date: 2020-07-28T13:18:13Z pdf:unmappedUnicodeCharsPerPage: 0 pdf:PDFVersion: 1.4 pdf:docinfo:title: Synthesis of Streptococcus pneumoniae serotype 9V oligosaccharide antigens xmp:CreatorTool: Beilstein Journal of Organic Chemistry dc:description: Streptococcus pneumoniae (SP) bacteria cause serious invasive diseases. SP bacteria are covered by a capsular polysaccharide (CPS) that is a virulence factor and the basis for SP polysaccharide and glycoconjugate vaccines. The serotype 9V is part of the currently marketed conjugate vaccine and contains an acetate modification. To better understand the importance of glycan modifications in general and acetylation in particular, defined oligosaccharide antigens are needed for serological and immunological studies. Here, we demonstrate a convergent [2 + 3] synthetic strategy to prepare the pentasaccharide repeating unit of 9V with and without an acetate group at the C-6 position of mannosamine. Keywords: antigen carbohydrate chemistry oligosaccharide Streptococcus pneumoniae vaccines access_permission:modify_annotations: true access_permission:can_print_degraded: true subject: antigen carbohydrate chemistry oligosaccharide Streptococcus pneumoniae vaccines dc:creator: Sharavathi G. Parameswarappa description: Streptococcus pneumoniae (SP) bacteria cause serious invasive diseases. SP bacteria are covered by a capsular polysaccharide (CPS) that is a virulence factor and the basis for SP polysaccharide and glycoconjugate vaccines. The serotype 9V is part of the currently marketed conjugate vaccine and contains an acetate modification. To better understand the importance of glycan modifications in general and acetylation in particular, defined oligosaccharide antigens are needed for serological and immunological studies. Here, we demonstrate a convergent [2 + 3] synthetic strategy to prepare the pentasaccharide repeating unit of 9V with and without an acetate group at the C-6 position of mannosamine. dcterms:created: 2020-07-15T08:50:07Z Last-Modified: 2020-07-28T13:18:13Z dcterms:modified: 2020-07-28T13:18:13Z dc:format: application/pdf; version=1.4 title: Synthesis of Streptococcus pneumoniae serotype 9V oligosaccharide antigens xmpMM:DocumentID: uuid:969adc68-22dc-4b59-90a8-57010278a8c2 Last-Save-Date: 2020-07-28T13:18:13Z pdf:docinfo:creator_tool: Beilstein Journal of Organic Chemistry access_permission:fill_in_form: true pdf:docinfo:keywords: antigen carbohydrate chemistry oligosaccharide Streptococcus pneumoniae vaccines pdf:docinfo:modified: 2020-07-28T13:18:13Z meta:save-date: 2020-07-28T13:18:13Z pdf:encrypted: false dc:title: Synthesis of Streptococcus pneumoniae serotype 9V oligosaccharide antigens modified: 2020-07-28T13:18:13Z Content-Type: application/pdf pdf:docinfo:creator: Sharavathi G. Parameswarappa, Claney L. Pereira, Peter H. Seeberger X-Parsed-By: org.apache.tika.parser.DefaultParser creator: Sharavathi G. Parameswarappa meta:author: Sharavathi G. Parameswarappa dc:subject: antigen carbohydrate chemistry oligosaccharide Streptococcus pneumoniae vaccines meta:creation-date: 2020-07-15T08:50:07Z created: 2020-07-15T08:50:07Z access_permission:extract_for_accessibility: true access_permission:assemble_document: true xmpTPg:NPages: 7 Creation-Date: 2020-07-15T08:50:07Z pdf:charsPerPage: 2614 access_permission:extract_content: true access_permission:can_print: true meta:keyword: antigen carbohydrate chemistry oligosaccharide Streptococcus pneumoniae vaccines Author: Sharavathi G. Parameswarappa producer: Beilstein Publishing System 5.2 and iText 2.1.7 (by lowagie.com) access_permission:can_modify: true pdf:docinfo:producer: Beilstein Publishing System 5.2 and iText 2.1.7 (by lowagie.com) pdf:docinfo:created: 2020-07-15T08:50:07Z