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Oligonucleotides Containing Acyclic Nucleoside Analogues with Carbamate Internucleoside Linkages

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Abstract

Synthesis of 2′-deoxy-2′,3′-secothymidine t and its dimer t*t, where the two 2′-deoxy-2′,3′-secothymidine t units are connected via a carbamate, *=3′-NH-CO-O-5′, internucleoside linkage has been achieved. These building blocks were protected in the 5′-position, converted into their phosphoramidites, or attached onto CPG, and then used for “chimeric oligonucleotide” synthesis.

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... ÷ -7.2°C). This distinctly lower affinity of the investigated DNA analogs towards the complementary strands probably results from their higher flexibility in comparison to natural DNA molecules, which brings the loss of entropy [39,40]. It has been shown that a rigid structure of DNA analog (like e.g. ...
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