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Synthesis, structure and conformation of oligo- and polysaccharides

<p>Carbohydrates are a complex group of biomolecules with a high structural diversity. Their almost omnipresent occurrence has generated a broad field of research in both biology and chemistry. This thesis focuses on three different aspects of carbohydrate chemistry, synthesis, structure elucidation and the conformational analysis of carbohydrates.</p><p>The first paper describes the synthesis of a penta- and a tetrasaccharide related to the highly branched capsular polysaccharide from <i>Streptococcus pneumoniae </i>type 37. In the second paper, the structure of the O-antigenic repeating unit from the lipopolysaccharide of <i>E. coli </i>396/C1 was determined along with indications of the structure of the biological repeating unit. In addition, its structural and immunological relationship with <i>E. coli</i> O126 is discussed. In the third paper, partially protected galactopyranosides were examined to clarify the origin of an intriguing <sup>4</sup><i>J</i><sub>HO,H</sub> coupling, where a <i>W</i>-mediated coupling pathway was found to operate. In the fourth paper, the conformation of methyl a-cellobioside is studied with a combination of molecular dynamics simulations and NMR spectroscopy. In addition to the expected syn-conformation, detection and quantification of anti-<i>ø </i>and anti-<i>ψ</i> conformers was also possible.</p>

Identiferoai:union.ndltd.org:UPSALLA/oai:DiVA.org:su-172
Date January 2004
CreatorsLarsson, Andreas
PublisherStockholm University, Department of Organic Chemistry, Stockholm : Institutionen för organisk kemi
Source SetsDiVA Archive at Upsalla University
LanguageEnglish
Detected LanguageEnglish
TypeDoctoral thesis, comprehensive summary, text

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