Synthesis of acyclic galactitol- and lyxitol-aminophosphonates as inhibitors of UDP-galactopyranose mutase

W. Pan, C. Ansiaux, S.P. Vincent

Research output: Contribution to journalArticlepeer-review

Abstract

UDP-galactopyranose mutase (UGM) catalyzes the isomerization of UDP-galactopyranose (UDP-Galp) into UDP-galactofuranose (UDP-Galf), an essential step of the mycobacterial cell wall biosynthesis. Acyclic alditol-aminophosphonates in the d-galactose and d-lyxose series were designed as mimics of high energy intermediates of the UGM catalyzed isomerization. Interestingly, the d-lyxitol-aminophosphonate displayed better inhibition properties than the d-galactitol-aminophosphonate.
Original languageEnglish
Pages (from-to)4353-4356
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number25
DOIs
Publication statusPublished - 18 Jun 2007

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