One‐Pot Cascade Reactions using Fructose‐6‐phosphate Aldolase: Efficient Synthesis of <scp>D</scp>‐Arabinose 5‐Phosphate, <scp>D</scp>‐Fructose 6‐Phosphate and Analogues

Abstract

Abstract One‐pot multienzymatic reactions have been performed for the synthesis of 1‐deoxy‐ D ‐fructose 6‐phosphate, 1,2‐dideoxy‐ D ‐ arabino‐ hept‐3‐ulose 7‐phosphate, D ‐fructose 6‐phosphate and D ‐arabinose 5‐phosphate. The whole synthetic strategy is based on an aldol addition reaction catalysed by fructose‐6‐phosphate aldolase (FSA) as a key step of a three or four enzymes‐catalysed cascade reaction. The four known donors for FSA – dihydroxyacetone (DHA), hydroxyacetone (HA), 1‐hydroxy‐2‐butanone (HB) and glycolaldehyde (GA) – were used with D ‐glyceraldehyde 3‐phosphate as acceptor substrate. The target phosphorylated sugars were obtained in good to excellent yields and high purity.