One-step synthesis of 2-keto-3-deoxy-d-gluconate by biocatalytic dehydration of d-gluconate.

摘要: 2-Keto-3-deoxy-sugar acids are key intermediates of central metabolism and integral constituents bacterial (lipo)polysaccharides cell wall components therefore continuously highly demanded in related research fields. The stereospecific chemical synthesis chiral 2-keto-deoxy-sugar involves a multitude reaction steps, while metabolic pathways only few conversions lead to the same 2-keto-3-deoxy sugar from easily available carbohydrate precursors. Here we present straightforward economic one-step biocatalytic procedure 2-keto-3-deoxy-d-gluconate (KDG) d-gluconate using recombinant gluconate dehydratase (GAD) hyperthermophilic crenarchaeon Thermoproteus tenax. This method is advantageous KDG production schemes described so far for several reasons: (i) completely converted stereochemically pure D-KDG without side-product formation, (ii) final yield approximately 90%, (iii) newly developed quantitative qualitative LC-MS analysis enabled simultaneous detection (iv) T. tenax GAD as biocatalyst can be provided by simple rapid involving two precipitation steps. utilization dehydratases acid syntheses represents resource-efficient preparation offers potential short synthetic routes toward broad range their derivatives.