Cyclopropyl Substituents Transform the Viscosity-Sensitive BODIPY Molecular Rotor into a Temperature Sensor.
Aurimas VyšniauskasBethan CornellPeter S SherinKarolina MaleckaitėMarkéta KubánkováMaria Angeles IzquierdoThanh Truc VuYulia A VolkovaEkaterina M BudyninaCarla MolteniMarina K KuimovaPublished in: ACS sensors (2021)
A quantitative fluorescent probe that responds to changes in temperature is highly desirable for studies of biological environments, particularly in cellulo. Here, we report new cell-permeable fluorescence probes based on the BODIPY moiety that respond to environmental temperature. The new probes were developed on the basis of a well-established BODIPY-based viscosity probe by functionalization with cyclopropyl substituents at α and β positions of the BODIPY core. In contrast to the parent BODIPY fluorophore, α-cyclopropyl-substituted fluorophore displays temperature-dependent time-resolved fluorescence decays showing greatly diminished viscosity dependence, making it an attractive sensor to be used with fluorescence lifetime imaging microscopy (FLIM). We performed theoretical calculations that help rationalize the effect of the cyclopropyl substituents on the photophysical behavior of the new BODIPYs. In summary, we designed an attractive new quantitative FLIM-based temperature probe that can be used for temperature sensing in live cells.
Keyphrases
- living cells
- fluorescent probe
- single molecule
- high resolution
- magnetic resonance
- stem cells
- risk assessment
- computed tomography
- bone marrow
- small molecule
- energy transfer
- cell proliferation
- mass spectrometry
- molecular dynamics simulations
- magnetic resonance imaging
- molecular docking
- optical coherence tomography
- signaling pathway
- endoplasmic reticulum stress
- mesenchymal stem cells
- fluorescence imaging