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Cysteine (Cys) is a significant biological mercaptan that achieves key roles in several important physiological processes, such as reversible redox homeostasis in living organisms. Abnormal levels of Cys in the human body are directly related to many diseases. In this work, we constructed a sensitive sensor (Cys-NR) by connecting a Cys recognition group to a Nile red derivative. Due to photo-induced electron transfer (PET), the Cys-NR probe showed little fluorescence at 650 nm. With the addition of Cys to the assay solution, the chlorine unit of the probe was substituted by the thiol group of Cys. Further, the amino and sulfhydryl groups in cysteine underwent an intramolecular rearrangement, which led to the Cys-NR probe water solution turning from colorless to pink with an enhancement in fluorescence. The red fluorescence at 650 nm increased about 20 times. Based on the turn-on signal, a selective Cys detection method is developed. The probe signal is not affected by various potential interferences or other competing biothiols and the limit of detection (LOD) is determined to be 0.44 μM. In addition, the probe is further employed for imaging of Cys in live cells, revealing good biological imaging ability that could provide a new way of intracellular Cys detection. [ABSTRACT FROM AUTHOR]

A fluorescent probe II, 6-azido-2-(2-hydroxyethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione with specific identification environment H2S, was designed and synthesized based on 4-bromine-1,8-naphthalimide and ethanamine. We used 4-bromine-1,8-naphthimide as raw materials to synthesize a new type of reactive fluorescent probe based on the mechanism of intramolecular charge transfer. These two materials are easily obtainable, low in cost, and can be synthesized through a simple two-step reaction. 1,8-Naphthalene anhydride has a moderate fluorescent ability as it introduces an electron-donating group at position 4. A change to its conjugate system can cause a push-pull electronic effect in the molecule and result in a very strong luminous effect. The structure of probe II was characterized by IR, ESI, and NMR. The preliminary screening was under the UV lamp. We found that probe II had a certain specific recognition effect on H2S in the DMSO solvent. After the solvent screening, DMSO was selected as a solvent to identify H2S specifically for the probe. The fluorescence spectroscopy illustrated that probe II showed green fluorescence in the DMSO solution. With the continuous addition of H2S, probe II showed red fluorescence at 510 nm, which produced a strong fluorescence emission peak that stood out from the rest of the spectrum. The experimental results showed that the probe had a very good sensitivity at detecting H2S (with a minimum concentration of 1 × 10–7 mol/L). Meanwhile, dozens of cations and anions do not interfere with the recognition of H2S by the probe molecule in the DMSO system. At the same time, we found that probe II could also recognize H2S by cell imaging technology. [ABSTRACT FROM AUTHOR]

On account of long wavelength emission and high stability, a hemi-cyanine skeleton of 2,3,3-trimethyl-1-(3-sulfopropyl)-3H-benzo[f]indolinium was condensed with 6-hydroxy-7-morpholin-4-yl-methyl-naphthalene-2-carbaldehyde in the presence of acetic anhydride. The new probe displays a sensitive absorption and fluorescence according to the pH value changes and exhibits an excellent linearity of the relative emission intensity (I670/I580) vs. pH in the pH range of 7.0–9.5 with a correlation coefficient of 0.993. Moreover, compared to the commercialized LysoTracker Green DND-26 the probe is targeting to the lysosomal imaging in HeLa cells and, thus, can be further used as a near-infrared fluorescent probe for cellular research. [ABSTRACT FROM AUTHOR]

Red emissive B,N co-doped carbon dots (BN-CDs) were hydrothermally synthesized from cresyl violet and boric acid. The BN-CDs exhibited excellent photostability, low cytotoxicity, excitation/emission maxima at 520/616 nm, and a relatively high quantum yield of 18%. The BN-CDs can binded to mercury(II), and this results in quenching of the red-colored fluorescence. However, on subsequent addition of the biothiol (such as cysteine, homocysteine or glutathione), fluorescence recovers. Therefore, the BN-CDs can be used as a multifunctional probe based on "on-off-on" fluorescence response for the detection of Hg(II) and biothiols. The following detection limits were accomplished: (a) Hg(II): 2.8 μM; (b) glutathione: 1.7 μM; (c) cysteine: 2.3 μM; (d) homocysteine: 3.0 μM. The BN-CDs also have been successfully applied for the imaging of Hg(II) and biothiols in HepG2 cells with excellent bio-compatibility. [ABSTRACT FROM AUTHOR]