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Chemical synthesis of glycosylated oligoribonucleotides for siRNA development

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dc.contributor.author Zhao, Yuyan. en_US
dc.date.accessioned 2010-01-28T15:55:18Z
dc.date.available 2010-01-28T15:55:18Z
dc.date.issued 2009-01-28T15:55:18Z
dc.identifier.uri http://hdl.handle.net/10464/2849
dc.description.abstract In this study, an efficient methodology for the preparation of carbohydrate-RNA conjugates was established, which involved the use of 3,4~diethoxy-3-cyclobutene-l,2- dione (diethyl squarate) as the linking reagent. First, a glycan moiety containing an amino group reacted with diethyl squarate to form an activated glycan, which further reacted with an amino modified oligoribonucleotide to form a glycoconjugate under slightly basic conditions. The effect of glycosylation on the stability of RNA molecules was evaluated on two glycoconjugates, monomannosyl UlO-mer and dimannosyl UlO-mer. In the synthesis of aromatic fluorescent ribosides, perbenzylated ribofuranosyl pyrene and phenanthrene were synthesized from perbenzylated ribolactone. Deprotection of benzyl-protected ribofuranosyl phenanthrene and pyrene by boron tribromide gave ribofuranosyl phenanthrene and ribopyranosyl pyrene, respectively. UV/vis and fluorescent properties of the ribosides were characterized. en_US
dc.language.iso eng en_US
dc.publisher Brock University en_US
dc.subject Small interfering RNA--Synthesis. en_US
dc.title Chemical synthesis of glycosylated oligoribonucleotides for siRNA development en_US
dc.type Electronic Thesis or Dissertation en_US
dc.degree.name M.Sc. Chemistry en_US
dc.degree.level Masters en_US
dc.contributor.department Department of Chemistry en_US
dc.degree.discipline Faculty of Mathematics and Science en_US


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