ABSTRACT

Furanose residues are important constituents of glycoconjugates of many bacterial,1 parasitical,2 fungal,3 and plant species.4 Although many different organisms produce furanose-containing glycans, arguably the most impressive examples of such compounds are found in mycobacteria.1,5 This genus of bacteria contains a number of

Experimental Methods ........................................................................................... 342 General Methods ............................................................................................... 342

p-Tolyl 2,3,5-Tri-O-Benzoyl-1-Thio-α-d-Arabinofuranoside ...................... 343 Waste Disposal Information ...................................................................................344 Acknowledgments ..................................................................................................344 References .............................................................................................................. 347

species, including the well-known human pathogens Mycobacterium tuberculosis, Mycobacterium leprae, and Mycobacterium ulcerans, the causes of tuberculosis, leprosy, and buruli ulcer, respectively. The cell wall of these organisms is composed, in large part, of two polysaccharides, arabinogalactan, and lipoarabinomannan; a major component of both these molecules is a d-arabinofuranan moiety.5