Synthesis and incorporation into DNA fragments of the artificial nucleobase, 2-amino-8-oxopurine.
The nucleoside 2-amino-9-(2-deoxy-beta-d-ribofuranosyl)-7,8-dihydro-8-oxo-purine (dJ) was obtained in eight steps from 2'-deoxyguanosine. The appropriate protected phosphoramidite was synthesized and incorporated into DNA oligonucleotides. The thermal stability of heteroduplexes containing 2-amino-8-oxopurine (J) was investigated by UV-thermal denaturation experiments. The results obtained can be interpreted by the base pairing schemes involving the two edges of dJ depending on the anti and syn orientations.
Cadena-Amaro
Claudio
C
Unité de Chimie Organique, URA CNRS 2128, Institut Pasteur, 28, rue du Docteur Roux, 75724 Paris cedex 15, France.
Delepierre
Muriel
M
Pochet
Sylvie
S
D020029:Base Pairing; D009691:Nucleic Acid Denaturation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds; D011688:Purinones / Q000138:chemical synthesis* / Q000737:chemistry; D013696:Temperature
D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; D011688:Purinones; C434331:phosphoramidite