engleski

A new concept for production of (3S,4R)-6-[(benzyloxycarbonyl)amino]-5,6-dideoxyhex-2-ulose, a precursor of D-fagomine

A novel cascade reaction for the production of aldol adduct (3S, 4R)-6- [(benzyloxycarbonyl)amino]-5, 6-dideoxyhex-2-ulose was studied in this work. The strategy combines three enzymes in one pot: i) horse liver alcohol dehydrogenase for the oxidation of N-Cbz-3- aminopropanol to the corresponding aldehyde, ii) NADH oxidase for the regeneration of coenzyme NAD+ and iii) D-fructose-6-phosphate aldolase from E. coli A129S variant for the aldol addition of dihydroxyacetone to N-Cbz-3-aminopropanal. On the basis of preliminary experiments, optimization of the initial reaction conditions was done by statistical method, i.e. factorial design of experiments. 79% yield of aldol adduct was achieved in the batch reactor after optimization.

aldol adduct ; cascade reaction ; aldolase ; alcohol dehydrogenase ; NADH oxidase

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