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Literature summary for 4.1.2.47 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)

Cloned (Comment) Organism
expressed in Escherichia coli Hevea brasiliensis

Protein Variants

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

Organism UniProt Comment Textmining
Hevea brasiliensis P52704
-
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
HbHNL
-
Hevea brasiliensis
Hydroxynitrile lyase
-
Hevea brasiliensis
Oxynitrilase
-
Hevea brasiliensis