drumm-rationallydesigned-2017.pdf (10.12 MB)
Rationally designed probe for reversible sensing of zinc and application in cells
journal contribution
posted on 2017-09-01, 00:00 authored by S Heng, P Reineck, A K Vidanapathirana, B J Pullen, Daniel DrummDaniel Drumm, L J Ritter, N Schwarz, C S Bonder, P J Psaltis, J G Thompson, B C Gibson, S J Nicholls, A D Abell© 2017 American Chemical Society. Biologically compatible fluorescent ion sensors, particularly those that are reversible, represent a key tool for answering a range of fundamental biological questions. We report a rationally designed probe with a 6′-fluoro spiropyran scaffold (5) for the reversible sensing of zinc (Zn2+) in cells. The 6′-fluoro substituent overcomes several limitations normally associated with spiropyran-based sensors to provide an improved signal-To-background ratio and faster photoswitching times in aqueous solution. In vitro studies were performed with 5 and the 6′-nitro analogues (6) in HEK 293 and endothelial cells. The new spiropyran (5) can detect exogenous Zn2+inside both cell types and without affecting the proliferation of endothelial cells. Studies were also performed on dying HEK 293 cells, with results demonstrating the ability of the key compound to detect endogenous Zn2+efflux from cells undergoing apoptosis. Biocompatibility and photoswitching of 5 were demonstrated within endothelial cells but not with 6, suggesting the future applicability of sensor 5 to study intracellular Zn2+efflux in these systems.
History
Journal
ACS omegaVolume
2Issue
9Pagination
6201 - 6210Publisher
ACS PublicationsLocation
Washington, D.C.Publisher DOI
eISSN
2470-1343Language
engPublication classification
C Journal article; C1.1 Refereed article in a scholarly journalCopyright notice
2017, American Chemical SocietyUsage metrics
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