Highly selective, red emitting BODIPY-based fluorescent indicators for intracellular Mg2+ imaging

Qitian Lin, Daniela Buccella

Research output: Contribution to journalArticle

Abstract

Most fluorescent indicators for Mg2+ suffer from poor selectivity against other divalent cations, especially Ca2+, thus do not provide reliable information on cellular Mg2+ concentrations in processes in which such metals are involved. We report a new set of highly selective fluorescent indicators based on alkoxystyryl-functionalized BODIPY fluorophores decorated with a 4-oxo-4H-quinolizine-3-carboxylic acid metal binding moiety. The new sensors, MagQ1 and MagQ2, display absorption and emission maxima above 600 nm, with a 29-fold fluorescence enhancement and good quantum yields (Φ > 0.3) upon coordination of Mg2+ in aqueous buffer. Fluorescence response to Mg2+ is not affected by the presence of competing divalent cations typically present in the cellular milieu, and displays minimal pH dependence in the physiologically relevant range. The choice of alkoxy groups decorating the styryl BODIPY core does not influence the basic photophysical and metal binding properties of the compounds, but has a marked effect on their intracellular retention and thus in their applicability for detection of cellular Mg2+ by fluorescence imaging. In particular, we demonstrate the utility of a triethyleneglycol (TEG) functionalization tactic that endows MagQ2 with superior cellular retention in live cells by reducing active extrusion through organic anion transporters, which are thought to cause fast leakage of typical anionic dyes. With enhanced retention and excellent photophysical properties, MagQ2 can be applied in the detection of cellular Mg2+ influx without interference of high concentrations of Ca2+ akin to those involved in signaling.

Original languageEnglish (US)
Pages (from-to)7247-7256
Number of pages10
JournalJournal of Materials Chemistry B
Volume6
Issue number44
DOIs
StatePublished - Jan 1 2018

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Metals
Fluorescence
Divalent Cations
Imaging techniques
Quinolizines
Positive ions
Organic Anion Transporters
Fluorophores
Quantum yield
Carboxylic Acids
Carboxylic acids
Extrusion
Buffers
Coloring Agents
Negative ions
Dyes
Display devices
Sensors
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
alkoxyl radical

ASJC Scopus subject areas

  • Chemistry(all)
  • Biomedical Engineering
  • Materials Science(all)

Cite this

Highly selective, red emitting BODIPY-based fluorescent indicators for intracellular Mg2+ imaging. / Lin, Qitian; Buccella, Daniela.

In: Journal of Materials Chemistry B, Vol. 6, No. 44, 01.01.2018, p. 7247-7256.

Research output: Contribution to journalArticle

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