Synthetic, structural, spectroscopic and solution speciation studies of the binary Al(III)-quinic acid system. Relevance of soluble Al(III)-hydroxycarboxylate species to molecular toxicity

Catherine Gabriel, Melita Menelaou, Markos Daskalakis, Andrea Lakatos, Tamas Kiss, Constantin Mateescu, Raphael G. Raptis, Panagiotis Zoumpoulakis, Athanasios Salifoglou

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    11 Citations (Scopus)

    Abstract

    Efforts to delineate the interactions of Al(III), a known metallotoxin, with low molecular mass physiological substrates involved in cellular processes led to the investigation of the structural speciation of the binary Al(III)-quinic acid system. Reaction of Al(NO3)3 · 9H2O with d-(-)-quinic acid at a specific pH (4.0) afforded a colorless crystalline material K[Al(C7H11O6)3] · (OH) · 4H2O (1). Complex 1 was characterized by elemental analysis, FT-IR, DSC-TGA, 13C-MAS NMR, solution 1H and 13C NMR, and X-ray crystallography. The structure of 1 reveals a mononuclear octahedral complex of Al(III) with three singly ionized quinate ligands bound to it. The three ligand alcoholic side chains do not participate in metal binding and dangle away from the complex. The concurrent study of the aqueous speciation of the binary Al(III)-quinic acid system projects a number of species complementing the synthetic studies on the binary system Al(III)-quinic acid. The structural and spectroscopic data of 1 in the solid state and in solution emphasize its physicochemical properties emanating from the projections of the aqueous structural speciation scheme of the Al(III)-quinic acid system. The employed pH-specific synthetic work (a) exemplifies essential structural and chemical attributes of soluble aqueous species, arising from biologically relevant interactions of Al(III) with natural α-hydroxycarboxylate substrates, and (b) provides a potential linkage to the chemical reactivity of Al(III) toward O-containing molecular targets influencing physiological processes and/or toxicity events.

    Original languageEnglish
    Pages (from-to)2911-2920
    Number of pages10
    JournalPolyhedron
    Volume27
    Issue number13
    DOIs
    Publication statusPublished - 2008 Sep 10

    Keywords

    • Aluminum toxicity
    • Aluminum-quinate interactions
    • Solid-state and solution NMR
    • Structural speciation
    • X-ray structure

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry
    • Inorganic Chemistry
    • Materials Chemistry

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    Gabriel, C., Menelaou, M., Daskalakis, M., Lakatos, A., Kiss, T., Mateescu, C., Raptis, R. G., Zoumpoulakis, P., & Salifoglou, A. (2008). Synthetic, structural, spectroscopic and solution speciation studies of the binary Al(III)-quinic acid system. Relevance of soluble Al(III)-hydroxycarboxylate species to molecular toxicity. Polyhedron, 27(13), 2911-2920. https://doi.org/10.1016/j.poly.2008.06.029