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

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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

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

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) center dot 9H(2)O with D-(-)-quinic acid at a specific pH (4.0) afforded a colorless crystalline material K[Al(C7H11O6)(3)] center dot (OH) center dot H2O (1). Complex 1 was characterized by elemental analysis, FT-IR, DSC-TCA, C-13-MAS NMR, solution H-1 and C-13 NMR, and X-ray crystallography. The structure of I 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 alpha-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.

Article


English

2012-10-01
2012-10-01T15:27:22Z
2008-09-10

DOI: http://dx.doi.org/10.1016/j.poly.2008.06.029
http://hdl.handle.net/10442/12414


Ινστιτούτο Οργανικής και Φαρμακευτικής Χημείας (ΙΟΦΧ) (έως 2012)
Τύποι Τεκμηρίων
Άρθρο σε περιοδικό
Συλλογές του Ήλιος
Ινστιτούτο Bιολογίας, Φαρμακευτικής Χημείας και Βιοτεχνολογίας (ΙΒΦΧΒ)




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