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Diseño modular de enzimas G-cuadruplex de metaloADN para formaciones catalíticas de enlaces C-C con

Philip M Punt¹, Marie D Langenberg¹, Okan Altan¹

¹Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, 44227 Dortmund, Germany.

Journal of the American Chemical Society

|February 25, 2021

Resumen

Los investigadores desarrollaron nuevos catalizadores de ADN de unión a los metales (metalloDNA enzimas) para las reacciones enantioselectivas. Esta estrategia utiliza estructuras G-cuadruplex y emparejamiento de bases mediadas por metales para un control preciso de la catálisis del ácido de Lewis.

Área de la Ciencia:

La bioquímica
Química orgánica
Ciencias de los materiales

Sus antecedentes:

Las enzimas metalloDNA con funciones catalíticas están ganando atención.
La ubicación precisa de los centros metálicos catalíticos en las enzimas metalloDNA a menudo no se determina.
El desarrollo de enzimas metaloDNA para la catálisis del ácido de Lewis requiere un control preciso de la coordinación del metal.

Objetivo del estudio:

Desarrollar un enfoque racional para la creación de metalloenzimas de ADN para reacciones catalizadas por ácido de Lewis, específicamente adiciones Michael enantioselectivas.
Investigar las relaciones estructura-actividad de estas nuevas metaloenzimas.
Para controlar la enantioselectividad de las reacciones catalíticas mediante la modificación de la estructura del ADN.

Principales métodos:

Utilizando patrones de plegado G-cuadruplex de ADN unimolecular y emparejamiento de bases mediado por metales.
Incorporación covalente de un ligando de imidazol inspirado en proteínas (L) en cadenas de ADN ricas en G a través de la síntesis de fase sólida.
Empleando diseño iterativo de secuencias de ADN y ensayos catalíticos para identificar y optimizar las metalloenzimas de ADN.

Principales resultados:

Se han desarrollado con éxito enzimas de metaloADN adaptadas capaces de altas tasas de conversión y excelentes enantioselectividades (≥99%).
Obtuvo información sobre las relaciones estructura-actividad basadas en la secuencia de ADN, el plegamiento y la coordinación del metal.
Control demostrado de la formación de productos enantioméricos (S) y (R) mediante la variación del número y la posición del ligando L.

Conclusiones:

Se ha establecido una nueva estrategia para el diseño de metalloenzimas de ADN para la catálisis de ácido de Lewis enantioselectivo.
El marco G-quadruplex proporciona una plataforma versátil para crear sitios definidos de unión de metales en el ADN.
Este enfoque permite un control preciso de la actividad catalítica y el resultado estereocímico, allanando el camino para nuevos catalizadores basados en el ADN.

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