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
| Autor: | Balaji Ramanujam, Atanu Mitra, Chebrolu P. Rao |
|---|---|
| Rok vydání: | 2009 |
| Předmět: |
Naked-Eye Sensor For Fe(3+)
Metal-Ions Metal ions in aqueous solution Aqueous Buffer Medium Inorganic chemistry Biochemistry Hepes buffer chemistry.chemical_compound Complexes Glucosamine Drug Discovery Calorimetric Detection Qualitative inorganic analysis Crystal-Structure Aqueous solution Fluorescent Sensor Organic Chemistry 4 6-O-Ethylidene-Beta-D-Glucopyranosylamine Water Cu(Ii) Sensing Probe 1-(D-Glucopyranosyl-2 '-Deoxy-2 '-Iminomethyl)-2-Hydroxynaphthalene Recognition chemistry Hf/6-31g Calculations Composition (visual arts) Methanol Naked eye Derivatives |
| Zdroj: | Tetrahedron Letters. 50:776-780 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2008.11.116 |
| Popis: | 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 |
| Databáze: | OpenAIRE |
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