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Syntheses of valpromide dipeptide derivatives and interactions of derivatives with ctDNA

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Abstract

Two types of valproamide dipeptides, i.e., valproic acid (VPA)-Tyr-Tyr and VPA-His-His, were synthesized via Fmoc solid-phase peptide synthesis, purified via reversed-phase HPLC, and characterized via 1H, 13C NMR and ESI–MS to promote the interaction of valproic acid derivative with biological molecular. The interactions of VPA-Tyr-Tyr and VPA-His-His with DNA were investigated via UV–Vis absorption spectroscopy, fluorescence spectroscopy, and gel electrophoresis. The results showed that both VPA-Tyr-Tyr and VPA-His-His interacted with ctDNA through the groove binding mode and exhibited higher affinity for ctDNA compared with free VPA. Therefore, the valpromide derivatives modified by dipeptides have significant practical value in future studies.

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Acknowledgments

We thank the National Natural Science Foundation of China (No. 21172054 and 21301050), the Innovation scientists and Technicians Troop construction projects of Zhengzhou city (No. 10LJRC174) and the Foundation of Education Department of Henan Province (No. 13B150947).

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The authors confirm that this article content has no conflicts of interest.

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou, 450001, China

    Dongxin Zhao, Li Ma, Kui Lu, Jiangzhuo Wu & Juan He

  2. School of Material and Chemical Engineering, Henan Institute of Engineering, Zhengzhou, 450007, China

    Kui Lu

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  1. Dongxin Zhao
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  2. Li Ma
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  3. Kui Lu
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  4. Jiangzhuo Wu
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  5. Juan He
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Correspondence to Dongxin Zhao or Kui Lu.

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Zhao, D., Ma, L., Lu, K. et al. Syntheses of valpromide dipeptide derivatives and interactions of derivatives with ctDNA. Res Chem Intermed 41, 8591–8601 (2015). https://doi.org/10.1007/s11164-014-1913-1

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  • DOI: https://doi.org/10.1007/s11164-014-1913-1

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