Versatile fluorophores for bioimaging applications: π-expanded naphthalimide derivatives with skeletal and appendage diversity

Abstract

Four novel fluorescent cores bearing a transformable functional group based on a π-expanded naphthalimide including a fused pyranone or furan ring have been prepared.

Synthesis, photophysical properties, bioimaging potential andin vitrotoxicity studies of naphthalimide imidazole boron complexes

“…As expected, the 11 B nucleus of complexes 1-3 resonates at B0-6 ppm. Complexes 1 and 3 were further characterized by 19 F NMR. For complex 1, the 19 F NMR chemical shift appears at À135 ppm and for complex 3, the chemical shift appears at À135 ppm, À156 ppm, and À164 ppm.…”

“…15,16 1,8-Naphthalimide and its derivatives have received overwhelming interest, because of their applications in the area of laser dyes, bioimaging, optoelectronics and so on. [17][18][19][20][21][22][23][24][25] Like any other planar chromophores, these naphthalimides also suffer from the aggregation caused quenching (ACQ) phenomenon. 26 In order to avoid the ACQ effect, N-functionalisation and (or) substitutions at the fourth position of the naphthalimide moiety were performed.…”

A novel water-soluble naphthalimide-based turn-on fluorescent probe for mercury ion detection in living cells and zebrafish

“…17–23 As a necessary component of probe, a large number of fluorophores including 1,8-naphthalimide, coumarin and rhodamine are used to detect small molecules in vivo and in the environment with the continuous improvement of probe performance requirements. 24–29 Among them, 1,8-naphthalimide and its derivatives have been used as fluorophores to construct a large number of fluorescent probes of Hg 2+ owing to their excellent features including desirable photophysical properties and easy modification. 30–35 These probes detect Hg 2+ based on its specific reaction with Hg 2+ .…”

Photostable orange-red fluorescent unsymmetrical diketopyrrolopyrrole–BF2 hybrids

“…17 The combination of two or more conventional fluorophores into a single hybrid structure is a powerful method used to tune important photophysical properties of the resultant dye. [18][19][20][21][22] These include modulation of the absorption and emission wavelengths, Stokes shift, solvatochromism and sensory behaviour. Despite the prevalence of both BODIPYs and DPPs within the field of functional organic dyes, there have been no previous reports of a DPP core directly bonded to a difluoronated boron centre.…”