Acetoxymethyl-BODIPY dyes: a universal platform for the fluorescent labeling of nucleophiles

Abstract

Current methods for the preparation of functional small-molecule fluorophores generally require labor-intensive, multi-step synthetic routes for all the major chromophore groups. In spite of recent significant contributions from numerous laboratories,...

Photosensitizer‐Mesoporous Silica Nanoparticles Combination for Enhanced Photodynamic Therapy†

“…Although this chromophore is more known as an excellent fluorophore, modifications of its structure have allowed the tunability of the photophysical properties, leading to suitable photosensitizers for PDT (11,12,(108)(109)(110)(111)(112)(113). Nevertheless, their poor solubility in water and the low selectivity for cancer cells can be improved by attaching hydrophilic and targeting groups at its molecular structure (109,(114)(115)(116)(117) or by the use of nanoparticles (24,98,115,(118)(119)(120)(121)(122).…”

Investigation of the Fuzzy Complex between RSV Nucleoprotein and Phosphoprotein to Optimize an Inhibition Assay by Fluorescence Polarization

“…To get rid of the instability problems encountered with 4,4 difluoro BODIPY FL scaffold, we considered its 4,4 dicyano analogue reported as being more stable and with better photo-physical properties. Such derivatives were recently described as tags for bioconjugation [55,56], but, to our knowledge, not for an FP assay. While difluoro-4 and dicyano BODIPY FL 5 also bound to N-RNA, FP values were markedly lower than those of fluorescein at the same N-RNA concentrations (Figure 6B), suggesting that BODIPY FL is less prone to bind.…”

Sequential nucleophilic aromatic substitutions on cyanuric chloride: synthesis of BODIPY derivatives and mechanistic insights

“…Among those groups, the phosphoryl (PO), present in phosphates, phosphonates and phosphoramides, is quite polar and also an important hydrogen bond acceptor. 10–13 It is known that neutral water-soluble BODIPY dyes have advantages over ionic ones because they avoid potential nonspecific interactions through electrostatic interactions between BODIPY dyes and cationic analytes in biological and imaging applications. 14,15…”

“…Among those groups, the phosphoryl (PvO), present in phosphates, phosphonates and phosphoramides, is quite polar and also an important hydrogen bond acceptor. [10][11][12][13] It is known that neutral water-soluble BODIPY dyes have advantages over ionic ones because they avoid potential nonspecific interactions through electrostatic interactions between BODIPY dyes and cationic analytes in biological and imaging applications. 14,15 The use of fluorescent molecular sensors in the field of cation detection stands out as the main application of this class of compounds found in recent literature, a fact that is mainly due to the great importance of identifying and quantifying certain metals in different media, with special attention to the precautions to be taken in contaminated environments.…”