Structure elucidation of capsular polysaccharides from Streptococcus pneumoniae serotype 33C, 33D, and revised structure of serotype 33B

Lin, Fiona L.; Vinogradov, Evgeny; Deng, Cunbao; Zeller, Sandra; Phelan, Lynn; Green, Bruce A.; Jansen, Kathrin U.; Pavliak, Viliam

doi:10.1016/j.carres.2013.11.006

Cited by 18 publications

(32 citation statements)

References 16 publications

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“…The association of WcyO with 6-O-acetylation of wcrD-dependent Galf is evident both from the structures of CPS39 and CPS34 (Fig. 4B) and from the recently determined structure of CPS33C (17). Our assignment of WciG and WcjE to the two positions of O-acetylation of CPS47F (Fig.…”

Section: Discussionsupporting

confidence: 52%

“…The transfer of Galf appears to create acceptors for four putative ribitol-5-phosphate transferases, each with a different linkage specificity (Table 2). Thus, wciO is associated with 5-P-2 linkages in both CPS6A and CPS6B (6) and CPS33B and CPS33D (17), wcrO with 5-P-3 linkages in CPS33C (17) and CPS34 (Fig. 4), wcrB with 5-P-5 linkages in all members of CPS serogroup 10 (9, 10, 18), and whaI with 5-P-6 linkages in CPS39 and CPS47F (Fig.…”

Section: Discussionmentioning

confidence: 96%

“…4B), and CPS47A (19), and we expect it will also hold for CPS35F and CPS43, based on the relatively high homology that exists between genes designated wcrC in these serotypes. In contrast, the wcrC homologues in serotypes 10F (10) and 10B (9), as well as those in serotypes 33B and 33D (17), are associated with ␣1-4 (rather than ␣1-2) linkages between Galp and ribitol-5-phosphate and, thus, have been renamed wcrF (10) in Table 2. In contrast with these serotypes, the wcrC homologue of S. pneumoniae serotype 39 is associated with an ␣1-1 linkage between Galp and ribitol-5-phosphate, the same linkage that was associated with wefM of S. oralis (8).…”

Section: Discussionmentioning

confidence: 99%

“…4. Of the 13 wcrC homologues that occur in different S. pneumoniae serotypes, the only one not listed in Table 2 is that of CPS serotype 33C, which was recently associated with ␣1-3 linkages between Galp and ribitol-5-phosphate, based on the results of GC-MS analysis of O-methylalditol acetates (17). Confirmation of this linkage by NMR would indicate the existence of a fourth gene for the transfer of ␣-Galp to ribitol-5-phosphate.…”

Section: Discussionmentioning

confidence: 99%

“…4B) based on the well-established role of this gene (and of the homologous wefD) in the synthesis of different S. pneumoniae CPS10 and Streptococcus gordonii or S. oralis RPS serotypes (6,8,9,20,21). However, recent studies of S. pneumoniae CPS serogroup 33 have been interpreted to suggest that wciF accounts for the ␣1-2 transfer of Galp to Galp (17). This interpretation is not compatible with our findings referenced above or with the predicted inverting mechanism of WciF (6).…”

Section: Discussionmentioning

confidence: 99%

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Chemical Structures of Streptococcus pneumoniae Capsular Polysaccharide Type 39 (CPS39), CPS47F, and CPS34 Characterized by Nuclear Magnetic Resonance Spectroscopy and Their Relation to CPS10A

Bush

Yang

Yu³

et al. 2014

J Bacteriol

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c Structural characterization of Streptococcus pneumoniae capsular polysaccharides (CPS) is a prerequisite for unraveling both antigenic and genetic relationships that exist between different serotypes. In the current study, comparative structural studies of S. pneumoniae CPS serogroup 10 (CPS10) were extended to include genetically related S. pneumoniae CPS34, CPS39, and CPS47F. High-resolution heteronuclear nuclear magnetic resonance (NMR) spectroscopy confirmed the published structure of CPS34 and, in conjunction with glycosyl composition analyses, revealed the following repeat unit structures of the other serotypes, which have not been previously characterized:Common and unique structural features of these polysaccharides, including different positions of O-acetylation, were unambiguously associated with specific genes in each corresponding cps locus. The only exception involved the gene designated wcrC, which is associated with the ␣1-2 transfer of Gal pyranoside (Galp) to ribitol-5-phosphate in the synthesis of CPS10A, CPS47F, and CPS34 but with ␣1-1 transfer of Gal to ribitol-5-phosphate in the synthesis of CPS39. The corresponding gene in the cps39 locus, although related to wcrC, more closely resembled a previously identified gene (i.e., wefM) of Streptococcus oralis that is associated with ␣1-1 transfer of Galp to ribitol-5-phosphate. These and other recent findings identify linkages from ␣-Galp to ribitol-5-phosphate and from this residue to adjacent Gal furanoside (Galf) as important sites of CPS structural and genetic diversity. Streptococcus pneumoniae capsular polysaccharides (CPS) are of interest both as virulence factors and as protective immunogens for serotype-specific prevention of invasive disease. Currently recommended CPS-based vaccines include the 23-valent pneumococcal polysaccharide vaccine for adults and the 13-valent pneumococcal conjugate vaccine for children. Monitoring the efficacy of these vaccines requires ongoing surveillance of invasive pneumococcal serotypes (1). The traditional method for serotyping these bacteria is the Neufeld-Quellung test, which detects apparent swelling of bacterial capsules in the presence of factor antisera (2). Such determinations, although reliable, require training, experience, and specialized immunological reagents and, thus, are not amenable to widespread use. Molecular methods for serotyping these bacteria have also been described and are being developed that target genes for CPS biosynthesis in large operons (cps loci) located between dexB and aliA (3, 4). Sequencing of this region in reference strains of 88 S. pneumoniae serotypes revealed 1,502 genes, each defined by a different protein homology group (5). These include 430 genes for putative glycosyltransferases, 69 for sugar/polyalcohol phosphate transferases, 78 for acetyltransferases, 90 for different polymerases (Wzy) and 88 for different flippases (Wzx) (6). The proteins encoded by some of these genes have been shown biochemically to have the predicted function (4), and a number of other...

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Section: Discussionsupporting

confidence: 52%

Section: Discussionmentioning

confidence: 96%