TY - JOUR
T1 - Cyclopropyl Substituents Transform the Viscosity-Sensitive BODIPY Molecular Rotor into a Temperature Sensor
AU - Vyšniauskas, Aurimas
AU - Cornell, Bethan
AU - Sherin, Peter S.
AU - Maleckaite, Karolina
AU - Kubankova, Marketa
AU - Izquierdo, Maria Angeles
AU - Vu, Thanh Truc
AU - Volkova, Yulia A.
AU - Budynina, Ekaterina M.
AU - Molteni, Carla
AU - Kuimova, Marina K.
N1 - Funding Information:
A.V. is thankful to the Research Council of Lithuania for a grant no. S-MIP-19-6. B.C. and C.M. thank the U.K. Engineering and Physical Science Research Council for computational support through the UKCP consortium (EP/P022472/1) and the Materials and Molecular Modelling Hub (partially funded by EP/P020194/1). This work was partially supported by the European Commission in the form of Marie Curie individual Fellowships to T.T.V., P.S.S. and M.A.I., M.K. was supported by an EPSRC Doctoral Prize fellowship. M.K.K. is grateful to the EPSRC for a Career Acceleration Fellowship (EP/I003983/1).
Publisher Copyright:
© 2021 American Chemical Society.
PY - 2021/6/25
Y1 - 2021/6/25
N2 - 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.
AB - 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.
UR - https://pubs.acs.org/doi/10.1021/acssensors.0c02275?goto=supporting-info
UR - http://www.scopus.com/inward/record.url?scp=85108410572&partnerID=8YFLogxK
U2 - 10.1021/acssensors.0c02275
DO - 10.1021/acssensors.0c02275
M3 - Article
VL - 6
SP - 2158
EP - 2167
JO - ACS Sensors
JF - ACS Sensors
IS - 6
ER -