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Literature summary for 3.5.5.5 extracted from

  • Petrickova, A.; Sosedov, O.; Baum, S.; Stolz, A.; Martinkova, L.
    Influence of point mutations near the active site on the catalytic properties of fungal arylacetonitrilases from Aspergillus niger and Neurospora crassa (2012), J. Mol. Catal. B, 77, 74-80.
No PubMed abstract available

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli JM109 cells Aspergillus niger
expressed in Escherichia coli JM109 cells Neurospora crassa

Protein Variants

Protein Variants Comment Organism
H165N the mutant exhibits a decreased activity for (R,S)-2-phenylpropionitrile compared to the wild type enzyme Aspergillus niger
H170N the mutant exhibits a decreased activity for (R,S)-2-phenylpropionitrile compared to the wild type enzyme Neurospora crassa
W163A the mutant exhibits a decreased activity for (R,S)-2-phenylpropionitrile compared to the wild type enzyme Aspergillus niger
W168A the mutant forms significantly increases amounts of mandelamide and 2-phenylpropionamide and demonstrates an almost complete inversion of enantioselectivity for the conversion of (R,S)-2-phenylpropionitrile (from R- to S-selectivity) Neurospora crassa

Organism

Organism UniProt Comment Textmining
Aspergillus niger A2R6M7
-
-
Aspergillus niger CBS 513.88 A2R6M7
-
-
Neurospora crassa V5IPE4
-
-
Neurospora crassa DSM 1257 V5IPE4
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R,S)-2-phenylpropionitrile + 2 H2O the enzyme exhibits a low degree of enantioselectivity toward this substrate (e.e. 35% for the (R)-acid at 35% conversion) Neurospora crassa 2-phenylpropionic acid + NH3
-
?
(R,S)-2-phenylpropionitrile + 2 H2O the enzyme produces (R)-2-phenylpropionic acid with an e.e.-value of 90% at 28% conversion Aspergillus niger 2-phenylpropionic acid + NH3
-
?
(R,S)-2-phenylpropionitrile + 2 H2O the enzyme exhibits a low degree of enantioselectivity toward this substrate (e.e. 35% for the (R)-acid at 35% conversion) Neurospora crassa DSM 1257 2-phenylpropionic acid + NH3
-
?
(R,S)-2-phenylpropionitrile + 2 H2O the enzyme produces (R)-2-phenylpropionic acid with an e.e.-value of 90% at 28% conversion Aspergillus niger CBS 513.88 2-phenylpropionic acid + NH3
-
?
(R,S)-mandelonitrile + 3 H2O the end product of (R,S)-mandelonitrile transformation at pH 5.0 consists of 40% mandelamide (relative to the total amount of products formed). It is observed that the production of mandelamide is delayed compared to the production of mandelic acid Neurospora crassa mandelic acid + mandelamide + NH3
-
?
(R,S)-mandelonitrile + 3 H2O the enzyme produces almost no mandelamide at pH 5 (Fig. 1a), while the R-acid is formed with a high enantiomeric excess Aspergillus niger mandelic acid + mandelamide + NH3
-
?
(R,S)-mandelonitrile + 3 H2O the end product of (R,S)-mandelonitrile transformation at pH 5.0 consists of 40% mandelamide (relative to the total amount of products formed). It is observed that the production of mandelamide is delayed compared to the production of mandelic acid Neurospora crassa DSM 1257 mandelic acid + mandelamide + NH3
-
?
(R,S)-mandelonitrile + 3 H2O the enzyme produces almost no mandelamide at pH 5 (Fig. 1a), while the R-acid is formed with a high enantiomeric excess Aspergillus niger CBS 513.88 mandelic acid + mandelamide + NH3
-
?

Synonyms

Synonyms Comment Organism
Arylacetonitrilase
-
Aspergillus niger
Arylacetonitrilase
-
Neurospora crassa
NIT
-
Aspergillus niger
NIT
-
Neurospora crassa

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
-
Aspergillus niger
7
-
-
Neurospora crassa

pH Range

pH Minimum pH Maximum Comment Organism
4.5
-
about 45% activity at pH 4.5 compared to the pH optimum at 7.0 Aspergillus niger
4.5
-
about 45% activity at pH 4.5 compared to the pH optimum at 7.0 Neurospora crassa
5
-
about 70% activity at pH 5.0 compared to the pH optimum at 7.0 Aspergillus niger
5
-
about 70% activity at pH 5.0 compared to the pH optimum at 7.0 Neurospora crassa