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Synthesis of amide-backbone DNA analogues and their poly(ethylene glycol) derivatives

Thymidine dimers 16 and 18, connected by amide or N-methylamide linkages, have been prepared. The dimers were incorporated into normal strands of DNA by solid phase synthesis. Thermal denaturation studies, using complementary single-stranded RNA, indicated that these modifications caused no destabilization of the DNA-RNA duplex. / The block synthesis of amide-linked homotetramer 30 is described. The synthesis of the corresponding octamer could not be verified because of lack of solubility. One by one homologation was found to be a suitable method for the preparation of N-methylamide analogues. / Poly(ethylene glycol), covalently attached to the 3$ sp prime$ or 5$ sp prime$ end of amide-backbone thymidine homopolymers, was found to greatly increase their solubility. The poly(ethylene glycol) simultaneously served as a soluble solid support for the homologation reactions.$ sp*$ ftn$ sp*$Please refer to the dissertation for diagram.

Identiferoai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:QMM.40145
Date January 1996
CreatorsIdziak, Irene
ContributorsJust, George (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
CoverageDoctor of Philosophy (Department of Chemistry.)
RightsAll items in eScholarship@McGill are protected by copyright with all rights reserved unless otherwise indicated.
Relationalephsysno: 001499923, proquestno: NN12389, Theses scanned by UMI/ProQuest.

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