Synthesis of 5-phosphate-D-arabinohydroxamic acid, a potent transition state analogue inhibitor of 6-phosphate-D-glycose isomerases

Article abstract of DOI:10.1016/0040-4039(96)00004-4

The first hydroxamate-based and potent transition state analogue (TSA) inhibitor of 6-phosphate-D-glucose isomerases, 5-phosphate-D-arabinohydroxamic acid 3, has been synthesized by conversion of D-arabinose to a protected derivative of 5-phosphate-D-arabinonic acid and introduction of the hydroxamine group by coupling with O-benzylhydroxylamine.