Silyl linker for solid-phase synthesis of nucleic acid

Details Silyl linker for solid-phase synthesis of nucleic acid Silyl linker for solid-phase synthesis of nucleic acid

C - Chemistry, Metallurgy

07

F

C07F 7/10 (2006.01) C07H 19/073 (2006.01) C07H 19/173 (2006.01) C07H 21/04 (2006.01) C12N 15/11 (2006.01)

Patent

CA 2556593

A silyl linker that can be efficiently introduced in a solid-phase support for use in the synthesis of nucleic acid oligomers such as DNA. There is provided a silyl linker for solid-phase synthesis of nucleic acid, comprised of a compound of the general formula: H-(R1)Si(R2)-(C6H4)-CONH-(A)-COOH (I) (wherein each of R1 and R2 is an alkyl or aryl, and (A) represents a spacer moiety), or a salt thereof. There is further provided a 3~-end nucleoside unit having the above compound linked via an oxygen atom to the 3-position of sugar of nucleoside or a derivative thereof. There is still further provided a solid- phase support having the 3~-end nucleoside unit introduced therein, and provided a method of synthesizing a nucleic acid oligomer with the use of the solid-phase support.

Un agent de couplage silyle peut être introduit efficacement dans un support en phase solide en vue d'une utilisation dans la synthèse d'oligomères d'un acide nucléique tel que de l'ADN. On fournit un agent de couplage silyle en vue d'une synthèse en phase solide d'un acide nucléique, constitué d'un composé de formule générale : H-(R1)Si(R2)-(C¿6?H¿4?)-CONH-(A)-COOH (I) (dans laquelle chacun de R1 et R2 est un alkyle ou un aryle et où (A) représente une moitié d'espaceur) ou bien d'un sel de celui-ci. On fournit en outre une unité de nucléoside de terminaison 3' comportant le composé ci-dessus lié par l'intermédiaire d'un atome d'oxygène à la position 3 d'un sucre de nucléoside ou d'un dérivé de celui-ci. On fournit encore un support en phase solide comportant l'unité de nucléoside de terminaison 3' qui y est introduite, et on fournit un procédé de synthèse d'un oligomère d'acide nucléique grâce à l'utilisation du support en phase solide.

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