Sugar modified nucleosides and their use for synthesis of...

C - Chemistry – Metallurgy – 07 – H

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C07H 21/00 (2006.01) C07D 239/47 (2006.01) C07D 239/54 (2006.01) C07D 403/04 (2006.01) C07D 473/18 (2006.01) C07D 473/34 (2006.01) C07H 19/04 (2006.01) C07H 19/073 (2006.01)

Patent

CA 2307311

A number of modified nucleosides are disclosed composed of modified sugar moieties which contain substituents at C1 and C4 positions, or branched substituents at C3 and C5 positions of deoxyribose or ribose. Each nucleoside is converted to or properly protected and then converted to the corresponding phosphoramidites. These phosphoramidites are used to assemble oligonucleotides in which there is at least one of the forenoted nucleosides. These sugar modified oligonucleotides have the potential to be used as antisense therapies since they are expected to enhance nuclease resistance and cellular uptake while they maintain sequence-specificity and affinity to nucleic acid targets in vitro or in vivo.

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