Fluorescence properties and base pair stability of oligonucleotides containing 8-aza-7-deaza-2′-deoxyisoinosine or 2′-deoxyisoinosine

Article abstract of DOI:10.1080/15257770008045448

The fluorescence and the base pairing properties of 8-aza-7-deaza-2′-deoxyisoinosine (1) are described and compared with those of 2′-deoxyisoinosine (2). The corresponding phosphoramidites (11, 12) are synthesized using the diphenylcarbamoyl (DPC) residue for the 2-oxo group protection. The nucleosides 1 and 2 base pair with 2′-deoxy-5-methylisocytidine in DNA duplexes with antiparallel chain orientation and with 2′-deoxycytidine in a parallel DNA. These base pairs are less stable than the canonical dA-dT pair and that of 2′-deoxyinosine (4) with 2′-deoxycytidine. The fluorescence of the nucleosides 1 and 2 is quenched (～95%) in duplex DNA. The residual fluorescence is used to determine the T_m-values, which are found to be the same as determined UV-spectrophotometrically.

Full text of DOI:10.1080/15257770008045448

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Fluorescence Properties and Base Pair
Stability of Oligonucleotides Containing
8-Aza-7-deaza-2′-deoxyisoinosine or 2′-
Deoxyisoinosine
Frank Seela a , Georg Becher a & Yaoming Chen a
a Laboratorium für Organische und Bioorganische Chemie,
Institut für Chemie, Universität Osnabrück , Barbarastr. 7,
D-49069, Osnabrück, Germany Phone: +49(541)969-2791 Fax:
+49(541)969-2791 E-mail:
Published online: 17 Apr 2008.
To cite this article: Frank Seela , Georg Becher & Yaoming Chen (2000) Fluorescence Properties
and Base Pair Stability of Oligonucleotides Containing 8-Aza-7-deaza-2′-deoxyisoinosine or
2′-Deoxyisoinosine, Nucleosides, Nucleotides and Nucleic Acids, 19:10-12, 1581-1598, DOI:
10.1080/15257770008045448
To link to this article: http://dx.doi.org/10.1080/15257770008045448
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