Literature summary for 3.5.5.7 extracted from

  • Brunner, S.; Eppinger, E.; Fischer, S.; Groening, J.; Stolz, A.
    Conversion of aliphatic nitriles by the arylacetonitrilase from Pseudomonas fluorescens EBC191 (2018), World J. Microbiol. Biotechnol., 34, 91 .
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
Y141A the mutant enzyme is still active and converted the aliphatic (valeronitrile) and the aromatic substrate (2-phenylpropionitrile) with similar relative activities as the wild-type enzyme Pseudomonas fluorescens
Y141W the mutant enzyme converts valeronitrile with a much higher relative activity than 2-phenylpropionitrile Pseudomonas fluorescens

Organism

Organism UniProt Comment Textmining
Pseudomonas fluorescens Q5EG61
-
-
Pseudomonas fluorescens EBC191 Q5EG61
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the enzyme shows preference for unsaturated aliphatic substrates containing 5-6 carbon atoms. Increased reaction rates are also found for aliphatic nitriles carrying electron withdrawing substituents (e.g. chloro- or hydroxy-groups) close to the nitrile group. Aliphatic dinitriles are attacked only at one of the nitrile groups and with most of the tested dinitriles the monocarboxylates are detected as major products. Substrates converted with 1% less compared to the activity with 3-hexenedinitrile: 2-methylbutyronitrile, decanedinitrile, octanedinitrile, cis,trans-crotononitrile, popionitrile, isovaleronitrile, lactonitrile, butyronitrile Pseudomonas fluorescens ?
-
-
2-phenylpropionitrile + 2 H2O
-
Pseudomonas fluorescens 2-phenylpropionic acid + NH3
-
?
valeronitrile + H2O 25% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens valeric acid + NH3
-
?
acrylonitrile + 2 H2O 5% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens acrylic acid + NH3
-
?
2 fumarodinitrile + 3 H2O 11% compared to the activity with 3-hexenedinitrile. Fumarodinitrile is converted to the monocarboxylate and the monocarboxamide in a ratio of about 65:35 Pseudomonas fluorescens 3-cyanoacrylamide + 3-cyanoacrylic acid + NH3
-
?
2-chloropropionitrile + 2 H2O 86% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens 2-chloropropionic acid + NH3
-
?
2-hydroxy-3-butenenitrile + 2 H2O 8% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens 2-hydroxybut-3-enoic acid + NH3
-
?
2-hydroxybutyronitrile + H2O 3% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens 2-hydroxybutyrate + NH3
-
?
2-methyl-3-butenenitrile + 2 H2O 3% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens 2-methyl-but-3-enoic acid + NH3
-
?
2-methyleneglutarodinitrile + H2O 11% compared to the activity with 3-hexenedinitrile. 2-Methyleneglutarodinitrile is mainly converted to the corresponding monocarboxylic acid , but also some traces of the monoamide are formed Pseudomonas fluorescens ? + NH3
-
?
3-hexenedinitrile + H2O
-
Pseudomonas fluorescens ? + NH3
-
?
adiponitrile + 4 H2O 3% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens adipic acid + 2 NH3
-
?
allylcyanide + 2 H2O 12% compared to the activity with 3-hexenedinitrile Pseudomonas fluorescens but-3-enoic acid + NH3
-
?

Synonyms

Synonyms Comment Organism
NitA
-
Pseudomonas fluorescens