C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
C07H 21/04 (2006.01) A61K 31/70 (2006.01) C07H 19/06 (2006.01) C07H 19/16 (2006.01) C07H 19/173 (2006.01) C07H 21/00 (2006.01) C12Q 1/68 (2006.01)
Patent
CA 2184375
Modified oligonucleotides 3'-NHP(O)(O-)O-5' phosphoramidates were synthesized on a solid phase support. The phosphoramidate analogs were found to have significantly increased resistance toward phosphodiesterase digestion. Thermal dissociation experiments demonstrated that these compounds form more stable duplexes than phosphodiesters with complementary DNA and particularly RNA strands. Further, the phosphoramidate analogs can also form stable triplexes with double-stranded DNA target, where under similar conditions parent phosphodiester compounds failed to do so.
On a synthétisé des oligonucléotides modifiés ayant des liaisons 3'-NHP(O)(O?-¿)O-5' phosphoramidates, sur un support en phase solide. On a constaté que ces analogues de phosphoramidates présentent une résistance nettement accrue à la digestion par les phosphodiestérases. Des expériences de dissociation thermique démontrent que ces composés forment des duplex plus stables que les phosphodiesters avec les brins d'ADN complémentaire et surtout d'ARN. De plus, ces analogues de phosphoramidates peuvent aussi former des triplex stables avec une cible d'ADN à double brin, ce que ne peuvent faire les composés de phosphodiesters parents dans des conditions similaires.
Chen Jer-Kang
Gryaznov Sergei M.
Schultz Ronald G.
Geron Corporation
Gowling Lafleur Henderson Llp
Lynx Therapeutics Inc.
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