Cyclopropyl substituents transform the viscosity-sensitive BODIPY molecular rotor into a temperature sensor
File(s)
Accepted version
Supporting information
Author(s)
Type
Journal Article
Abstract
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.
Date Issued
2021-06-25
Date Acceptance
2021-05-14
Citation
ACS Sensors, 2021, 6 (6), pp.2158-2167
ISSN
2379-3694
Publisher
American Chemical Society
Start Page
2158
End Page
2167
Journal / Book Title
ACS Sensors
Volume
6
Issue
6
Copyright Statement
© 2021 American Chemical Society.
Sponsor
Engineering & Physical Science Research Council (EPSRC)
Commission of the European Communities
Commission of the European Communities
Engineering & Physical Science Research Council (EPSRC)
Engineering & Physical Science Research Council (EPSRC)
Commission of the European Communities
Grant Number
EP/I003983/1
302441
327334
n/a
n/a
834809
Subjects
BODIPY fluorophores
FLIM
fluorescence microscopy
fluorescence spectroscopy
temperature sensing
0301 Analytical Chemistry
0903 Biomedical Engineering
1007 Nanotechnology
Publication Status
Published
Date Publish Online
2021-06-01