119240-29-8Relevant articles and documents
SYNTHESIS OF PHOSPHATE AND PHOSPHATES ISOSTERES OF FURANOSE SUGARS AS POTENTIAL ENZYME INHIBITORS
Maryanoff, Bruce E.,Reitz, Allen B.,Nortey, Samuel O.
, p. 3093 - 3106 (2007/10/02)
Various D-furanose monosaccharides were synthesized as possible inhibitors of the gluconeogenic enzyme fructose 1,6-bisphosphatase.These included sulfamate, phosphoramidate, and epoxy analogues of the natural substrate, fructose 1,6-diphosphate (1), and arabinose and ribose analogues of a natural inhibitor, fructose 2,6-diphosphate (2).NMR studies were conducted to establish the stereochemistry of phosphate displacement at Cl in the synthesis of arabinose 1-phosphate derivatives. β-Ribose 1,5-diphosphate (35b) was prepared with >95 percent stereoselectivity.