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1-(d-Glucopyranosyl-2′-deoxy-2′-iminomethyl)-2-hydroxynaphthalene as chemo-sensor for Fe3+ in aqueous HEPES buffer based on colour changes observable with the naked eye

✍ Scribed by Atanu Mitra; Balaji Ramanujam; Chebrolu P. Rao


Book ID
104096079
Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
470 KB
Volume
50
Category
Article
ISSN
0040-4039

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✦ Synopsis


1-(D -Glucopyranosyl-2 0 -deoxy-2 0iminomethyl)-2-hydroxynaphthalene Colorimetric detection Naked-eye sensor for Fe 3+ Aqueous buffer medium HF/6-31G calculations a b s t r a c t A new glucose-based C2-derivatized colorimetric chemo-sensor (L 1 ) 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., Mg 2+ , Ca 2+ , Mn 2+ , Fe 2+ , Fe 3+ , Co 2+ , Ni 2+ , Cu 2+ , Zn 2+ , Cd 2+ and Hg 2+ , L 1 results in visual colour change only in the presence of Fe 2+ , Fe 3+ and Cu 2+ in methanol. However, in an aqueous HEPES buffer (pH 7.2) it is only the Fe 3+ 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 L 1 and Fe 3+ 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.