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Effect of l-Histidine Substitution on Sol–Gel of Transition Metal Coordinated Poly Ethyleneimine: Synthesis and Biochemical Characterization

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Abstract

The study was aimed to investigate the effect of chemical modification of branched poly ethyleneimine (PEI) on chelation of transition metal ions (Me2+) including Zn2+, Cu2+ or Ni2+ and sol–gel conversion thereof. To modulate chelation property of PEI, imidazole moieties were introduced into the polymer backbone by carbodiimide chemistry at different molar ratios of fmoc-protected l-histidine. The synthesis was characterized by 1H-NMR spectroscopy and size exclusion chromatography. Potentiometric titration of PEI/Me2+ aqueous dispersions showed formation of stable complexes at pH above 5 depending on the degree of l-histidine substitution. FT-IR spectroscopy showed the imidazole ring of l-histidine was involved in the coordination interactions between PEI and Me2+. Addition of Zn2+ to PEI solution induced sol–gel conversion at a critical molar ratio decreasing by a higher degree of l-histidine modification. The gelation process led to formation of stable globular nanostructures as confirmed by atomic force microscopy with projected mean diameters less than 200 nm. Cellular experiment showed that l-histidine substitution enhanced cyto-compatibility of PEI, moreover cytotoxicity decreased significantly upon coordination of Zn2+ with the polymers. Conclusively, the coordination complexes of Zn2+ and l-histidine substituted PEI could serve as a nano system for biomedical applications.

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Acknowledgments

The authors gratefully acknowledge use of the facilities of the Center for Nanotechnology in Drug Delivery at Shiraz University of Medical Sciences (SUMS) and Nanotechnology Research Center, Tehran University of Medical Sciences (TUMS). This study was funded by SUMS grant to support Dr. Abolmaali thesis.

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Authors and Affiliations

  1. Department of Pharmaceutics, Shiraz School of Pharmacy, Shiraz University of Medical Sciences, 71345, Shiraz, Iran

    Samira Sadat Abolmaali & Haniye Najafi

  2. Center for Nanotechnology in Drug Delivery, Shiraz University of Medical Sciences, 71345, Shiraz, Iran

    Ali Tamaddon

  3. Nanotechnology Research Centre, Faculty of Pharmacy, Tehran University of Medical Sciences, 14174, Tehran, Iran

    Rasoul Dinarvand

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  1. Samira Sadat Abolmaali
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  2. Ali Tamaddon
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  3. Haniye Najafi
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Correspondence to Ali Tamaddon.

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Abolmaali, S.S., Tamaddon, A., Najafi, H. et al. Effect of l-Histidine Substitution on Sol–Gel of Transition Metal Coordinated Poly Ethyleneimine: Synthesis and Biochemical Characterization. J Inorg Organomet Polym 24, 977–987 (2014). https://doi.org/10.1007/s10904-014-0067-3

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  • DOI: https://doi.org/10.1007/s10904-014-0067-3

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