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Keywords:

  • biocatalysis;
  • enzymes;
  • organocatalysis

Abstract

Efficient, biocompatible, stereospecific strategies were developed to prepare eight probes to assay transketolase (TK) variants with new substrate specificities. The structure of these probes combines a sugar moiety (D-threo or L-erythro ketose, or D-threo aldose) with the side chain of an amino acid (Ala, Leu, Val, Met, Thr) for in vivo detection of new TK activities using amino acid auxotrophs. To obtain D-threo ketose probes, biocatalysts, such as transketolase and fructose-6-phosphate aldolase Ala129Ser, were used whereas L-erythro ketoses and D-threo aldose probes were synthesized by the way of organocatalysis or Sharpless dihydroxylation as sustainable alternative key steps to biocatalysis.