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Paper | Special issue | Vol 61, No. 1, 2003, pp.403-416
Published online, 20th October, 2003
DOI: 10.3987/COM-03-S56
Synthesis and Conformational Studies of 3’-(2’-Aminoborane-2’-deoxyuridyl)-5’-thymidilyl Hydrogen Phosphate to be Used in the Construction of Oligonucleotide Sequences

Luigi Piero Stasi, Claudia Mugnaini, Stefano Alcaro, Federico Corelli,* and Maurizio Botta*

*Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena, Via A. Moro, snc 53100 Siena, Italy

Abstract

The synthesis of the boronated dinucleotide (2) starting from commercially available building blocks was accomplished according to the phosphoramidite approach. The dimer, which can be used in the construction of oligonucleotide sequences, is itself interesting for its potential applications in Boron Neutron Capture Therapy and as a possible inhibitor of HIV-1 integrase. Computational studies were also performed showing its preferential C3’-endo (RNA-like) conformation.