Method of the solid phase synthesis of pyrrole-imidazole...

C - Chemistry – Metallurgy – 07 – D

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C07D 403/12 (2006.01) C07D 207/34 (2006.01) C07D 403/14 (2006.01) C07D 405/14 (2006.01) C07D 487/04 (2006.01)

Patent

CA 2450773

It is intended to provide a method of producing a pyrrole-imidazole polyamide whereby a longer pyrrole-imidazole polyamide can be conveniently synthesized and a peptide (protein) can be easily transferred. According to this method, a pyrrole-imidazole polyamide having a carboxylate group which can be excised from a solid phase carrier at its end, makes it possible to directly transfer various functional groups and can exactly distinguish DNA sequences can be efficiently produced. A method of synthesizing a pyrrole-imidazole polyamide characterized by performing automatic synthesis by the solid phase Fmoc method with the use of a peptide synthesizer; a pyrrole-imidazole polyamide having a carboxyl group at its end obtained by this method; a pyrrole-imidazole polyamide having a DNA alkylation agent transferred into the carboxyl group at the end of the above-described pyrrole-imidazole polyamide; and a sequence- specific DNA alkylation method characterized by using the above compound.

L'invention se rapporte à un procédé de fabrication d'un polyamide de pyrrole-imidazole dans lequel un polyamide de pyrrole-imidazole plus long peut être aisément synthétisé et un peptide (protéine) peut être facilement transféré. Selon ce procédé, un polyamide de pyrrole-imidazole possédant un groupe carboxylate qui peut être facilement excisé d'un support solide au niveau de ses extrémités, permet de transférer directement différents groupes fonctionnels et peut exactement distinguer les séquences ADN et peut être facilement fabriqué. L'invention concerne aussi un procédé de synthèse d'un polyamide de pyrrole-imidazole qui se caractérise par la synthèse automatique au moyen du procédé Fmoc en phase solide grâce à un synthétiseur de peptide ; un polyamide de pyrrole-imidazole possédant un agent d'alkylation de l'ADN transféré dans le groupe carboxyl au niveau de l'extrémité du polyamide de pyrrole-imidazole susmentionné ; et un procédé d'alkylation de l'ADN propre à une séquence caractérisé par le fait qu'il utilise ledit composé.

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