<p>In order to find suitable stable vaccine candidates against <i>Neisseria meningitidis</i> group A, several structures related to the capsular polysaccharide have been synthesised. The first part of the thesis describes the synthesis of C-phosphonate analogues starting from glucose. The key step is a Mitsunobu coupling of a methyl C-phosphonate monomer to the 6-hydroxyl group of a 2-acetamido mannose derivative. Contained within this work is a description of an improved synthesis of 2-azido-2-deoxy-D-mannopyranose. The second part outlines the synthesis of structural elements present in the native capsular polysaccharide of <i>Neisseria meningitidis</i> serotype A including different acetylation and phosphorylation patterns. The final chapter describes an improved synthesis of the Lewis b hexasaccharide needed for purification of and interaction studies with the <i>Helicobacter pylori</i> adhesin BabA.</p>
| Identifer | oai:union.ndltd.org:UPSALLA/oai:DiVA.org:su-545 |
| Date | January 2005 |
| Creators | Teodorovic, Peter |
| Publisher | Stockholm University, Department of Organic Chemistry, Stockholm : Institutionen för organisk kemi |
| Source Sets | DiVA Archive at Upsalla University |
| Language | English |
| Detected Language | English |
| Type | Doctoral thesis, comprehensive summary, text |
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