NMR structural analysis of the capsular polysaccharide from Streptococcus pneumoniae serotype 6C

Abstract

The original structure of Streptococcus pneumoniae capsular polysaccharide (CPS) serotype 6C was proposed based on chemical degradation and tandem mass analysis [J. Clin. Microbiol.2007, 45, 1225-1233]. In order to confirm the repeat unit structure and assign the stereochemical structure, the CPS 6C and the known CPS 6A were fully characterized by NMR spectroscopy. Full (1)H and (13)C NMR spectra assignments of CPS 6C and CPS 6A were achieved based on DQCOSY, TOCSY, HSQC, HMBC, and NOESY analysis. These analyses confirmed the published structure of CPS 6A and established the repeat unit structure of the CPS 6C as: →2)-α-D-Glcp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→3)-D-Ribitol-(5→phosphate-.