Oligo-KDO and Inner-Core Oligosaccharide

The outer membrane of Chlamydia contains a highly truncated and unique glycolipid composed of lipid A and KDO residues with a common KDO epitope [101, 102], Because KDO is an important inner-core structural motif, many synthetic studies 

SCHEME 14.10 Synthesis of an oligo-KDO structure by using a KDO glycal. 

The inner-core glycans in LPS are very complex and species specific. These surface glycan components are antigenic and an important virulence determinant, which induces an adaptive immune response [111]. Vaccines based on these structural motifs have been targeted as alternatives to antibiotic therapy. 

SCHEME 14.11 Synthesis of the LPS inner-core structure of Francisella tularensis by Boons et al. DDQ, 2,3-dichloro-5,6-dicyano-l,4-benzoquinone DEIPS, diethylisopropylsilyl NAP, 2-naphthylmethyl. 

SCHEME 14.12 Synthesis of core structure of LPS from Neisseria meningitidis. Bz, benzoyl NBS, A -bromosuccinimide PBB,/)-bromobenzyl. 

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