6-Deoxy-L-lyxo- and 6-Deoxy-L-arabino-hexulose 1-phosphates. Enzymic Syntheses by Antagonistic Metabolic Pathways

Article abstract of DOI:10.1016/S0957-4166(00)80227-X

Efficient large-scale syntheses of the title compounds (up to 0.1 mole) from readily available precursors have been accomplished along destructive as well as constructive biosynthetic routes by employing overexpressed enzymes from E. coli.The first route, which consists of an aldose isomerization-ketose phosphorylation sequence, utilizes natural L-fucose and L-rhamose as the respective sources of chirality.The key reaction of the second route, which starts from racemic 2-hydroxypropanal and achiral dihydroxyacetone phosphate, is a diastereospecific aldol addition with complete kinetic resolution.