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Literature summary extracted from

  • Avi, M.; Wiedner, R.M.; Griengl, H.; Schwab, H.
    Improvement of a stereoselective biocatalytic synthesis by substrate and enzyme engineering: 2-hydroxy-(4-oxocyclohexyl)acetonitrile as the model (2008), Chemistry, 14, 11415-11422.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.2.47 expressed in Escherichia coli Hevea brasiliensis

Protein Variants

EC Number Protein Variants Comment Organism
4.1.2.47 H103L/W128A increased activity with the substrate (2S)-hydroxy[4-(methoxy)cyclohex-3-en-1-yl]ethanenitrile compared to the starting clone W128A Hevea brasiliensis
4.1.2.47 W128A higher conversion and better selectivity than wild-type enzyme with the substrate 4-methoxycyclohex-3-ene-1-carbaldehyde Hevea brasiliensis
4.1.2.47 W128A lower conversion and lower selectivity than wild-type enzyme with the substrate 4-methoxycyclohex-3-ene-1-carbaldehyde Hevea brasiliensis
4.1.2.47 W128A/I219V very weak activity in cleavage reaction with (2S)-hydroxy[4-(methoxy)cyclohex-3-en-1-yl]ethanenitrile Hevea brasiliensis
4.1.2.47 W128A/K147R very weak activity in cleavage reaction with (2S)-hydroxy[4-(methoxy)cyclohex-3-en-1-yl]ethanenitrile Hevea brasiliensis
4.1.2.47 W128A/P187L no activity in cleavage reaction with (2S)-hydroxy[4-(methoxy)cyclohex-3-en-1-yl]ethanenitrile Hevea brasiliensis
4.1.2.47 W128A/Q215H slightly increased activity with the substrate (2S)-hydroxy[4-(methoxy)cyclohex-3-en-1-yl]ethanenitrile compared to the starting clone W128A Hevea brasiliensis

Organism

EC Number Organism UniProt Comment Textmining
4.1.2.47 Hevea brasiliensis P52704
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.2.47 cyanide + 4-methoxycyclohex-3-ene-1-carbaldehyde
-
 Hevea brasiliensis (2S)-hydroxy[4-(methoxy)cyclohex-3-en-1-yl]ethanenitrile
-
 r
4.1.2.47 cyanide + 4-oxocyclohexanecarbaldehyde
-
 Hevea brasiliensis (2S)-hydroxy(4-oxocyclohexyl)ethanenitrile
-
 r
4.1.2.47 cyanide + 4-[(trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde
-
 Hevea brasiliensis (2S)-hydroxy[4-((trimethylsilyl)oxy)cyclohex-3-en-1-yl]ethanenitrile
-
 r

Synonyms

EC Number Synonyms Comment Organism
4.1.2.47 HbHNL
-
 Hevea brasiliensis
4.1.2.47 Hydroxynitrile lyase
-
 Hevea brasiliensis
4.1.2.47 Oxynitrilase
-
 Hevea brasiliensis