SYNTHESIS OF 5-(PYRIDINYL AND PYRIDINIUMYL)-2′-DEOXYURIDINE NUCLEOSIDES: REVERSIBLE ELECTRON TRAPS FOR DNA
Autor: | Thomas L. Netzel, Samir T. Gaballah |
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Rok vydání: | 2002 |
Předmět: |
Pyridines
Stereochemistry Nucleosides DNA General Medicine Electron Oligonucleotide synthesis Cleavage (embryo) Combinatorial chemistry Deoxyuridine Biochemistry Electron transport chain Electron Transport Structure-Activity Relationship chemistry.chemical_compound Organophosphorus Compounds chemistry Nucleic acid Genetics Molecular Medicine Hydrogenation Conjugate |
Zdroj: | Nucleosides, Nucleotides and Nucleic Acids. 21:681-694 |
ISSN: | 1532-2335 1525-7770 |
Popis: | The desire to produce reversible electron traps for direct, room temperature studies of excess electron transport in DNA duplexes and hairpins motivated our efforts first to link pyridines to 2′-deoxyuridine (pyridinyl-dU) and then to convert these new conjugates into pyridiniumyl-dU nucleosides. Base sensitivity studies presented here rule out general use of bipyridinediiumyl compounds, but show that pyridiniumyl compounds are suitable for use under the strand cleavage and base deprotection procedures required for automated solid-phase oligonucleotide synthesis. This paper presents the synthesis of four 5′-O-DMT-protected 5-(N-methylpyridiniumyl)-dU conjugates using either ethynyl or ethylenyl linkers to join the pyridiniumyl and dU subunits. |
Databáze: | OpenAIRE |
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