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

doi:10.1021/jacs.9b09813

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 journal › Article

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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.

Original language	English
Pages (from-to)	19389-19396
Number of pages	8
Journal	Journal of the American Chemical Society
Volume	141
Issue number	49
Early online date	27 Nov 2019
DOIs	https://doi.org/10.1021/jacs.9b09813
Publication status	Published - 11 Dec 2019

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/jacs.9b09813Licence: CC BY

___JACS__2019_141_19389___Final published version, 2.02 MBLicence: CC BY

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Murfin, L. C., Weber, M., Park, S. J., Kim, W. T., Lopez-Alled, C. M., McMullin, C. L., Pradaux-Caggiano, F., Lyall, C. L., Kociok-Köhn, G., Wenk, J., Bull, S. D., Yoon, J., Kim, H. M., James, T. D., & Lewis, S. E. (2019). Azulene-Derived Fluorescent Probe for Bioimaging: Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy. Journal of the American Chemical Society, 141(49), 19389-19396. https://doi.org/10.1021/jacs.9b09813

Azulene-Derived Fluorescent Probe for Bioimaging : Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy. / Murfin, Lloyd C.; Weber, Maria; Park, Sang Jun; Kim, Won Tae; Lopez-Alled, Carlos M.; McMullin, Claire L.; Pradaux-Caggiano, Fabienne; Lyall, Catherine L.; Kociok-Köhn, Gabriele; Wenk, Jannis ; Bull, Steven D.; Yoon, Juyoung; Kim, Hwan Myung; James, Tony D.; Lewis, Simon E.

In: Journal of the American Chemical Society, Vol. 141, No. 49, 11.12.2019, p. 19389-19396.

Research output: Contribution to journal › Article

Murfin, LC , Weber, M, Park, SJ, Kim, WT, Lopez-Alled, CM , McMullin, CL, Pradaux-Caggiano, F, Lyall, CL, Kociok-Köhn, G, Wenk, J , Bull, SD, Yoon, J, Kim, HM, James, TD & Lewis, SE 2019, 'Azulene-Derived Fluorescent Probe for Bioimaging: Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy', Journal of the American Chemical Society, vol. 141, no. 49, pp. 19389-19396. https://doi.org/10.1021/jacs.9b09813

Murfin, Lloyd C. ; Weber, Maria ; Park, Sang Jun ; Kim, Won Tae ; Lopez-Alled, Carlos M. ; McMullin, Claire L. ; Pradaux-Caggiano, Fabienne ; Lyall, Catherine L. ; Kociok-Köhn, Gabriele ; Wenk, Jannis ; Bull, Steven D. ; Yoon, Juyoung ; Kim, Hwan Myung ; James, Tony D. ; Lewis, Simon E. / Azulene-Derived Fluorescent Probe for Bioimaging : Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy. In: Journal of the American Chemical Society. 2019 ; Vol. 141, No. 49. pp. 19389-19396.

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