Fluorescent detection of amidinium–carboxylate and amidinium formation using anthracene-based diamidine: an application for the analysis of dicarboxylic acid binding
摘要:
An anthracene-based diamidine (1) 'turn-on' fluorescent probe for the detection of dicarboxylic acids has been designed and synthesized. The fluorescence spectra of the diamidine 1 with carboxylic acids that showed two different fluorescence bands, which corresponded to the amidinium-carboxylate (lambda(em)=430-440 nm), and amidinium (lambda(em)=460-470 nm as a broad band) formation, were confirmed by DOSY NMR and TD-DFT calculations. These different fluorescence bands showed the binding mode of carboxylic acids and the stability of formed complexes toward diamidine 1. The fluorescent detection of amidinium carboxylate formation using diamidine 1 was applicable to the detection of alpha,omega-dicarboxylic acids (C-6-C-13) and succeeded in the detection of alpha,omega-dicarboxylic acid (adipic acid) in human urine. (C) 2012 Elsevier Ltd. All rights reserved.
Fluorescent detection of amidinium–carboxylate and amidinium formation using anthracene-based diamidine: an application for the analysis of dicarboxylic acid binding
摘要:
An anthracene-based diamidine (1) 'turn-on' fluorescent probe for the detection of dicarboxylic acids has been designed and synthesized. The fluorescence spectra of the diamidine 1 with carboxylic acids that showed two different fluorescence bands, which corresponded to the amidinium-carboxylate (lambda(em)=430-440 nm), and amidinium (lambda(em)=460-470 nm as a broad band) formation, were confirmed by DOSY NMR and TD-DFT calculations. These different fluorescence bands showed the binding mode of carboxylic acids and the stability of formed complexes toward diamidine 1. The fluorescent detection of amidinium carboxylate formation using diamidine 1 was applicable to the detection of alpha,omega-dicarboxylic acids (C-6-C-13) and succeeded in the detection of alpha,omega-dicarboxylic acid (adipic acid) in human urine. (C) 2012 Elsevier Ltd. All rights reserved.