Novel non-nucleosidic building blocks for the preparation of multilabeled oligonucleotides.
Synthesis of new non-nucleosidic phosphoramidites 1 and 2 derived from achiral precursors containing two reporter groups or amino functions is described. Among them, only phosphoramidites 1a-c allow multiple derivatization of synthetic oligonucleotides. The usefulness of building blocks 1a-c is demonstrated by introduction of several amino functions or fluorescent dansyl reporters at the 3'- and 5'-termini of synthetic oligonucleotides and their phosphorothioate analogues. It is demonstrated that multilabeled non-nucleosidic tether has no or only minor influence on the hybridization properties of the oligonucleotides.
Guzaev
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A
Department of Chemistry, University of Turku, Finland.
Salo
H
H
Azhayev
A
A
Lönnberg
H
H
D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009693:Nucleic Acid Hybridization; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013696:Temperature
D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds