The synthesis of diene-containing nucleoside phosphoramidites and their use in the labeling of oligonucleotides.
A variety of furan-modified nucleoside phosphoramidite monomers has been prepared and efficiently incorporated into oligonucleotides. These take part in Diels-Alder reactions with fluorescent maleimides to give fluorescent-labeled oligonucleotides. This represents a strategy for oligonucleotide labeling that is orthogonal to amine-based methods.
Anderson
Emma
E
Link Technologies Ltd., Scotland, UK.
Picken
Douglas
D
D000588:Amines / Q000737:chemistry; D003841:Deoxycytidine / Q000737:chemistry; D005456:Fluorescent Dyes / Q000494:pharmacology; D005663:Furans / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D046911:Macromolecular Substances; D008956:Models, Chemical; D008967:Molecular Biology / Q000379:methods*; D009705:Nucleosides / Q000737:chemistry*; D009711:Nucleotides / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000737:chemistry; D009841:Oligonucleotides / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013696:Temperature
D000588:Amines; D005456:Fluorescent Dyes; D005663:Furans; D046911:Macromolecular Substances; D009705:Nucleosides; D009711:Nucleotides; D009838:Oligodeoxyribonucleotides; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D003841:Deoxycytidine; C039281:furan