EC Number   |
Substrates |
Organism |
Products |
Reversibility |
|---|
    3.1.6.19 | rac-octan-3-yl sulfate + H2O |
enantioselectivity expressed by E-value is 4.3. The preferred substrates for the enzyme are linear sec-alkyl sulfate esters, particularly 2-, 3-, and 4-octyl sulfates. The enzymatic hydrolysis proceeds through inversion of the configuration at the stereogenic carbon atom |
Rhodococcus ruber DSM 44541 |
(3S)-octan-3-ol + sulfate |
- |
? |
| 3.1.6.19 | rac-octan-4-yl sulfate + H2O |
enantiomeric excess of the product: 55% |
Sulfolobus acidocaldarius |
(4S)-octan-4-ol + sulfate |
- |
? |
| 3.1.6.19 | rac-octan-4-yl sulfate + H2O |
hydrolysis of (R)-enantiomers from the racemate provides the corresponding (S)-configured sec-alcohols. Excellent enantioselectivity is observed for octan-2-yl sulfate. When the sulfate ester moiety is gradually moved toward the center of the molecule (octan-3-yl- and octan-4-yl sulfate), the enantioselectivities decreases, which is due to the fact that the alkyl groups flanking the sulfate ester group became similar in size, thus making the chiral recognition process more difficult |
Sulfolobus acidocaldarius |
(4S)-octan-4-ol + sulfate |
- |
? |
| 3.1.6.19 | rac-octan-4-yl sulfate + H2O |
no enantioselectivity is observed, production of racemic 4-octanol. The preferred substrates for the enzyme are linear sec-alkyl sulfate esters, particularly 2-, 3-, and 4-octyl sulfates. The enzymatic hydrolysis proceeds through inversion of the configuration at the stereogenic carbon atom |
Rhodococcus ruber |
(4S)-octan-4-ol + sulfate |
- |
? |
| 3.1.6.19 | rac-octan-4-yl sulfate + H2O |
hydrolysis of (R)-enantiomers from the racemate provides the corresponding (S)-configured sec-alcohols. Excellent enantioselectivity is observed for octan-2-yl sulfate. When the sulfate ester moiety is gradually moved toward the center of the molecule (octan-3-yl- and octan-4-yl sulfate), the enantioselectivities decreases, which is due to the fact that the alkyl groups flanking the sulfate ester group became similar in size, thus making the chiral recognition process more difficult |
Sulfolobus acidocaldarius DSM 639 |
(4S)-octan-4-ol + sulfate |
- |
? |
| 3.1.6.19 | rac-octan-4-yl sulfate + H2O |
no enantioselectivity is observed, production of racemic 4-octanol. The preferred substrates for the enzyme are linear sec-alkyl sulfate esters, particularly 2-, 3-, and 4-octyl sulfates. The enzymatic hydrolysis proceeds through inversion of the configuration at the stereogenic carbon atom |
Rhodococcus ruber DSM 44541 |
(4S)-octan-4-ol + sulfate |
- |
? |
