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Oxidación de los derivados de la guanosina por un complejo de platino (IV): transferencia interna de electrones a

Sunhee Choi¹, Richard B Cooley, Adelina Voutchkova

¹Department of Chemistry and Biochemistry, Middlebury College, Middlebury, VT 05753, USA. choi@middlebury.edu

Journal of the American Chemical Society

|February 11, 2005

Resumen

Un complejo de platino (IV) oxida el 2'-deoxiguanosina 3'-monofosfato (3'-dGMP) a un producto cíclico. Esta oxidación del ADN requiere un grupo nucleófilo 5' para que ocurra la reacción.

Área de la Ciencia:

Química Inorgánica La Química Inorgánica es la química inorgánica.
Química bioorgánica Química bioorgánica.
Química orgánica es la química orgánica.

Sus antecedentes:

Los complejos de metales de transición pueden mediar la oxidación del ADN.
Trabajos anteriores mostraron que un complejo de platino (IV) oxida el 5-dGMP a 8-oxo-5-dGMP.
Los productos de oxidación dependen del complejo metálico y la estructura del ADN.

Objetivo del estudio:

Para investigar la oxidación de 3 -dGMP por un complejo de platino (IV).
Para dilucidar el mecanismo y los productos de esta reacción de oxidación del ADN.
Determinar los requisitos estructurales para la oxidación de la guanosina por complejos de platino (IV).

Principales métodos:

Cromatografía líquida de alto rendimiento (HPLC)
(1) H y (31) P espectroscopia de resonancia magnética nuclear (RMN)
Espectrometría de masa de tiempo de vuelo de ionización por desorción láser asistida por matriz (MALDI-TOF MS)

Principales resultados:

El complejo de platino (IV) oxida estequiométricamente el 3 -dGMP al cíclico (5 -O-C8) -3-dGMP.
Un mecanismo propuesto implica la unión de Pt(IV) a N7, seguida por el ataque nucleófilo y la transferencia de electrones.
La reacción requiere un grupo nucleófilo en la posición 5 de la guanosina para que ocurra la oxidación.

Conclusiones:

El complejo de platino (IV) facilita una reacción redox única con 3 -dGMP.
La formación del cíclico (5-O-C8)-3-dGMP depende del grupo 5-hidroxilo.
Este estudio pone de relieve la importancia de la estructura del sustrato en las reacciones redox del ADN mediadas por metales.

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