One-pot Cascade Reactions using Fructose-6-phosphate Aldolase: Efficient Synthesis of d-Arabinose-5-phosphate, D-Fructose-6-phosphate and Analogues
Résumé
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.