ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST

Zumbrägel N, Wetzl D, Iding H, Gröger H (2017)
HETEROCYCLES 95(2): 1261-1271.

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The design of a recombinant whole-cell catalyst and its utilization in the asymmetric reduction of 1-methyl-3,4-dihydroisoquinoline chosen as a model substrate for cyclic imines is presented. As "designer cells" E. coli cells bearing the two enzymes imine reductase and glucose dehydrogenase (for in situ-cofactor recycling) were constructed, which turned out to be suitable for the asymmetric reduction of 1-methyl-3,4-dihydroisoquinoline at low biocatalyst loading of 2 g/L up to 10 g/L of lyophilized cells, leading to both high conversion and enantioselectivity of >99% ee of the resulting amine. The stoichiometric reducing agent is readily available D-glucose, and a proof of concept for running the reactions at elevated substrate concentration of up to 100 mM was demonstrated.
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Zumbrägel N, Wetzl D, Iding H, Gröger H. ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST. HETEROCYCLES. 2017;95(2):1261-1271.
Zumbrägel, N., Wetzl, D., Iding, H., & Gröger, H. (2017). ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST. HETEROCYCLES, 95(2), 1261-1271. doi:10.3987/COM-16-S(S)89
Zumbrägel, N., Wetzl, D., Iding, H., and Gröger, H. (2017). ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST. HETEROCYCLES 95, 1261-1271.
Zumbrägel, N., et al., 2017. ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST. HETEROCYCLES, 95(2), p 1261-1271.
N. Zumbrägel, et al., “ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST”, HETEROCYCLES, vol. 95, 2017, pp. 1261-1271.
Zumbrägel, N., Wetzl, D., Iding, H., Gröger, H.: ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST. HETEROCYCLES. 95, 1261-1271 (2017).
Zumbrägel, Nadine, Wetzl, Dennis, Iding, Hans, and Gröger, Harald. “ASYMMETRIC BIOCATALYTIC REDUCTION OF CYCLIC IMINES: DESIGN AND APPLICATION OF A TAILOR-MADE WHOLE-CELL CATALYST”. HETEROCYCLES 95.2 (2017): 1261-1271.
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