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(A) Optimization of solid body phase synthesis of RNA using the Cpep chemistry. (B) Synthesis of BODIPY labeled oligonucleotides

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dc.contributor.author Tram, Kha
dc.date.accessioned 2011-05-17T17:53:09Z
dc.date.available 2011-05-17T17:53:09Z
dc.date.issued 2011-05-17
dc.identifier.uri http://hdl.handle.net/10464/3377
dc.description.abstract (A) Solid phase synthesis of oligonucleotides are well documented and are extensively studied as the demands continue to rise with the development of antisense, anti-gene, RNA interference, and aptamers. Although synthesis of RNA sequences faces many challenges, most notably the choice of the 2' -hydroxy protecting group, modified 2' -O-Cpep protected ribonucleotides were synthesized as alternitive building blocks. Altering phosphitylation procedures to incorporate 3' -N,N-diethyl phosphoramidites enhanced the overall reactivity, thus, increased the coupling efficiency without loss of integrety. Furthermore, technical optimizations of solid phase synthesis cycles were carried out to allow for successful synthesis of a homo UIO sequences with a stepwise coupling efficiency reaching 99% and a final yield of 91 %. (B) Over the past few decades, dipyrrometheneboron difluoride (BODIPY) has gained recognition as one of the most versatile fluorophores. Currently, BODIPY labeling of oligonucleotides are carried out post-synthetically and to date, there lacks a method that allows for direct incorporation of BODIPY into oligonucleotides during solid phase synthesis. Therefore, synthesis of BODIPY derived phosphoramidites will provide an alternative method in obtaining fluorescently labelled oligonucleotides. A method for the synthesis and incorporation of the BODIPY analogues into oligonucleotides by phosphoramidite chemistry-based solid phase DNA synthesis is reported here. Using this approach, BODIPY-labeled TlO homopolymer and ISIS 5132 were successfully synthesized. en_US
dc.language.iso eng en_US
dc.publisher Brock University en_US
dc.subject Oligonucleotides -- Synthesis. en_US
dc.subject Fluorimetry en_US
dc.subject RNA -- Synthesis en_US
dc.title (A) Optimization of solid body phase synthesis of RNA using the Cpep chemistry. (B) Synthesis of BODIPY labeled oligonucleotides en_US
dc.type Electronic Thesis or Dissertation en_US
dc.degree.name M.Sc. Biotechnology en_US
dc.degree.level Masters en_US
dc.contributor.department Centre for Biotechnology en_US
dc.degree.discipline Faculty of Mathematics and Science en_US


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