LPS and Related Glycoconjugates

FIGURE 14.3 Structure of LPS with the core structure from Escherichia coli and the Salmonella species. Gal, galactose Glc, glucose Hep, L-glycero-D-manno-heptose O-PS, O-antigen polysaccharide. 

SCHEME 14.8 Synthesis of the Re-type lipid A from Escherichia coli. DCC, A,A -dicyclo-hexylcarbodiimide DMAP, 4-dimethylaminopyridine LHMDS, lithium bis(trimethylsilyl) amide TES, triethylsilyl. 

SCHEME 14.9 Synthesis of lipid A from Helicobacter pylori. Alloc, allyloxycarbonyl CbzOBt, l-(benzyloxycarbonyl)benzotriazole CPME, cyclopentylmethyl etliel CSA, cam-phorsulfonic acid DMDO, dimethyldioxirane MNBA, 2-methyl-6-nitrobenzoic anhydride PMB, / -methoxybenzyl. 

On the other hand, Boons et al. demonstrated the synthesis of Rhizobium sin-1 lipid A derivatives [96, 97], E. coli hexaacylated and Salmonella typhimurium hep-taacylated lipid A [98], tetraacylated derivatives of lipid A from Porphyromonas gingivalis [99], and lipid A derivatives and KDO-linked lipid A of Neisseria meningitidis [100], 

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