Novel biocatalytic process of N-substituted acrylamide synthesis

• Published in: Applied biochemistry and microbiology Vol. 49; no. 8; pp. 702 - 705
• Main Authors: Lavrov, K. V, Larikova, G. A, Yanenko, A. S
• Format: Journal Article
• Language: English
• Published: Boston Springer-Verlag 01-12-2013; Springer US; Springer Nature B.V
• Subjects: acrylamides; amidase; Bacteria; Biocatalysts; Biochemistry; Biology; Biomedical and Life Sciences; Chemical compounds; Chemical synthesis; Enzymes; Genetic Engineering; Life Sciences; Medical Microbiology; Microbiology; Producers; Rhodococcus erythropolis; Selection; acrylic monomers; isopropyl acrylamide; biocatalyst; acylamidase
• ISSN: 0003-6838; 1608-3024
• DOI: 10.1134/S0003683813080048

The enzymatic synthesis of N-substituted acrylamides (N-isopropyl acrylamide and N, N-dimethylaminopropyl acrylamide) was demonstrated for the first time. The Rhodococcus erythropolis 37 strain, exhibiting acylamidase activity, was used as a source of enzyme, and water-dissolved acrylamide and isopropylamine/dimethylaminopropylamine served as substrates. The optimum conditions for the synthesis of acrylamide N-substitutes were determined using N-isopropyl acrylamide. The yield of the product was maximum at pH 9.5–10.5, substrate (acrylamide/isopropylamine) ratio within the range from 1.3: 1 to 2: 1, and absolute substrate concentrations of 8.0 (acrylamide) and 4.0% (isopropylamine). These conditions allowed for the synthesis of 22 g/L of N-isopropyl acrylamide.