erythropolis
additional information comparison of preparative resolution of (+)- and (-)-limonene oxide mixtures catalyzed by different LEHs under non-optimized conditions, optimization of the biocatalyzed processes, overview. The obtainment of the cis isomer from the same (+)-limonene oxide mixture by Tomsk-LEH-catalyzed resolution is not significantly improved uncultured organism
additional information comparison of preparative resolution of (+)- and (-)-limonene oxide mixtures catalyzed by different LEHs under non-optimized conditions, optimization of the biocatalyzed processes, overview. The obtainment of the enantiomerically pure trans isomer, the increase of the reaction temperature to 50°C leads to an excellent resolution even at a substrate loading of 2 mol/l in reasonable reaction times uncultured organism

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
limonene-1,2-epoxide + H2O Rhodococcus erythropolis
-
 limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O uncultured organism
-
 limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O Rhodococcus erythropolis DCL14
-
 limonene-1,2-diol
-
 ?

Organism

Organism UniProt Comment Textmining
Rhodococcus erythropolis Q9ZAG3
-
-
Rhodococcus erythropolis DCL14 Q9ZAG3
-
-
uncultured organism A0A0G3IAY2
-
-
uncultured organism A0A0G3ICV8
-
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.097
-
 Tomsk-LEH, substrate (+)-limonene oxide, pH 8.0, 20°C, non-optimized conditions uncultured organism
0.157
-
 Tomsk-LEH, substrate (+)-limonene oxide, pH 8.0, 30°C, optimized conditions uncultured organism
0.23
-
 CH55-LEH , substrate (-)-limonene oxide, pH 8.0, 20°C, non-optimized conditions uncultured organism
1.33
-
 CH55-LEH , substrate (-)-limonene oxide, pH 8.0, 50°C, optimized conditions uncultured organism
1.85
-
 Re-LEH , substrate (-)-limonene oxide, pH 8.0, 20°C, non-optimized conditions Rhodococcus erythropolis
3.17
-
 Re-LEH , substrate (-)-limonene oxide, pH 8.0, 50°C, optimized conditions Rhodococcus erythropolis
6.18
-
 Re-LEH , substrate (+)-limonene oxide, pH 8.0, 20°C, non-optimized conditions Rhodococcus erythropolis
13.95
-
 Re-LEH , substrate (+)-limonene oxide, pH 8.0, 50°C, optimized conditions Rhodococcus erythropolis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(-)-limonene oxide + H2O
-
 uncultured organism (1R,2R,4S)-limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O
-
 Rhodococcus erythropolis limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O
-
 uncultured organism limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O
-
 Rhodococcus erythropolis DCL14 limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O enantiomeric mixtures of (+)-limone oxide, overview. Enzyme CH55-LEH prefers the cis form of (-)-limonene oxide uncultured organism (1R,2R,4S)-limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O enantiomeric mixtures of (+)-limone oxide, overview. Enzyme Tomsk-LEH shows stereospecificity in the hydrolysis of cis/trans mixtures of (+)-limonene oxide by preferring the trans isomer uncultured organism (1S,2S,4R)-limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O enantiomeric mixtures of (+)-limone oxide, overview. Re-LEH catalyzes the quantitative conversion of the (+)- and (-)-limonene oxide cis/trans mixtures into the respective diols, the (+)-enantiomer is the better substrate Rhodococcus erythropolis (1S,2S,4R)-limonene-1,2-diol + (1R,2R,4S)-limonene-1,2-diol
-
 ?
limonene-1,2-epoxide + H2O enantiomeric mixtures of (+)-limone oxide, overview. Re-LEH catalyzes the quantitative conversion of the (+)- and (-)-limonene oxide cis/trans mixtures into the respective diols, the (+)-enantiomer is the better substrate Rhodococcus erythropolis DCL14 (1S,2S,4R)-limonene-1,2-diol + (1R,2R,4S)-limonene-1,2-diol
-
 ?
additional information commercially available cis/trans mixtures of (+)-limonene oxide (59:41 mixture of (1R,2S,4R) and (1S,2R,4R)) and (-)-limonene oxide (55:45 mixture of (1S,2R,4S) and (1R,2S,4S)) are dissolved in CH3CN and diluted with the appropriate LEH-containing buffer solution Rhodococcus erythropolis ?
-
 ?
additional information commercially available cis/trans mixtures of (+)-limonene oxide (59:41 mixture of (1R,2S,4R) and (1S,2R,4R)) and (-)-limonene oxide (55:45 mixture of (1S,2R,4S) and (1R,2S,4S)) are dissolved in CH3CN and diluted with the appropriate LEH-containing buffer solution uncultured organism ?
-
 ?
additional information commercially available cis/trans mixtures of (+)-limonene oxide (59:41 mixture of (1R,2S,4R) and (1S,2R,4R)) and (-)-limonene oxide (55:45 mixture of (1S,2R,4S) and (1R,2S,4S)) are dissolved in CH3CN and diluted with the appropriate LEH-containing buffer solution Rhodococcus erythropolis DCL14 ?
-
 ?

Synonyms

Synonyms Comment Organism
CH55-LEH
-
 uncultured organism
LEH
-
 Rhodococcus erythropolis
LEH
-
 uncultured organism
limA
-
 Rhodococcus erythropolis
limA
-
 uncultured organism
Re-LEH
-
 Rhodococcus erythropolis
Tomsk-LEH
-
 uncultured organism

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
-
 uncultured organism
50
-
-
 Rhodococcus erythropolis
50
-
-
 uncultured organism

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
 assay at Rhodococcus erythropolis
8
-
 assay at uncultured organism