"Naked-eye" detection of histidine by regulation of Cu(II) coordination modes |
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Authors: | Folmer-Andersen J Frantz Lynch Vincent M Anslyn Eric V |
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Affiliation: | Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78701, USA. |
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Abstract: | The association of various alpha-amino acids with four new, coordinatively unsaturated metal complexes ([Cu(5)]2+, [Cu(6)]2+, [Cu(7)]2+, and [Zn(8)]2+) was examined. The receptors [Cu(5)]2+ and [Cu(7)]2+ were found to discriminate histidine (His) from other zwitterionic alpha-amino acids by means of indicator-displacement assays (IDAs) using 5(6)-carboxyfluorescein as an indicator in buffered methanol/water (3:1) solvent. The colorimetric detection of His was achieved by using this IDA method, which appears to owe its selectivity to a unique process involving disruption of the host complex to form a 2:1 His/Cu(II) complex rather than simple indicator displacement. The occurrence of distinct intermolecular coordination processes in response to the introduction of a different amino acid is observed. X-ray crystal structures of the host metal complexes were obtained and exhibit the adoption of a variety of coordination geometries about the metal center. |
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Keywords: | amino acids coordination modes indicator‐displacement analyses metal complexes sensors |
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