Abstract

The new deoxycytidine (dC) analogue phosphoramidites 1-3 were synthesized, which bear an ethylenediaminetetraacetic acid triethyl ester [EDTA(OEt) 3 ] attached to the exocyclic amino group through either a cyclic-C 6 , a C 2 , or a linear-C 6 tether. By this way, the chelating base dC-EDTA can be inserted, by automatic synthesis, in a site-specific manner into oligodeoxynucleotides (ODNs), in place of any dC along the sequence, and can be thus exploited, for example, for footprinting experiments. Furthermore, the analogue phosphoramidite 4, bearing a diethylenetriaminepentaacetic acid tetraethyl ester [DTPA(OEt) 4 ] attached through the cyclic-C 6 tether was also prepared. The possibility of insertion of 1-4 into ODNs was verified.

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