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Reference type: Journal
Authors: Striegler S, Dittel M
Article Title: A sugar discriminating binuclear copper(II) complex.
Publication date: 2003
Journal: Journal of the American Chemical Society
Volume: 125
Issue: (38)
Page numbers: 11518-11524.
DOI: 10.1021/ja035561f

Abstract: We investigated the complex formation between various underivatized carbohydrates and the binuclear copper(II) complex 1, Cu-2(bpdpo). A combined approach of UV/vis and CD spectroscopic investigations shows a large discrimination ability of 1 for structurally closely related monosaccharides in alkaline solution. The dominating form of the binuclear copper(II) complex consists of a [CU2L-H(OH)(2)](+) species between pH 11 and 13, as determined from pH-dependent spectrophotometric titration experiments. The binding strengths of the 1:1 sugar-1 complexes, derived from the biologically important monosaccharides D-mannose (3) and D-glucose (5), is about 1.5 orders of magnitude different at pH 12.40. Moreover, a blue- or a red-shift of the absorption maximum of 1 accompanies the sugar binding and highlights the ability of 1 to discriminate carbohydrates. This phenomenon is due to the number of hydroxyl groups of the particular monosaccharide involved in chelation to the binuclear metal complex

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