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. 2003 Aug;69(8):4359–4366. doi: 10.1128/AEM.69.8.4359-4366.2003

TABLE 2.

Conversion of various nitriles by purified His-tagged nitrilase from Synechocystis sp. strain PCC6803

General compound group Substrate Relative activity (%)a
Benzene derivatives Benzonitrile 100
4-Aminobenzonitrile 28
Benzylcyanide 52
2-Chlorobenzylcyanide 6
3-Chlorobenzylcyanide 316
4-Chlorobenzylcyanide 11
2-Methylbenzylcyanide 207
4-Hydroxybenzylcyanide 10
2-3 Ring systems 2-Naphthalenecarbonitrile 757
2-Naphthaleneacetonitrile 8
9-Anthracenecarbonitrile 10
3-Phenoxyphenylacetonitrile 35
Heterocyclic compounds 2-Thienylacetonitrile 311
3-Thienylacetonitrile 102
3-Cyanopyridine 245
Indole-3-acetonitrile 354
Saturated aliphatic mononitriles Propionitrile 33
2-Chloropropionitrile 270
3-Dimetylaminopropionitrile 8
Butyronitrile 109
Valeronitrile 222
Isovaleronitrile 9
2-Methylglutaronitrile 394
Octanoic acid nitrile 303
Dodecanoic acid nitrile 36
Saturated aliphatic dinitriles Adipinic acid dinitrile 528
Octanoic acid dinitrile 588
Decanoic acid dinitrile 476
Unsaturated aliphatic mononitriles Acrylonitrile 68
2-Butenenitrile 49
3-Butenenitrile 409
Unsaturated aliphatic dinitriles Fumarodinitrile 12,000
3-Hexenoic acid dinitrile 14
a

The activity with benzonitrile was 100%. Less than 5% relative activity was found with the following substrates. 2-Ethyl-2-phenylbutyronitrile, 2-phenylvaleronitrile, 2,6-dichlorobenzylcyanide, naproxen nitrile, ketoprofen nitrile, acetonitrile, malononitrile, 2-methyl-3-butenenitrile, diethyldicyanofumarate, isobutyronitrile, 2-methylbutyronitrile, pentadecanenitrile, and nonadecanenitrile.