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1.
Spectrochim Acta A Mol Biomol Spectrosc ; 298: 122775, 2023 Oct 05.
Article in English | MEDLINE | ID: mdl-37150073

ABSTRACT

The biological microenvironment includes important parameters such as viscosity, polarity, temperature, oxygen content and pH. In particular, abnormal cell viscosity is associated with the development of major diseases. Sulphur dioxide (SO2) serves not only as an essential atmospheric pollutant but also an influential signalling molecule in biological cells, predisposing individuals to increased respiratory disease. In this work, we designed and synthesized a novel fluorescent probe CouCN-V&S with dual response to micro environmental viscosity and SO2. The probe monitored viscosity and SO2 separately through dual emission channels with a difference of 135 nm. The probe responded sensitively to SO2 (<1s) and exhibited satisfactory immunity to interference and pH stability. The probe was successfully applied to imaging cellular, intra-zebrafish viscosity and SO2 changes. Interestingly, we took onion epidermal cells as model and explored the capability of probe CouCN-V&S to image SO2 in plant cells for the first time.


Subject(s)
Colorimetry , Onions , Humans , Animals , Colorimetry/methods , Zebrafish , Viscosity , Diagnostic Imaging , HeLa Cells , Fluorescent Dyes/chemistry , Sulfur Dioxide
2.
Org Biomol Chem ; 21(14): 2960-2967, 2023 04 05.
Article in English | MEDLINE | ID: mdl-36938592

ABSTRACT

The green fluorescent protein (GFP) is a purely natural specialty protein that has been widely used to design synthetic fluorescent probes. In the present work we designed and synthesized a series of fluorescent compounds akin to GFP precursors by a one-step method, and investigated the luminescence properties of the fluorescent compounds by varying the substituents. We presented the first systematic summary of the photophysical data including extinction coefficients and fluorescence quantum yields for this class of fluorescent dyes. We also carried out density functional theory (DFT) calculations for these dyes to investigate the effect of electronic effects due to different substituents. These studied optical properties may provide a reference for later probe design. More interestingly, we have developed a polarity-sensitive lipid droplet probe T-LD with AIE properties on this basis. The probe exhibited not only favorable pH stability and kinetic stability in terms of optical properties, but also solvent discolouration and polarity-sensitive properties, and was able to label intracellular lipid droplets. We successfully applied the probe for intracellular lipid droplet level monitoring and zebrafish imaging.


Subject(s)
Lipid Droplets , Zebrafish , Animals , Fluorescence , Green Fluorescent Proteins , Solvents/chemistry , Fluorescent Dyes/chemistry
3.
Biosensors (Basel) ; 12(10)2022 Oct 09.
Article in English | MEDLINE | ID: mdl-36290987

ABSTRACT

Lipid droplets (LDs) are simple intracellular storage sites for neutral lipids and exhibit important impact on many physiological processes. For example, the changes in the polar microenvironment inside LDs could affect physiological processes, such as lipid metabolism and storage, protein degradation, signal transduction, and enzyme catalysis. Herein, a new fluorescent chemo-sensor (Couoxo-LD) was formulated by our molecular design strategy. The probe could be applied to effectively label intracellular lipid droplets. Intriguingly, Couoxo-LD demonstrated positive sensitivity to both polarity and viscosity, which might be attributed to its D-π-A structure and the twisted rotational behavior of the carbon-carbon double bond (TICT). Additionally, Couoxo-LD was successfully implemented in cellular imaging due to its excellent selectivity, pH stability, and low biotoxicity. In HeLa cells, the co-localization curve between Couoxo-LD and commercial lipid droplet dyes overlapped at 0.93. The results indicated that the probe could selectively sense LDs in HeLa cells. Meanwhile, Couoxo-LD can be applied for in vivo imaging of zebrafish.


Subject(s)
Fluorescent Dyes , Lipid Droplets , Humans , Animals , Lipid Droplets/chemistry , Fluorescent Dyes/chemistry , HeLa Cells , Viscosity , Zebrafish , Staining and Labeling , Lipid Metabolism , Lipids/analysis , Carbon
4.
Spectrochim Acta A Mol Biomol Spectrosc ; 267(Pt 2): 120516, 2022 Feb 15.
Article in English | MEDLINE | ID: mdl-34739895

ABSTRACT

Giving the fact that mercury ions (Hg2+) is highly toxic, migratory and bioaccumulative and even very small amounts of mercury can cause serious damage to health, resulting in many diseases, such as abdominal pain, renal failure, nervous system damage. The content of mercury in drinking water quality standard of our country has been strictly limited. Therefore, it is of good research interest to develop a stable fluorescent probe capable of detecting the presence of mercury in biological cells. In this study, a novel fluorescent probe based on isophoronitriles scaffold, DNC-Hg, was designed and synthesized for monitoring mercury ion in living HeLa cells. The good properties of the probe may be attributed to the unique strong electron-absorbing group in the structural design, the good conjugation effect, and the mature Hg2+ recognition site. The probe exhibited good selectivity and stability, large Stokes shift(174 nm) and low cytotoxicity. Furthermore, this stable probe DNC-Hg could be used for cellular imaging.


Subject(s)
Fluorescent Dyes , Mercury , Diagnostic Imaging , HeLa Cells , Humans , Ions , Mercury/toxicity , Spectrometry, Fluorescence
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