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Title: The development of methodology for the chemical synthesis of oligonucleotides
Author: Bremner, Murray Alexander
Awarding Body: University of Edinburgh
Current Institution: University of Edinburgh
Date of Award: 1997
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The development of novel protecting group strategies for the 2'-hydroxyl function of ribonucleosides has been reviewed and a new design has been formulated. The design is based upon a two stage deprotection strategy which is compatible with the final steps in RNA synthesis using solid phase methods. Central to this is the intramolecular addition to an acetylenic system leading to an acid-labile enol ether system, collapse of which results in liberation of the 2'-hydroxyl function. A series of propargyl based systems have been synthesised, incorporated and their suitability evaluated for the automated chemical synthesis of oligoribonucleotides using the phosphoramidite approach. Also discussed are the fully automated syntheses of branched oligodeoxynucleotides (ODNs), accomplished using a 5',2'-di(dimethoxytrityl)-protected arabino-uridine derivative as the branching monomer. The synthesis and incorporation of the branching monomer has been described. The affinities of the branched ODNs towards complementary single stranded ODNs were studied using UV thermal denaturing experiments.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available