Modified cyclodextrins bearing a metal binding site and a dansyl fluorophore 6-deoxy-6-N-(Nα-[(5-dimethylamino-1- naphthalenesulfonyl)aminoethyl]-aminocylamino-β-cyclodextrin, containing L-Phe (S-1), L-PhGly (S-2) or L-Pro (S-3) moieties, were used as enantioselective fluorescence sensors for the discrimination of enantiomers of the amino acids valine and proline, according to a ligand exchange mechanism. The best conditions to perform enantiomeric analyses were studied and a fast protocol using fluorescence quenching by the copper(II)/amino acid complexes in a fluorescence microplate reader was developed, allowing the detection of samples with high enantiomeric excess. Calibration of the fluorescence response as a function of enantiomeric composition was obtained using the Stern–Volmer model; the calibration curves showed good linearity, allowing fast evaluation of enantiomeric excess within 6% error. Two calibration curves and triplicate analyses of six valine samples were performed in two minutes.

Fast parallel enantiomeric analysis of unmodified amino acids by sensing with fluorescent β-cyclodextrins / Corradini, Roberto; C., Paganuzzi; Marchelli, Rosangela; S., Pagliari; Sforza, Stefano; Dossena, Arnaldo; Galaverna, Gianni; A., Duchateau. - In: JOURNAL OF MATERIALS CHEMISTRY. - ISSN 0959-9428. - 15:(2005), pp. 2741-2746. [10.1039/B418369J]

Fast parallel enantiomeric analysis of unmodified amino acids by sensing with fluorescent β-cyclodextrins

CORRADINI, Roberto;MARCHELLI, Rosangela;SFORZA, Stefano;DOSSENA, Arnaldo;GALAVERNA, Gianni;
2005-01-01

Abstract

Modified cyclodextrins bearing a metal binding site and a dansyl fluorophore 6-deoxy-6-N-(Nα-[(5-dimethylamino-1- naphthalenesulfonyl)aminoethyl]-aminocylamino-β-cyclodextrin, containing L-Phe (S-1), L-PhGly (S-2) or L-Pro (S-3) moieties, were used as enantioselective fluorescence sensors for the discrimination of enantiomers of the amino acids valine and proline, according to a ligand exchange mechanism. The best conditions to perform enantiomeric analyses were studied and a fast protocol using fluorescence quenching by the copper(II)/amino acid complexes in a fluorescence microplate reader was developed, allowing the detection of samples with high enantiomeric excess. Calibration of the fluorescence response as a function of enantiomeric composition was obtained using the Stern–Volmer model; the calibration curves showed good linearity, allowing fast evaluation of enantiomeric excess within 6% error. Two calibration curves and triplicate analyses of six valine samples were performed in two minutes.
2005
Fast parallel enantiomeric analysis of unmodified amino acids by sensing with fluorescent β-cyclodextrins / Corradini, Roberto; C., Paganuzzi; Marchelli, Rosangela; S., Pagliari; Sforza, Stefano; Dossena, Arnaldo; Galaverna, Gianni; A., Duchateau. - In: JOURNAL OF MATERIALS CHEMISTRY. - ISSN 0959-9428. - 15:(2005), pp. 2741-2746. [10.1039/B418369J]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2310391
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