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Literature summary for 3.5.5.5 extracted from

  • Eppinger, E.; Stolz, A.
    Conversion of phenylglycinonitrile by recombinant Escherichia coli cells synthesizing variants of the arylacetonitrilase from Pseudomonas fluorescens EBC191 (2019), Appl. Microbiol. Biotechnol., 103, 6737-6746 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Pseudomonas fluorescens

Protein Variants

Protein Variants Comment Organism
A165F decreased degree of amide formation compared to the wild type enzyme and forms about 3% phenylglycine amide from (R,S)-phenylglycinonitrile. In contrast to the wild-type enzyme, the variant almost exclusively forms (R)-phenylglycine. This point mutation results in an almost complete stereoinversion of the reaction Pseudomonas fluorescens
W188K the mutant enzyme produces almost exclusively phenylglycine amide from (R,S)-phenylglycinonitrile. In comparison to the wild type, there is an increase in the ee-value of the formed (S)-phenylglycine amide Pseudomonas fluorescens

Organism

Organism UniProt Comment Textmining
Pseudomonas fluorescens Q5EG61
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Pseudomonas fluorescens EBC191 Q5EG61
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R,S)-phenylglycinonitrile + H2O the wild-type enzyme, the previous mainly converts (R,S)-phenylglycinonitrile to (S)-phenylglycine with a low degree of enantioselectivity (ee 42%). In addition, about 8% of phenylglycine amide with a surplus of the (S)-enantiomer (ee 75%) is formed Pseudomonas fluorescens (S)-phenylglycine + phenylglycine amide + NH3
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?
(R,S)-phenylglycinonitrile + H2O the wild-type enzyme, the previous mainly converts (R,S)-phenylglycinonitrile to (S)-phenylglycine with a low degree of enantioselectivity (ee 42%). In addition, about 8% of phenylglycine amide with a surplus of the (S)-enantiomer (ee 75%) is formed Pseudomonas fluorescens EBC191 (S)-phenylglycine + phenylglycine amide + NH3
-
?

Synonyms

Synonyms Comment Organism
NitA
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Pseudomonas fluorescens