Regioselective biocatalytic hydrolysis of (E,Z)-2-methyl-2-butenenitrile for production of (E)-2-methyl-2-butenoic acid

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• 作者：Hann ; Eugenia C. ; Sigmund ; Amy E. ; Fager ; Susan K. ; Cooling ; Frederick B. ; Gavagan ; John E. ; et. al.
• 关键词：Nitrile hydratase ; Amidase ; Nitrilase ; Enzyme catalysis ; Tiglic acid ; Angelic acid
• 刊名：Tetrahedron
• 出版年：2004
• 出版时间：January 12, 2004
• 年：2004
• 卷：60
• 期：3
• 页码：577-581
• 全文大小：144 K

文摘

Acidovorax facilis 72W nitrilase catalyzed the regioselective hydrolysis of (E,Z)-2-methyl-2-butenenitrile, producing only (E)-2-methyl-2-butenoic acid with no detectable conversion of (Z)-2-methyl-2-butenenitrile. (E)-2-Methyl-2-butenoic acid, produced in aqueous solution as the ammonium salt, was readily separated from (Z)-2-methyl-2-butenenitrile, and isolated in high yield and purity. The combination of nitrile hydratase and amidase activities of several Comamonas testosteroni strains were also highly regioselective for the production of (E)-2-methyl-2-butenoic acid from (E,Z)-2-methyl-2-butenenitrile.