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Análogos de polideoxirribonucleótidos derivados de timidina sintéticos y funcionales de un fosfoester cíclico de seis

Yi-Yun Timothy Tsao¹, Karen L Wooley¹

¹Departments of Chemistry, Chemical Engineering, Materials Science & Engineering, and The Laboratory for Synthetic-Biologic Interactions, Texas A&M University , College Station, Texas 77842-3012, United States.

Journal of the American Chemical Society

|April 11, 2017

Resumen

Los científicos desarrollaron un nuevo método para crear polímeros de desoxinucleótidos sintéticos utilizando monómeros cíclicos tensados. Este enfoque permite la producción escalable de análogos biomacromoleculares funcionales para materiales avanzados.

Área de la Ciencia:

Biología sintética
Química de los polímeros
Síntesis orgánica

Sus antecedentes:

La producción escalable de análogos biomacromoleculares funcionales sigue siendo un desafío importante.
Los bloques de construcción de deoxinucleósidos con bases no naturales ofrecen una ruta hacia nuevas estructuras poliméricas.

Objetivo del estudio:

Desarrollar una metodología sintética para construir polímeros de desoxinucleótidos de alto peso molecular.
Para utilizar una estrategia de polimerización de apertura de anillo de fosfoester cíclico de seis miembros.

Principales métodos:

Síntesis de un nuevo monómero bicíclico, el 3-(3-butenilo) cíclico de timidina, a partir de la timidina.
Polimerización de apertura de anillo del monómero cíclico tensado.
Modelado computacional para evaluar la energía de deformación del anillo.

Principales resultados:

Se han sintetizado con éxito polifosfores con unidades de repetición de desoxirribonucleósidos funcionalizados con butenilo y enlaces de espina dorsal 3',5'.
Se ha demostrado la polimerización del monómero cíclico tensado dando lugar a polímeros de baja dispersión (Đ < 1,10).
El análisis computacional confirmó una tensión significativa del anillo en el monómero, lo que facilita la polimerización.

Conclusiones:

La estrategia desarrollada permite la creación de materiales analógicos de polideoxirribonucleótidos funcionales y degradables.
Este enfoque proporciona una nueva plataforma para materiales sintéticos avanzados que combinan características de productos naturales con propiedades de polímeros.

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