Red-emitting [8,9]benzophenoxazine nucleic acid dyes and...

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 265/34 (2006.01) C09B 19/00 (2006.01) C12Q 1/68 (2006.01) G01N 1/30 (2006.01) G01N 33/52 (2006.01) G01N 27/447 (2006.01)

Patent

CA 2382593

A new class of red-emitting, fluorescent [8,9] benzophenoxazine dyes are provided that are useful for staining nucleic acids in a variety of contexts, including in solutions, in electrophoretic gas or other matrices, in blotting experiments and in assays employing intact, live cells. The new dyes are brighter and permeate cells faster than currently available red-emitting live-cell nucleic acid stains. The benzophenoxazine compound of the present invention comprises a benzophenoxazine compound comprising a parent [8,9]benzophenoxazine ring and a cationic chain, said parent [8,9]benzophenoxazine ring having a primary, secondary or tertiary amino substituent at the C3 carbon and an imminium substituent at the C7 carbon, wherein the cationic chain is attached to the C7 imminium nitrogen via a methylene carbon, with the proviso that the benzophenoxazine compound is not 3-dimethylamino-7- [2- (diethylamino)ethyl]-5H-[8,9]benzophenoxazine chloride.

L'invention concerne un nouvelle classe de colorants fluorescents émettant du rouge à base de [8,9]benzophénoxazine. Ces colorants permettent de colorer des acides nucléiques dans différents contextes, y compris dans des solutions, dans des gels électrophorétiques ou dans d'autres matrices, dans des techniques de buvardage et dans des essais utilisant des cellules vivantes intactes. Ces colorants sont plus clairs et pénètrent les cellules plus rapidement que les teintures pour acides nucléiques à cellules vivantes émettant du rouge qui sont actuellement disponibles.

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