The synthesis of the aroma chemical cinnamyl alcohol (CMO) by means of enzymatic reduction of cinnamaldehyde (CMA) was investigated using NADH-dependent alcohol dehydrogenase from Bacillus stearothermophilus both as an isolated enzyme, and in recombinant Escherichia coli whole cells. The influence of parameters such as reaction time and cofactor, substrate, co-substrate 2-propanol and biocatalyst concentrations on the bioreduction reaction was investigated and an efficient and sustainable one-phase system developed. The reduction of CMA (0.5 g/L, 3.8 mmol/L) by the isolated enzyme occurred in 3 h at 50 C with 97 % conversion, and yielded high purity CMO (≥98 %) with a yield of 88 % and a productivity of 50 g/genzyme. The reduction of 12.5 g/L (94 mmol/L) CMA by whole cells in 6 h, at 37 C and no requirement of external cofactor occurred with 97 % conversion, 82 % yield of 98 % pure alcohol and a productivity of 34 mg/gwet cell weight. The results demonstrate the microbial system as a practical and efficient method for larger-scale synthesis of CMO. © 2013 Springer Science+Business Media New York.

Synthesis of cinnamyl alcohol from cinnamaldehyde with bacillus stearothermophilus alcohol dehydrogenase as the isolated enzyme and in recombinant E. coli cells

Pennacchio A.;Raia C. A.
2013

Abstract

The synthesis of the aroma chemical cinnamyl alcohol (CMO) by means of enzymatic reduction of cinnamaldehyde (CMA) was investigated using NADH-dependent alcohol dehydrogenase from Bacillus stearothermophilus both as an isolated enzyme, and in recombinant Escherichia coli whole cells. The influence of parameters such as reaction time and cofactor, substrate, co-substrate 2-propanol and biocatalyst concentrations on the bioreduction reaction was investigated and an efficient and sustainable one-phase system developed. The reduction of CMA (0.5 g/L, 3.8 mmol/L) by the isolated enzyme occurred in 3 h at 50 C with 97 % conversion, and yielded high purity CMO (≥98 %) with a yield of 88 % and a productivity of 50 g/genzyme. The reduction of 12.5 g/L (94 mmol/L) CMA by whole cells in 6 h, at 37 C and no requirement of external cofactor occurred with 97 % conversion, 82 % yield of 98 % pure alcohol and a productivity of 34 mg/gwet cell weight. The results demonstrate the microbial system as a practical and efficient method for larger-scale synthesis of CMO. © 2013 Springer Science+Business Media New York.
2013
Istituto di Biochimica delle Proteine - IBP - Sede Napoli (attivo dal 18/11/1923 al 31/12/2021)
Alcohol dehydrogenase
Aroma chemicals
Bacillus stearothermophilus
Cinnamyl alcohol
Cofactor recycling
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/573685
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