title: On the role of a coumarin derivative for sensing applications: Nucleotide identification using a micellar system.
abstract: The recognition of nucleotides is of crucial importance because they are the basic constituents of nucleic acids. The present study is focused on the selective interaction between a novel amphiphilic fluorophore containing coumarin and imidazole, CI (1-methyl-3-(12-((2-oxo-2H-chromen-7-yl)oxy)dodecyl)-1H-imidazol-3-ium bromide), and different nucleotide-monophosphates (NMPs). It was supposed that the solubilization of the low water soluble CI in a micelle system of hexadecyltrimethylammonium chloride (CTAC) would make the coumarin moiety of CI available to the interaction with the water-soluble NMPs. Changes in CTAC critical micelle concentration suggested that CI strongly interacted with the host cationic surfactant, thus forming a positively charged interface enriched with coumarin able to interact with the anionic NMPs. Steady-state fluorescence quenching revealed that CI/CTAC system was capable of distinguish between purine- and pyrimidine-based nucleotides. A modified Stern-Volmer equation permitted the use of a quenching model that accounted for the possible interactions between the micelles and the nucleotides. The data analysis allowed calculating selective parameters that differentiated according to the type of nucleotide either at 25 or 50°C. Our results established the utility of the novel coumarin derivative fluorophore, supported by the simple and suitable micellar systems, as a tool for DNA sensing applications.
authors.affiliation: Dipartimento di Scienze Chimiche e Geologiche, Università di Cagliari, CNBS and CSGI, s.s. 554 bivio Sestu, I-09042 Monserrato (CA), Italy.
authors.forename: Alexandre
authors.initials: A
authors.lastname: Bettoschi
authors.affiliation: Department of Agricultural, Environmental and Food Sciences (DIAAA) and Center for Colloid and Surface Science (CSGI), Università degli Studi del Molise, Via De Sanctis, I-86100 Campobasso, Italy.
authors.forename: Andrea
authors.initials: A
authors.lastname: Ceglie
authors.affiliation: Department of Agricultural, Environmental and Food Sciences (DIAAA) and Center for Colloid and Surface Science (CSGI), Università degli Studi del Molise, Via De Sanctis, I-86100 Campobasso, Italy.
authors.forename: Francesco
authors.initials: F
authors.lastname: Lopez
authors.affiliation: Dipartimento di Scienze Chimiche e Geologiche, Università di Cagliari, CNBS and CSGI, s.s. 554 bivio Sestu, I-09042 Monserrato (CA), Italy.
authors.forename: Valeria
authors.initials: V
authors.lastname: Meli
authors.affiliation: Dipartimento di Scienze Chimiche e Geologiche, Università di Cagliari, CNBS and CSGI, s.s. 554 bivio Sestu, I-09042 Monserrato (CA), Italy.
authors.forename: Sergio
authors.initials: S
authors.lastname: Murgia
authors.affiliation: Department of Medicine and Health Sciences, Università degli Studi del Molise, Via De Sanctis, I-86100 Campobasso, Italy.
authors.forename: Manuela
authors.initials: M
authors.lastname: Tamburro
authors.affiliation: Dipartimento di Scienze Chimiche e Geologiche, Università di Cagliari, CNBS and CSGI, s.s. 554 bivio Sestu, I-09042 Monserrato (CA), Italy. Electronic address: ccaltagirone@unica.it.
authors.forename: Claudia
authors.initials: C
authors.lastname: Caltagirone
authors.affiliation: Department of Agricultural, Environmental and Food Sciences (DIAAA) and Center for Colloid and Surface Science (CSGI), Università degli Studi del Molise, Via De Sanctis, I-86100 Campobasso, Italy. Electronic address: francesca.cuomo@unimol.it.
authors.forename: Francesca
authors.initials: F
authors.lastname: Cuomo
mesh_terms: D003374:Coumarins / Q000737:chemistry*; D005453:Fluorescence; D008823:Micelles; D015394:Molecular Structure; D009711:Nucleotides / Q000032:analysis*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
chemical_list: D003374:Coumarins; D008823:Micelles; D009711:Nucleotides; D000644:Quaternary Ammonium Compounds; C514921:hexadecyltrimethylammoniumchloride; C030123:coumarin
keywords: Coumarin; Fluorescence quenching; Micelles; Nucleotides