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Nucleic Acids Research, 1994, Vol. 22, No. 1 20-24
© 1994

CHEMISTRY

Oligonucleotide duplexes containing 2'-amino-2'-deoxycytidines: thermal stability and chemical reactivity

Helle Aurup, Thomas Tuschl, Fritz Benseler, Janos Ludwig+ and Fritz Eckstein*

Max-Planck-Institut für Experimented Medizin Hermann-Rein-Straße 3, D-37075 Göttingen, Germany

*To whom correspondence should be addressed

Received November 1, 1993. Accepted December 6, 1993.

Thermal stabilities of oligonucleotides containing 2'-amino-2'-deoxycytidines were determined and compared to those of the unmodified oligonucleotides. The presence of the 2'-aminonucleoside destabilised duplexes in a RNA as well as a DNA context at pH 7 as well as at pH 5. The pK, of the 2'-amino group was determined by 13C-NMR spectroscopy to be 6.2. The reactivity of an oligonucleotide containing a 2'-amino-nucleoside was exploited for the incorporation of rhodamine by its isothiocyanate derivative.

+Present address: Ribonetics, Rudolf-Wissel-Straße 3, D-37075 Göttingen, Germany


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