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Five novel dual-state emissive imidazo[1,2- α ]pyridine-based luminogens IP1-5 were rationally designed and prepared by varying the conjugation length and the nature of donor-acceptor (D-A) units. These D-A chromophores displayed cyan, green, yellow, and red fluorescence in the solid state, with full-color emission achieved for the first time through modification of imidazo[1,2- α ]pyridine core. Interestingly, IP1 and IP5 in the solid state exhibited an abnormal remarkable blue-shift emission compared with those in THF, probably due to the highly twisted molecular conformations and solvent effect by theoretical calculations as well as crystal structure analyses. Importantly, IP1-5 revealed remarkable reversible acid-induced acidichromism, accompanied with dual change of colorimetric and fluorometric determination. Viscosity-dependent fluorescence was next conducted, indicting IP1-3 can be utilized for local viscosity detection. Moreover, IP1-5 served as promising candidates for multicolor bioimaging with low cell toxicity and good biocompatibility. Five asymmetric donor-acceptor dual-state emissive imidazo[1,2- ɑ ]pyridines have been synthesized with full color emission acidichromism, viscosity-dependent fluorescence, and biological imaging. [Display omitted] • Five DSE fluorophores IP1-5 based on carbonyl-substituted imidazo[1,2- α ]pyridine have been synthesized and characterized. • IP1-5 exhibited full color solid emission through manipulation of D-A electronic structures and conjugation length. • IP1-5 displayed reversible acidochromism and bioimaging applications with excellent biocompatibility and cell permeability. • IP1-3 showed viscosity-dependent fluorescence with application as potential viscosity sensors. [ABSTRACT FROM AUTHOR]

A novel cancer cell and lysosome dual-targeted photosensitizer (PS) termed by BMP was developed for fluorescence imaging and photodynamic therapy (PDT). BMP consists of a porphyrin(Zn) core with appropriate singlet-triplet state distribution enables it to function as an imaging agent as well as a PS, a biotin moiety that can target cancer cells, and a morpholine group specific to lysosomes. Intracellular experiments demonstrated that the dual-targeted photosensitizer BMP could preferably accumulate in cancer cells and subsequently locate within lysosome organelles. Upon irradiation, BMP could generate red fluorescence emission (Φ em = 6.3%) and singlet oxygen (1O 2 , Φ Δ = 55%) for the dual functionality of cell imaging and PDT, respectively. Notably, BMP exhibited much higher photocytotoxicity toward cancer cells (A549 cells) compared to normal cells (BEAS-2B cells). Importantly, 1O 2 produced by BMP induced oxidative damage of lysosomes, and subsequently triggered cell death of A549 cells, as evidenced by the loss of morphological integrity and cell rupture. A cancer cell and lysosome dual-targeted photosensitizer BMP was designed to generate red emission and singlet oxygen (1O 2) simultaneously, which were utilized successfully for dual-targeted fluorescence imaging and photodynamic therapy. [Display omitted] • A dual-targeted photosensitizer was designed and synthesized by modularization. • Biotin acted as a targeting ligand for cancer cells, and morpholine was selected as the lysosome-specific group. • Red fluorescence and singlet oxygen generation were achieved for fluorescence imaging and PDT of cancer cells simultaneously. [ABSTRACT FROM AUTHOR]