One-pot Cascade Reactions using Fructose-6-phosphate Aldolase: Efficient Synthesis of d-Arabinose-5-phosphate, D-Fructose-6-phosphate and Analogues - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2012

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.

Dates et versions

hal-00714763 , version 1 (05-07-2012)

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Citer

Israel Sanchez-Moreno, Virgil Hélaine, Nicolas Poupard, Franck Charmantray, Bertrand Legeret, et al.. One-pot Cascade Reactions using Fructose-6-phosphate Aldolase: Efficient Synthesis of d-Arabinose-5-phosphate, D-Fructose-6-phosphate and Analogues. Advanced Synthesis and Catalysis, 2012, 354 (9), pp.1725-1730. ⟨10.1002/adsc.201200150⟩. ⟨hal-00714763⟩
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