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Synthesis of a novel dinucleotide analog containing a conformationally restricted sulfonamide internucleotide linkage

There are some examples where conformational restriction has been introduced into nucleotides with the sole purpose of increasing the thermodynamic stability of the duplex or triplex between the modified oligonucleotide and its complement. This thesis explored the hypothesis of incorporating a cyclopropane moiety into the internucleotide linkage. This research demonstrates the successful synthesis of a novel cyclopropanated sulfonamide dinucleotide 19.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE MAI) / This novel molecule has been synthesized by reacting an $ alpha, beta$ unsaturated phenylselenoyl nucleotide derivative 7 with an active methylene sulfonamide nucleotide 17 under Michael addition conditions. Binding studies concerning the cyclopropanated sulfonamide dinucleotide 19 are pending.

Identiferoai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:QMM.22784
Date January 1995
CreatorsNower, Peter
ContributorsJust, G. (advisor)
PublisherMcGill University
Source SetsLibrary and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada
LanguageEnglish
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation
Formatapplication/pdf
CoverageMaster of Science (Department of Chemistry.)
RightsAll items in eScholarship@McGill are protected by copyright with all rights reserved unless otherwise indicated.
Relationalephsysno: 001461778, proquestno: MM05608, Theses scanned by UMI/ProQuest.

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