Design and Synthesis of BODIPY-Cored Near IR-emitting Lipophilic and Water-Soluble Dendritic Platforms

Abstract

Capitalizing on our experience in constructing branched and dendritic monomers with functionalizable aromatic moiety at the focal point and various terminal groups, we prepared lipophilic and water-soluble dendrimers with BODIPY fluorophore in the core, emitting in the green and near IR spectral regions. The dendrimers, incorporating aliphatic tails, exhibited excellent fluorescence properties in apolar organic solvents, while those with the triethylenglycol-based tails were highly fluorescent in polar organic solvents as well. The water solubility induced by the terminal hexaethyleneglycol tails enables fluorescence of the dyes also in aqueous media. The phenolic hydroxyls in the molecules enable attachment of linkers for prospective conjugation of additional units.

Aza-BODIPY based polymeric nanoparticles for cancer cell imaging

“…[7][8][9][10][11][12] Furthermore, nanoencapsulation of aza-BODIPY derivatives with polymeric materials can increase the ability to suspend these dyes in aqueous solutions. [13][14][15][16][17][18][19][20][21] Polymeric nanoencapsulations are the most fashionable technique for the drug carrier due to the enhanced drug stability and suitable size for intracellular uptake. 22,23 This method can also be employed for the preparation of uorescent polymer nanoparticles (NPs) holding good water suspendability, biodegradability, and biocompatibility that are suitable for bioimaging applications.…”

“… 7–12 Furthermore, nanoencapsulation of aza-BODIPY derivatives with polymeric materials can increase the ability to suspend these dyes in aqueous solutions. 13–21 …”