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One‐Pot Cascade Reactions using Fructose‐6‐phosphate Aldolase: Efficient Synthesis of D‐Arabinose 5‐Phosphate,D‐Fructose 6‐Phosphate and Analogues
Authors:Israel Snchez‐Moreno  Virgil Hlaine  Nicolas Poupard  Franck Charmantray  Bertrand Lgeret  Laurence Hecquet  Eduardo García‐Junceda  Roland Wohlgemuth  Christine Gurard‐Hlaine  Marielle Lemaire
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.
Keywords:D‐arabinose 5‐phosphate  cascade reactions  D‐fructose 6‐phosphate  fructose‐6‐phosphate aldolase  phosphorylated sugars
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