Azulene-Derived Fluorescent Probe for Bioimaging: Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy

Lloyd C. Murfin, Maria Weber, Sang Jun Park, Won Tae Kim, Carlos M. Lopez-Alled, Claire L. McMullin, Fabienne Pradaux-Caggiano, Catherine L. Lyall, Gabriele Kociok-Köhn, Jannis Wenk, Steven D. Bull, Juyoung Yoon, Hwan Myung Kim, Tony D. James, Simon E. Lewis

Research output: Contribution to journalArticlepeer-review

142 Citations (SciVal)
137 Downloads (Pure)

Abstract

Two-photon fluorescence microscopy has become an indispensable technique for cellular imaging. Whereas most two-photon fluorescent probes rely on well-known fluorophores, here we report a new fluorophore for bioimaging, namely azulene. A chemodosimeter, comprising a boronate ester receptor motif conjugated to an appropriately substituted azulene, is shown to be an effective two-photon fluorescent probe for reactive oxygen species, showing good cell penetration, high selectivity for peroxynitrite, no cytotoxicity, and excellent photostability.


This project has received funding from the European Union’s Horizon 2020 research and innovation programme under the Marie Skłodowska-Curie grant agreement No 665992 

Original languageEnglish
Pages (from-to)19389-19396
Number of pages8
JournalJournal of the American Chemical Society
Volume141
Issue number49
Early online date27 Nov 2019
DOIs
Publication statusPublished - 11 Dec 2019

Funding

We are grateful for Ph.D. funding to C.M.L.-A. from the EU Horizon 2020 research and innovation program under Grant Agreement H2020-MSCA-CO-FUND, No. 665992. We thank the Center for Doctoral Training in Sustainable Chemical Technologies for Ph.D. funding to M.W. under EPSRC Grant EP/L016354/1. We also thank EPSRC for DTP Ph.D. funding to L.C.M. H.M.K. acknowledges a grant from the National Leading Research Lab Program of the National Research Foundation of Korea (NRF), funded by the Korean government (MSIP; No. 2016R1E1A1A02920873). In addition, T.D.J. wishes to thank the Royal Society for a Wolfson Research Merit Award and for funding to F.P.-C. under Grant CHGR1170010. This work was supported by a seed corn grant from the CR@B (Cancer Research at Bath) network. The British-Spanish Society and Plastic Energy are thanked for a 2017 Scholarship to C. M. L.-A. This research made use of the Balena High Performance Computing (HPC) Service at the University of Bath. NMR, X-ray crystallography, and MS facilities were provided through the Materials and Chemical Characterisation Facility (MC 2 ) at the University of Bath. We thank Prof. Uwe Pischel and Prof. Thorfinnur Gunnlaugsson for helpful discussions.

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry

Fingerprint

Dive into the research topics of 'Azulene-Derived Fluorescent Probe for Bioimaging: Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy'. Together they form a unique fingerprint.

Cite this