A series of arabino N-glycosyl sulfamides, forced to adopt the furanose form by removal of the 5-hydroxyl group, were synthesised as putative isosteric mimics of decaprenolphosphoarabinose, the donor processed by arabinosyltransferases during mycobacterial cell wall assembly. Compounds showed moderate anti-mycobacterial activity, which was maximal for a C10 sulfamide side chain.
K. Suthagar and A. J. Fairbanks, Org. Biomol. Chem., 2016, 14, 1748 DOI: 10.1039/C5OB02317C
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