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Literature summary for 3.1.6.19 extracted from

  • Wallner, S.R.; Nestl, B.M.; Faber, K.
    Highly enantioselective sec-alkyl sulfatase activity of Sulfolobus acidocaldarius DSM 639 (2004), Org. Lett., 6, 5009-5010.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Sulfolobus acidocaldarius
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Sulfolobus acidocaldarius DSM 639
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2R)-octan-2-yl sulfate + H2O hydrolysis of (R)-enantiomers from the racemate provided 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 sulfate 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 (2S)-octan-2-ol + sulfate
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?
(2R)-octan-2-yl sulfate + H2O hydrolysis of (R)-enantiomers from the racemate provided 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 sulfate 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 (2S)-octan-2-ol + sulfate
-
?
(2S)-1-phenylpropan-2-yl sulfate + H2O
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Sulfolobus acidocaldarius (2S)-1-phenylpropan-2-ol + sulfate
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?
(2S)-1-phenylpropan-2-yl sulfate + H2O
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Sulfolobus acidocaldarius DSM 639 (2S)-1-phenylpropan-2-ol + sulfate
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?
rac-octan-3-yl sulfate + H2O hydrolysis of (R)-enantiomers from the racemate provided 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 sulfate 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 (3S)-octan-3-ol + sulfate
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?
rac-octan-3-yl sulfate + H2O hydrolysis of (R)-enantiomers from the racemate provided 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 sulfate 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 (3S)-octan-3-ol + sulfate
-
?
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
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?
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
-
?

Synonyms

Synonyms Comment Organism
(R)-specific sec-alkylsulfatase
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Sulfolobus acidocaldarius
sec-alkylsulfatase
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Sulfolobus acidocaldarius

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
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assay at Sulfolobus acidocaldarius

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
2 3 assay at Sulfolobus acidocaldarius