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-C6, a C2, or a linear-C6 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-C6 tether was also prepared. The possibility of insertion of 1-4 into ODNs was verified.
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Titolo: | Synthesis of Metal-Chelating Deoxycytidine-Analogue Phosphoramidites for the Automatic Synthesis of Labeled Oligonucleotides | |
Autori: | Cesare, Giordano; Del Bianco, Cristina; Sara, Faini; Anna, Napoli; Giovanni, Sindona; Luciano, Cellai | |
Autori Unitn: | ||
Titolo del periodico: | SYNTHESIS | |
Anno di pubblicazione: | 2004 | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1055/s-2004-829143 | |
Handle: | http://hdl.handle.net/11572/96523 | |
Appare nelle tipologie: | 03.1 Articolo su rivista (Journal article) |