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Synthesis of a cyclopentane amide DNA analogue and its base pairing properties
Dae-Ro Ahn1, Markus Mosimann, Christian J Leumann
1Department of Chemistry and Biochemistry, University of Bern, Bern, Switzerland.
Abstract:
cpa-DNA monomers containing the bases adenine and thymine have been synthesized starting from the known compound 1 in 12 steps. Partially and fully modified cpa-thymidine and cpa-adenosine containing oligodeoxynucleotides were synthesized by standard oligonucleotide chemistry. Fully modified homo-cpa-A sequences lead to duplex destabilization by -1.4 degrees C/mod. relative to DNA. As its congener bca-DNA, cpa-DNA prefers left-handed duplex formation where possible.
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