Phosphonic derivatives of carbohydrates: chemoenzymatic synthesis

✍ Scribed by Giuseppe Guanti; Luca Banfi; Maria Teresa Zannetti

• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 115 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)00326-9

✦ Synopsis

A series of homologous racemic β-hydroxyaldehydes bearing a phosphonate group in the ω-position were synthesised and allowed to react with dihydroxyacetone phosphate (DHAP) via an enzymatic aldol addition catalysed by fructose 1,6-bisphosphate aldolase (FruA). After enzymatic dephosphorylation, a set of unnatural ω-phosphonic deoxysugars was obtained.