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Accueil > Publications > Recherche par années > Années 1990 > 1991

Asseline, U ; Hau, JF ; Czernecki, S ; Lediguarher, T ; Perlat, MC ; Valery, JM ; Thuong, NT

Synthesis and physicochemical properties of oligonucleotides built with either a-L or ß-L nucleotides units and covalently linked to an acridine derivative

Nucleic Acids Research 19 (15) 4067-4074

par Administrateur - publié le

Abstract :

Modified deoxynucleosides 2’-deoxy-ß-L-uridine, ß-L-thymidine, a-L-thymidine, 2’-deoxy-ß-L-adenosine and 2’-deoxy-a-L-adenosine were synthesized and assembled as homooligomers, respectively : octa-ß-L-deoxyuridylates, octa ß-L and a-L-thymidylates and tetra ß-L and a-L-deoxyadenylates. These unnatural oligomers were then substituted with an acridine derivative. The binding studies of these modified oligonucleotides with D-ribo- and D-deoxyribopolynucleotides were carried out by absorption spectroscopy. While ß-L-d(Up)8m5Acr, ß-L-(Tp)8m5Acr, a-L-(Tp)8m5Acr did not interact with poly(rA) and poly(dA), ß-L-d(Ap)4m5Acr and a-L-d(Ap)4m5Acr did form double and triple helices with poly(rU) and poly(dT), respectively. Their stability towards nuclease digestion was studied through comparison with that of octa-ß-D-thymidylate and tetra ß-D-deoxyadenylate covalently linked to an acridine derivative. One endonuclease (nuclease P1 from Penicillium citrinum) and two exonucleases (a 3’-exonuclease from Crotalus durissus venom and a 5’-exonuclease extracted from calf thymus) were employed. ß-L- and a-L-oligomers demonstrate a high resistance toward nuclease digestion.