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Title: Synthesis of modified oligonucleotides
Author: Will, David W.
Awarding Body: University of Edinburgh
Current Institution: University of Edinburgh
Date of Award: 1992
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The 2,4-Dinitrophenyl (DNP) group is a hapten with potential use as a simple, inexpensive non-radioactive labelling group for oligonucleotides. DNP phosphoramidites have been synthesized which allow the attachment of multiple spaced and unspaced DNP groups to oligonucleotides during solid-phase DNA synthesis. Results of Polymerase Chain Reaction and antibody binding experiments are reported. A phosphoramidite to introduce multiple hydroxyl functions into oligonucleotides has been synthesized. Reaction of the multiple hydroxyl functions with single-addition biotin and DNP phosphoramidites during solid-phase synthesis allows the introduction of multiple biotin or DNP labels onto the oligonucleotides in high yield. Two single-addition biotin phosphoramidites have been synthesized incorporating benzoyl protection of the biotin moiety, and different spacer arm lenghts. These were used for the synthesis of biotinylated oligonucleotides during solid-phase synthesis. In an attempt to increase cellular uptake of antisense oligonucleotides Vitamin E, cholesterol and adamantane have been attached to oligonucleotides during solid-phase synthesis. Results of thermal denaturation studies on lipophilic oligonucleotides are reported.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available