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Synthesis of α1,2- and α1,6, linked Dimannosides for Analysis of Protein Carbohydrate Interactions
KTH, School of Chemical Science and Engineering (CHE).
2011 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesisAlternative title
Syntes av α1,2- och α1,6- länkade dimannosider för analys av protein-kolhydrat-interaktioner (Swedish)
Abstract [en]

The aim of the project was to synthesize α1,2-linked and α1,6-linked dimannosides linked through either an oxygen-atom or a sulphur-atom, and subsequently test the binding properties of the dimannosides to lectins with known specificity towards mannose-containing glycans. Thedimannosides were prepared by a glycosylation reaction using selectively protected monosaccharides containing a thiol or alcohol nucleophilic glycosyl acceptor and a series of different glycosyl donors. The synthetic routes to the different building blocks were designed to efficiently make use of common intermediate compounds to streamline the synthesis. The glycosyl acceptors used forthe synthesis of α1,2-linked as well as α1,6-linked dimannosides were synthesized in few steps and diversified only in the last steps of the synthesis. The glycosyl donors used in the study were synthesized from commercially available starting material in a straightforward and convenientsynthesis in 7 to 8 steps.

Place, publisher, year, edition, pages
2011. , 41 p.
Keyword [en]
Synthesis, Carbohydrate, Selectivity, Protein, Analysis
National Category
Organic Chemistry
URN: urn:nbn:se:kth:diva-49788OAI: diva2:460304
Subject / course
Organic Chemistry
Physics, Chemistry, Mathematics
Available from: 2011-11-29 Created: 2011-11-29 Last updated: 2011-11-29Bibliographically approved

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