Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/15919
Title: Bioconjugation of triosmium clusters via the copper(I)- catalyzed azide-alkyne cycloaddition
Authors: WOO CHANG HONG
Keywords: Bioconjugation Osmium Clusters 'Click'
Issue Date: 7-May-2009
Source: WOO CHANG HONG (2009-05-07). Bioconjugation of triosmium clusters via the copper(I)- catalyzed azide-alkyne cycloaddition. ScholarBank@NUS Repository.
Abstract: This thesis describes the design and synthesis of triosmium cluster derivatized thymine and thymidine analogues using the copper(I)-catalyzed azide-alkyne cycloaddition ('click' reaction). Two bioconjugation approaches were explored. For the first approach, the organic fragment was first synthesized via the 'click' reaction. In particular, 4-pentynoic acid has been employed in click reactions with 1-(4-azidobutyl)thymine to afford a novel triazole compound. This 'click' product was subsequently reacted with an activated triosmium cluster, (1), to yield a novel cluster containing two triosmium moieties. Further experiments involving other N1-substituted triazoles with (1) demonstrated that besides the carboxylic acid group, the triazole moiety also reacted with the activated cluster. For the second approach, triosmium clusters containing a terminal alkyne or azide, and the azide or alkyne derivatized biomolecule, were combined via the 'click' reaction. Six novel triosmium clusters were successfully synthesized via this approach.
URI: http://scholarbank.nus.edu.sg/handle/10635/15919
Appears in Collections:Master's Theses (Open)

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