Synthesis and Interaction of L-dopa-L-Tyr-L-Tyr with DNA

doi:10.7503/cjcu20130072

Abstract

Abstract:

In order to improve the bioavailability of levodopa drug, reduing DNA damage, L-dopa-L-Tyr-L-Tyr was synthesized by Fmoc solid-phase synthesis, which was separated and purified by reversed-phase HPLC, and the product was characterized via ESI-MS,¹H NMR and ¹³C NMR. The interactions of L-dopa and L-dopa-L-Tyr-L-Tyr with ctDNA were investigated by ultraviolet, fluorescence spectra and agarose gel electrophoresis. The results showed that remarkable hypochromic effect was observed on the ultraviolet absorption spectra and the fluorescence quenching mechanism was static quenching by Stern-Volmer equation. The migration rate of pUC18 DNA became slow on the agarose gel electrophoresis, in the presence of increasing amounts of L-dopa and L-dopa-L-Tyr-L-Tyr. L-dopa and L-dopa-L-Tyr-L-Tyr might interact with DNA by intercalation binding. Compared with L-dopa, the interaction between L-dopa-L-Tyr-L-Tyr and DNA was stronger.

Key words: L-opa-L-Tyr-L-Tyr, DNA, Interaction

CLC Number:

O621.3

TrendMD:

ZHAO Dong-Xin, SUN Jing, ZHU Qi-Cong, LU Kui. Synthesis and Interaction of L-dopa-L-Tyr-L-Tyr with DNA[J]. Chem. J. Chinese Universities, 2013, 34(9): 2114.

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