title: Spectroscopic and nonlinear optical properties of new chalcone fluorescent probes for bioimaging applications: a theoretical and experimental study.
abstract: In this study, the newly synthesized non-centrosymmetric, 4-dimethylamino-3'-isothiocyanatochalcone (PKA) compound was presented. This compound belongs to the chalcone group, and its main purpose is to be used in biomedical imaging as a fluorescence dye. For this reason, the linear and nonlinear properties in solvents of different polarity were thoroughly studied. In accordance with the requirements for a fluorochrome, the PKA compound is characterized by strong absorption, large Stokes' shifts, relatively high fluorescence quantum yields and high nonlinear optical response. Moreover, the isothiocyanate reactive probe was conjugated with Concanavalin A. Conventional fluorescence microscopy imaging of Candida albicans cells incubated with the PKA-Concanavalin A, is presented. The results of this study show that the novel conjugate PKA-Concanavalin A could be a promising new probe for cellular labelling in biological and biomedical research. Graphical abstract Spectroscopic behavior of the PKA dye.
authors.affiliation: Collegium Medicum, Faculty of Pharmacy, Department of Physical Chemistry, Nicolaus Copernicus University, Kurpińskiego 5, 85-950, Bydgoszcz, Poland. przemekk@cm.umk.pl.
authors.forename: Przemysław
authors.initials: P
authors.lastname: Krawczyk
authors.affiliation: Faculty of Chemical Technology and Engineering, UTP University of Science and Technology, Seminaryjna 3, 85-326, Bydgoszcz, Poland.
authors.forename: Marek
authors.initials: M
authors.lastname: Pietrzak
authors.affiliation: Department of Inorganic Chemistry, Faculty of Pharmacy, Wroclaw Medical University, Borowska 211a, 50-556, Wroclaw, Poland.
authors.forename: Tomasz
authors.initials: T
authors.lastname: Janek
authors.affiliation: Faculty of Chemical Technology and Engineering, UTP University of Science and Technology, Seminaryjna 3, 85-326, Bydgoszcz, Poland.
authors.forename: Beata
authors.initials: B
authors.lastname: Jędrzejewska
authors.affiliation: Collegium Medicum, Faculty of Pharmacy, Department of Physical Chemistry, Nicolaus Copernicus University, Kurpińskiego 5, 85-950, Bydgoszcz, Poland.
authors.forename: Piotr
authors.initials: P
authors.lastname: Cysewski
mesh_terms: D000465:Algorithms; D002176:Candida albicans / Q000378:metabolism; D047188:Chalcones / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics; D003208:Concanavalin A / Q000737:chemistry / Q000493:pharmacokinetics; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics; D008856:Microscopy, Fluorescence / Q000379:methods*; D008956:Models, Chemical; D008958:Models, Molecular; D015394:Molecular Structure; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence / Q000379:methods*
chemical_list: D047188:Chalcones; D005456:Fluorescent Dyes; D012997:Solvents; D003208:Concanavalin A
keywords: Density functional theory; Electronic excited states; Fluorescence bioimaging; Fluorochrome; Solvatochromism; Synthesis