1-(d-Glucopyranosyl-2′-deoxy-2′-iminomethyl)-2-hydroxynaphthalene as chemo-sensor for Fe in aqueous HEPES buffer based on colour changes observable with the naked eye |
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Authors: | Atanu Mitra |
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Affiliation: | Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India |
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Abstract: | A new glucose-based C2-derivatized colorimetric chemo-sensor (L1) has been synthesized by a one-step condensation of glucosamine and 2-hydroxy-1-naphthaldehyde for the recognition of transition metal ions. Among the eleven metal ions studied, viz., Mg2+, Ca2+, Mn2+, Fe2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+ and Hg2+, L1 results in visual colour change only in the presence of Fe2+, Fe3+and Cu2+ in methanol. However, in an aqueous HEPES buffer (pH 7.2) it is only the Fe3+ that gives a distinct visual colour change even in the presence of other metal ions, up to a concentration of 280 ppb. The changes have been explained based on the complex formed, and the composition has been determined to be 2:1 between L1 and Fe3+ based on Job’s plot as well as ESI MS. The structure of the proposed complex has been derived based on HF/6-31G calculations. |
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Keywords: | 1-( smallcaps" >d-Glucopyranosyl-2&prime -deoxy-2&prime -iminomethyl)-2-hydroxynaphthalene Colorimetric detection Naked-eye sensor for Fe3+ Aqueous buffer medium HF/6-31G calculations |
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