A new six-membered spiro-rhodamine probe for Cu2+ and its imaging in mitochondria and lysosomes of Hela cells

Lei, Yongsheng; Xiao, Yannan; Yuan, Lin; Ma, Chen; Yu, Haibo; Zhang, Xinfu; Zhang, Ying; Xiao, Yi

doi:10.1016/j.saa.2022.121334

Cited by 5 publications

(1 citation statement)

References 31 publications

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“…Rhodamine-B is a well-known fluorescent dye used in the detection of metal ions, and coumarin derivatives are renowned for their extensive fluorescence properties. Rhodamine-based chemosensors can easily detect their targeted analytes due to their convenient close–open ring structure. − The detected analyte becomes very sensitive to the probe in terms of its multiple-fold increment in intensity. This is due to the spiro structure of the probe, which causes spirolactam ring opening in the presence of targeted analytes and proclaims the colorimetric and/or fluorescent reactions .…”

Section: Introductionmentioning

confidence: 99%

Robust Optical Detection of Ga³⁺ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications

Panda,

Sahu,

Goswami

et al. 2023

ACS Appl. Bio Mater.

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The present investigation highlights a rhodamine-Band coumarin-based efficient probe that selectively detects Ga 3+ over other metal ions. The active pocket of the ligand for trapping the metal ions and the binding stoichiometry of its Ga 3+ complex were discovered by single-crystal X-ray diffraction (SC-XRD) analysis. This binding stoichiometry was further confirmed in the solution state by mass spectrometry and Job's plot. The detection limit was found to be at the nanomolar level. Pyrophosphate being a well-known quencher could easily quench the fluorescence intensity of the RC in the presence of Ga 3+ and reversibly recognize Ga 3+ in the solution. The spiro ring opening of the ligand after Ga 3+ insertion is proposed to be the principal mechanism for the turn-on fluorescence response. This ring opening was confirmed by SC-XRD data and nuclear magnetic resonance (NMR) titration experiments. Both ground-and excited-state calculations of the ligand and complex have been carried out to obtain information about their energy levels and to obtain the theoretical electronic spectra. Furthermore, the live-cell imaging of the probe only and the probe after the addition of Ga 3+ have been carried out in HaCaT cells and satisfactory responses were observed. Interestingly, with the help of this probe, Ga 3+ can be tracked inside the intracellular organelle such as lysosomes along with other regions of the cell. The article highlights a rhodamine−coumarin-based probe for the detection of Ga 3+ over other metal ions with a nanomolar level detection limit. Structural characterization of the ligand and its Ga 3+ complex was investigated by SC-XRD. Density functional theory (DFT) and time-dependent DFT (TD-DFT) studies were carried out to explore the excited-state energies and electronic spectra. The application of the probe for the detection of Ga 3+ in live cells has been explored, and positive responses were observed.

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Section: Introductionmentioning

confidence: 99%

Robust Optical Detection of Ga³⁺ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications

Panda,

Sahu,

Goswami

et al. 2023

ACS Appl. Bio Mater.

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Binding- and activity-based small molecule fluorescent probes for the detection of Cu+, Cu2+, Fe2+ and Fe3+ in biological systems

Zhou,

Yang,

Jang

et al. 2025

Coordination Chemistry Reviews

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A fluorescent covalent organic framework with a brick-wall topology for the detection of Cu2+ promoted by the associated mechanism

Zhao

Kan

et al. 2023

Dyes and Pigments

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A new six-membered spiro-rhodamine probe for Cu2+ and its imaging in mitochondria and lysosomes of Hela cells

Cited by 5 publications

References 31 publications

Robust Optical Detection of Ga³⁺ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications

Robust Optical Detection of Ga³⁺ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications

Binding- and activity-based small molecule fluorescent probes for the detection of Cu+, Cu2+, Fe2+ and Fe3+ in biological systems

A fluorescent covalent organic framework with a brick-wall topology for the detection of Cu2+ promoted by the associated mechanism

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A new six-membered spiro-rhodamine probe for Cu2+ and its imaging in mitochondria and lysosomes of Hela cells

Cited by 5 publications

References 31 publications

Robust Optical Detection of Ga3+ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications

Robust Optical Detection of Ga3+ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications

Binding- and activity-based small molecule fluorescent probes for the detection of Cu+, Cu2+, Fe2+ and Fe3+ in biological systems

A fluorescent covalent organic framework with a brick-wall topology for the detection of Cu2+ promoted by the associated mechanism

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Product

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Robust Optical Detection of Ga³⁺ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications

Robust Optical Detection of Ga³⁺ by a Rhodamine- and Coumarin-Based Proficient Probe: Theoretical Investigations and Biological Applications