engleski

Cascade biocatalytic synthesis

In this work a cascade reaction of oxidoreduction and aldol addition was studied. The reaction scheme is presented in Figure 1. In the first reaction N-Cbz-3-aminopropanol is oxidized to N- Cbz-3-aminopropanal, which simultaneously reacts in the second reaction – aldol addition. Both reactions are equilibrium reactions. The first reaction is catalyzed by alcohol dehydrogenase (ADH) and the second one is catalyzed by D- fructose-6-phosphate aldolase (FSA A129S). Since ADH is an enzyme that requires coenzyme NAD+ (H), it is necessary to perform its regeneration. Aldolases belong to a group of enzymes called lyases and they catalyze carbon-carbon bond formation [1]. The aldol product of this reaction is used as precursor in the production of fagomine, a naturally occurring iminosugar with remarkable biological properties [2]. The kinetics of the reaction was determined by using the initial reaction rate method. The mathematical model consisting of kinetic and mass balances in the batch reactor was developed and validated in the batch reactor.

oxidoreduction; aldol addition; aldolase; alcohol dehydrogenase; cascade reaction

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