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Synthesis of Structures Corresponding to the Capsular Polysaccharide of Neisseria meningitidis Group A
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
Vise andre og tillknytning
2005 (engelsk)Inngår i: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 3, nr 20Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

 

 

 

 

Four differently substituted trimers of the CPS repeating unit have been synthesised in order to investigate the

dependence on oligosaccharide size, acetylation and mode of phosphorylation of glycoconjugate vaccines against

Neisseria meningitidis

 

group A. A spacer-containing starting monomer, a H-phosphonate elongating monomer and a

6-

 

O

-phosphorylated H-phosphonate cap monomer have been synthesised and coupled together to afford, after

deprotection, the target trimer structures differing in their acetylation and phosphorylation substitution

pattern.

sted, utgiver, år, opplag, sider
Royal Society of Chemistry , 2005. Vol. 3, nr 20
HSV kategori
Identifikatorer
URN: urn:nbn:se:su:diva-23911DOI: 10.1039/B507898AOAI: oai:DiVA.org:su-23911DiVA, id: diva2:195287
Merknad
Part of urn:nbn:se:su:diva-545Tilgjengelig fra: 2005-05-19 Laget: 2005-05-19 Sist oppdatert: 2017-12-13bibliografisk kontrollert
Inngår i avhandling
1. Synthesis of oligosaccharides related to the capsular polysaccharide of Neisseria meningitidis serotype A
Åpne denne publikasjonen i ny fane eller vindu >>Synthesis of oligosaccharides related to the capsular polysaccharide of Neisseria meningitidis serotype A
2005 (engelsk)Doktoravhandling, med artikler (Annet vitenskapelig)
Abstract [en]

In order to find suitable stable vaccine candidates against Neisseria meningitidis 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 Neisseria meningitidis 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 Helicobacter pylori adhesin BabA.

sted, utgiver, år, opplag, sider
Stockholm: Institutionen för organisk kemi, 2005. s. 40
HSV kategori
Identifikatorer
urn:nbn:se:su:diva-545 (URN)91-7155-091-7 (ISBN)
Disputas
2005-06-10, Magnélisalen, Kemiska övningslaboratoriet, Svante Arrhenius väg 12 A, Stockholm, 10:00
Opponent
Veileder
Tilgjengelig fra: 2005-05-19 Laget: 2005-05-19bibliografisk kontrollert

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