Chunhua Fan

Two Distinctly Separated Emission Colorimetric NIR Fluorescent Probe for Fast Hydrazine Detection in Living Cells and Mice upon Independent Excitations

Hydrazine is carcinogenic and highly toxic so that it can lead to serious environmental contamination and serious health risks although it has been extensively used as an effective propellant and an important reactive base in industry. Thus, the development of two-emission NIR fluorescent probes for rapid detection of hydrazine with high selectivity and sensitivity is of significance and of great challenge in both biological and environmental sciences. Here, we report a two-emission colorimetric fluorescent probe for the specific detection of hydrazine based on hydrazinolysis reaction under physiological conditions. In the presence of hydrazine, the probe showed an extremely remarkable fluorescence enhancement at 627 nm compared to the decrease at 814 nm excited at different wavelength in aqueous solution. This distinct difference of two emission intensities is suitable for detection of low concentration hydrazine with a detection limit of 0.38 ppb. Addition of hydrazine resulted in a remarkable color change from blue-green to red observed by the naked eye. Kinetic study indicated a fast response of the probe toward hydrazine in minutes. Furthermore, the probe can bioimage hydrazine in living HeLa cells and mice with low cytotoxicity and excellent biocompatibility.

A fast-response, fluorescent 'turn-on' chemosensor for selective detection of Cr3+

A fast-response, highly selective and sensitive chemosensor, 3, for Cr3+ detection with turn-on fluorescence behavior in the physiological pH range was designed and synthesized. The chemosensor contained a combined push–pull system in which the fluorescent phenanthro[9,10-d]oxazole moiety acts as both an electron donor and a potential binding site. The electron deficient nitrile group served as an electron acceptor. A significant enhancement of fluorescence emission intensities was observed with increasing Cr3+ concentration upon excitation at 300 nm. The emission intensity reached its maximum on adding 8 equiv. of Cr3+ where the quantum yield of 3-Cr3+ was found to be 0.917, ca. 7-fold larger than chemosensor 3. The selectivity mechanism of 3 for Cr3+ was found to be based on the combined effects of the inhibition of ICT and CHEF. Remarkably the entire process was virtually complete in only 10 seconds, with a minimum detection limit for Cr3+ of 1.72 × 10−8 M−1.

A simple fluorescent probe for sensing cysteine over homocysteine and glutathione based on PET.

A big challenge is the discrimination of sulfhydryl-containing amino acids due to their structural similarity. We designed and synthesized a simple fluorescent probe 3 for specific detection of cysteine based on photo-induced electron transfer (PET). The acrylate and BODIPY moieties in probe 3 act as a reaction site and reporter group, respectively. So the synergistic effect of the substituent groups endows probe 3 very strong green fluorescence at 525nm (λex=500nm). The cleavage reaction induced by cysteine leads to acrylate hydrolysis, and thereby triggers PET on, which effectively quench the fluorescence of 3. Probe 3 exhibited a rapid response towards cysteine over homocysteine and glutathione. Probe 3 is successfully applied for sensing and imaging cysteine in vitro or in vivo cells with low cytotoxicity.

Ultra-fast zinc ion detection in living cells and zebrafish by a light-up fluorescent probe

As the second most abundant transition metal after iron in biological systems, Zn2+ takes part in various fundamental life processes such as cellular metabolism and apoptosis, neurotransmission. Thus, the development of analytical methods for fast detection of Zn2+ in biology and medicine has been attracting much attention but still remains a huge challenge. In this report, we develop a novel Zn2+-specific light-up fluorescent probe based on intramolecular charge transfer combined with chelation enhanced fluorescence induced by structural transformation. Addition of Zn2+ in vitro can induce a remarkable color change from colorless to green and a strong fluorescence enhancement with a red shift of 43 nm. Moreover, the probe shows an extremely low detection limit of 13 nM and ultra-fast response time of less than 1 s. The Zn2+ sensing mechanism was fully supported by TDDFT calculations as well as HRMS and 1H NMR titrations. The recognition of Zn2+ in living Hela cells as well as the MTT assay demonstrate that the probe can rapidly light-up detect Zn2+ in vivo with low cytotoxicity and good cell-permeability. Furthermore, the probe can also be successfully applied to bioimaging Zn2+ in living zebrafish.

A fast-response two-photon fluorescent probe for imaging endogenous H2O2 in living cells and tissues

As a second messenger, hydrogen peroxide plays significant roles in numerous physiological and pathological processes and is related to various diseases including inflammatory disease, diabetes, neurodegenerative disorders, cardiovascular disease and Alzheimers disease. Two-photon (TP) fluorescent probes reported for the detection of endogenous H2O2 are rare and most have drawbacks such as slow response and low sensitivity. In this report, we demonstrate a simple H2O2-specific TP fluorescent probe (TX-HP) containing a two-photon dye 6-hydroxy-2,3,4,4a-tetrahydro-1H-xanthen-1-one (TX) on the modulation of the ICT process. The probe exhibits a rapid fluorescent response to H2O2 in 9min with both high sensitivity and selectivity. The probe can detect exogenous H2O2 in living cells. Furthermore, the probe is successfully utilized for imaging H2O2 in liver tissues.

A highly sensitive fluorescent probe for bioimaging zinc ion in living cells and zebrafish models

Zn2+ plays fundamental roles in cellular metabolism and apoptosis, as well as neurotransmission. However, how to fast detect Zn2+ in biology is still challenging and meaningful. In this study, we rationally synthesized a simple OFF–ON fluorescent probe for fast detection of Zn2+ based on intramolecular charge transfer and chelation-enhanced fluorescence. Addition of Zn2+ into the probe induced a significant fluorescence enhancement with a bathochromic shift of 55 nm. Moreover, the probe demonstrated excellent sensitivity (detection limit = 0.072 μM) and outstanding selectivity toward Zn2+ and an ultra-fast response rate of two seconds. The recognition mechanism of the probe toward Zn2+ was fully confirmed by HRMS and 1H NMR spectra, as well as TDDFT calculations. Furthermore, the probe could rapidly visualize Zn2+ in living cells and zebrafish models in bioimaging experiments with low cytotoxicity and good biocompatibility.