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Síntesis de (R) -melleína por una reducción parcial iterativa de la policetida sintetasa

Huihua Sun¹, Chun Loong Ho, Feiqing Ding

¹School of Biological Sciences, Nanyang Technological University, 60 Nanyang Drive, Singapore 637551.

Journal of the American Chemical Society

|July 17, 2012

Resumen

La biosíntesis de Mellein involucra una reducción parcial de la iterativa poliquetida sintasa (PR-PKS) que produce un pentaketida. El dominio cetorreductaza de esta enzima controla de manera única la ceto-reducción, lo que explica la síntesis programada en los productos naturales.

Área de la Ciencia:

Biosíntesis de Productos Naturales de Productos Naturales
Enzimología Enzimología.
Las poliquetidas sintasas.

Sus antecedentes:

La meleína y las 3,4-dihidroisocumarinas son productos naturales con actividades biológicas significativas.
Las vías de biosíntesis de las dihidroisocumarinas no se comprenden bien.

Objetivo del estudio:

Para dilucidar el mecanismo de la biosíntesis de la melena.
Investigar el papel de la reducción parcial de las poliquetidas sintasas iterativas (PR-PKS) en la síntesis de productos naturales.

Principales métodos:

Síntesis enzimática de la meleína mediante el uso de un PR-PKS.
Análisis de los intermediarios de la pentaketida y de la formación del producto.
Caracterización bioquímica de la función del dominio de la ketorreductaza (KR).

Principales resultados:

Mellein es sintetizado como un producto pentaketida por un PR-PKS.
La meleína sintasa muestra un patrón de reducción cetogénica único en comparación con las PR-PKSs homólogas.
El dominio de la ketorreductaza (KR) es responsable de reconocer y diferenciar los intermediarios de policetida.

Conclusiones:

El estudio revela un nuevo mecanismo para la ceto-reducción programada en PR-PKSs.
La especificidad del dominio KR proporciona una explicación mecanicista para las distintas estructuras de productos naturales.
Este trabajo avanza en la comprensión de la biosíntesis compleja de productos naturales.

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