Streptococcus pneumonia-based invasive pneumococcal disease (IPD) is one of the leading causes of illness in adults and children worldwide.  Streptococcus pneumoniae are identified by capsular polysaccharide cell surface markers (serotypes) that are distinguished by their chemical structure and antigenicity. Today, over 90 different serotypes are known to exist.  Advances in science and technology over the past 70 years have led to the development several vaccines based on capsular polysaccharide isolates.  Combined, these vaccines account for 23 of the over 90 known serotypes.  As part of our ongoing efforts to augment existing vaccines, our group has been focusing on synthesis of the repeating pentasaccharide unit of pneumococcal serotype 31 or PS31. Herein we report on our ongoing efforts to overcome several of the synthetic challenges en route to PS31, including the incorporation of galactofuranose residues substituted at the C3 position and two �-rhamnosidic linkages.

Progress towards the synthesis of the repeating pentasaccharide unit of pneumococcal serotype 31

245th National Meeting (2013)

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