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Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/jspui/handle/10054/10374

Title: 1-(D-Glucopyranosyl-2 '-deoxy-2 '-iminomethyl)-2-hydroxynaphthalene as chemo-sensor for Fe(3+) in aqueous HEPES buffer based on colour changes observable with the naked eye
Authors: MITRA, A
RAMANUJAM, B
RAO, CP
Keywords: fluorescent sensor
crystal-structure
sensing probe
metal-ions
complexes
derivatives
water
4,6-o-ethylidene-beta-d-glucopyranosylamine
recognition
cu(ii)
Issue Date: 2009
Publisher: PERGAMON-ELSEVIER SCIENCE LTD
Citation: TETRAHEDRON LETTERS, 50(7), 776-780
Abstract: 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, 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. (C) 2008
URI: http://dx.doi.org/10.1016/j.tetlet.2008.11.116
http://dspace.library.iitb.ac.in/xmlui/handle/10054/10374
http://hdl.handle.net/10054/10374
ISSN: 0040-4039
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