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Nucleic Acids Research, 1987, Vol. 15, No. 15 6181-6196
© 1987

Articles

The synthesis of protected 5'-amino2', 5'-dideoxyribonucleoside-3'-O-phosphoramidites; applications of 5'-amino-oligodeoxyribonucleotides

Brian S. Sproat, Barbro Beijer and Peter Rider

European Molecular Biology Laboratory Postfach 10.2209, D-6900 Heidelberg, FRG

Received May 14, 1987. Revised June 30, 1987. Accepted June 30, 1987.

Synthetic routes to the four appropriately protected 5'-amino-2', 5'-dideoxyribo-nucleoside-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidites) have been developed.

The structures of all intermediates were confirmed by 13C n.m.r. spectroscopy. These building blocks have been used to prepare 5'-amino-oligodeoxyribonucleotides, which can be coupled to a wide variety of compounds, in particular metal cluster derivatives, but also fluorophores and biotin derivatives, thus generating a variety of very useful probes. Brief mention is made of a tetrairidium cluster derivative of 5'-amino-d[CCGATATCGG], which has been cocrystallised with EcoRV, and will be used for electron microscopy studies.


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