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Title: Design and synthesis of novel protecting groups for the solid phase synthesis of oligonucleotides
Author: Kerr, Ruairidh Duncan
Awarding Body: University of Edinburgh
Current Institution: University of Edinburgh
Date of Award: 2000
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Four different compounds have been investigated for their usefulness as protecting groups for the solid phase synthesis of RNA and DNA, covering both 5' and 2' protection. First is a 5' hydroxyl protecting group containing the highly hydrophobic Tbf (Tetrabenzo[a,c,g,i]fluorene) moiety and based on the trityl protecting group. This new group has been successfully incorporated into the synthesis of oligonucleotides pre-attached to the final nucleotide. The high hydrophobicity of the Tbf moiety is then utilised to purify the sequence and is cleaved using existing protocols intended for dimethoxy trityl protection. This group could be used for oligodeoxyribonucleotides, oligoribonucleotides, peptides and sugars. Three separate compounds were tried for the 2' position and are therefore of general applicability in oligoribonucleotide systems. These protecting groups are planned to have a two stage deprotection protocol intended to be compatible with the synthesis of oligoribonucleotides while also meeting the strict steric restraints of the position.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available