Near-infrared fluorescent aza-BODIPY dyes for sensing and imaging of pH from the neutral to highly alkaline range

Abstract

New aza-BODIPY pH indicators with spectral properties modulated solely by photoinduced electron transfer (PET) are presented.

Linker length in fluorophore–cholesterol conjugates directs phase selectivity and cellular localisation in GUVs and live cells

“…This has led to diverse families of BODIPY dyes that have found application in biological labelling. [35][36][37][38][39] Lipid tails or cholesterol have also been applied to the BODIPY to improve cell uptake [40][41][42] or to label lipid membranes. 21,43 The lipophilicity of the BODIPY core and its small size makes it attractive in this regard and indeed a number of BODIPY lipid conjugates are offered commercially for bio-imaging; for example, BODIPY FL C5-GM1, BODIPY PC and TopFLuor® BODIPY.…”

Optical Sensing of pH and O2 in the Evaluation of Bioactive Self-Healing Cement

“…The pH-sensitive optode consisted of a NIR pH indicator with a high p K a , namely, DiF-OH-aza-BODIPY (compound 4 in ref (31)), and the green emitting coumarin based reference dye Bu3Coum. 36 A 0.5 mg of the indicator, 0.4 mg of the reference dye, 100 mg of diamond powder, and 100 mg of Hydromed D4 (purchased from AdvanSource Biomaterials) were dissolved/dispersed in 1 g of tetrahydrofuran (THF) and again knife coated on a poly(ethylene terephthalate) (PET) foil to give a ∼12 μm thickness sensor layer.…”

Novel PET-pperated rosamine pH-sensor dyes with substitution pattern-tunable pKa values and temperature sensitivity

“…These modifications are caused by changes in the electron density of the (de)protonable group, which affects the light-induced intramolecular CT process. [16][17][18][19] For the design of PET probes, fluorophores like fluoresceins 20 , naphthalimides 21 , BODIPYs [22][23][24] and aza-BODIPYs, 25 are combined with electron donating (de)protonable moieties with non-bonding electron pairs provided by nitrogen or oxygen atoms. Electronic excitation of these PET probes leads to an electron transfer from the electron rich receptor to the electronically decoupled excited fluorophore promoting fluorescence quenching.…”