Good Fluorescence Properties Research Articles

A flavonol-labelled cellulose fluorescent probe combined with composite fluorescent film imaging and smartphone technology for the detection of Fe3+

Fe3+ is one of the most widely distributed and abundant elements on earth. Realizing efficient and real-time monitoring of Fe3+ is of great significance for the natural environment and the health of living organisms. In this paper, a flavonol-labelled cellulose-based fluorescent probe (ACHM) was synthesized by using dialdehyde cellulose (DAC) as the backbone and combining with flavonol derivatives (AHM - 1). The mechanism of recognizing Fe3+ was verified by characterizing the structure of ACHM by NMR, HRMS (High Resolution Mass Spectrometry), FTIR (Fourier Transform Infrared Spectroscopy), XRD (X-ray Diffraction), TG (Thermogravimetry) and SEM (Scanning Electron Microscopy). The H2O solution of the probe ACHM showed good fluorescence properties. It has quenching fluorescence properties for Fe3+, with a low limit of detection (LOD) of 0.10 μM and a fast response time of only 20 s. In addition, in order to expand the application range of the probe, ACHM was prepared as a fluorescent composite film with an average tensile strength of 32.9 MPa and an average elongation at break of 3.39 %. It shows its superiority in mechanical properties. The probe also demonstrated its practical application value for detecting Fe3+ in smartphone imaging applications.

Exploring the probing capacities of MSA capped CdTe semiconductor quantum dots as optical chemsensors via analytical and isotherms modeling for selective Hg2+ detection

Heavy metal ions bioaccumulation can cause severe damage to environment and human health. Hence, the development of an effective detection assay of trace amounts of these ions is of great importance. Here, CdTe quantum dots (QDs) capped with mercaptosuccinic acid (MSA) ligands have been synthesized in aqueous solution with significant stability and good fluorescence properties. Photophysical characterization was performed using FTIR, XRD, HRTEM and UV–Vis. Absorption, PL and PLRT techniques, seeking their subsequent application as fluorescent probes for metal cations. CdTe-MSA QDs showed selective sensitivity toward Hg2+ ions by monitoring quantitative fluorescence quenching with increasing analyte content. Under optimal conditions, the linear range for the detection was 0.2–6 μM with a detection limit of 0.05 μM. According to the Stern–Volmer model, it can be inferred that a static quenching mechanism via Hg2+ selective binding to MSA carboxylate groups is operating with electron transfer process. Excess of mercuric ions further decreased and red shifted the fluorescence possibly due to competitive cation exchanges. To further explain the corresponding ligation mechanisms, adsorption behavior study was conducted via several isotherms as well as statistical physics models. The pseudo-first-order model can describe the adsorption kinetics of Hg2+ on CdTe-MSA QDs more accurately and the experimental data fitted well the Langmuir isotherm model of monolayer adsorption on homogeneous surface. Furthermore, this spontaneous process conforms to the Hill model as a physisorption with an adsorption energy of 32 kJ.mol−1 associated with the electrostatic interactions and hydrogen bonding. The developed system was assayed in the Hg2+ trace amount detection in real tap water and showed satisfactory accuracy performance meeting analytical requirements. The relevant results demonstrated that CdTe-MSA QDs could be deployed as promising Hg2+ fluorescent chemosensing system with high sensitivity and selectivity over wide linear detection range that have great potential for real water samples analysis.

Novel photocatalytic carbon dots: efficiently inhibiting amyloid aggregation and quickly disaggregating amyloid aggregates.

Amyloid aggregation is implicated in the pathogenesis of various neurodegenerative disorders, such as Alzheimer's disease (AD) and Parkinson's disease (PD). It is critical to develop high-performance drugs to combat amyloid-related diseases. Most identified nanomaterials exhibit limited biocompatibility and therapeutic efficacy. In this work, we used a solvent-free carbonization process to prepare new photo-responsive carbon nanodots (CNDs). The surface of the CNDs is densely packed with chemical groups. CNDs with large, conjugated domains can interact with proteins through π-π stacking and hydrophobic interactions. Furthermore, CNDs possess the ability to generate singlet oxygen species (1O2) and can be used to oxidize amyloid. The hydrophobic interaction and photo-oxidation can both influence amyloid aggregation and disaggregation. Thioflavin T (ThT) fluorescence analysis and circular dichroism (CD) spectroscopy indicate that CNDs can block the transition of amyloid from an α-helix structure to a β-sheet structure. CNDs demonstrate efficacy in alleviating cytotoxicity induced by Aβ42 and exhibit promising blood-brain barrier (BBB) permeability. CNDs have small size, low biotoxicity, good fluorescence and photocatalytic properties, and provide new ideas for the diagnosis and treatment of amyloid-related diseases.

An anthracene-containing crown ether: synthesis, host-guest properties and modulation of solid state luminescence.

Organic solid state vapochromic materials are of great significance for the development of supramolecular chemistry and materials science. Herein, we synthesize a crown ether derivative (An34C10) containing two anthracene units and construct new crown ether-based vapochromic host-guest co-crystals. Due to the presence of anthracene, An34C10 not only shows good fluorescence properties but also displays mechanochromism. Single crystal structural analysis, powder X-ray diffraction and differential scanning calorimetry experiments demonstrate that the transformation between different stacking modes of An34C10 is responsible for mechanochromism. In addition, An34C10 can complex with 1,2,4,5-tetracyanobenzene (TCNB) to form host-guest complex (An34C10@TCNB) co-crystals. Because organic solvent fuming alters charge-transfer interactions in An34C10@TCNB, the fluorescence of the co-crystals can be turned on and off by 4-methylpyridine and chloroform vapors, respectively, realizing selective detection with opposite emission outputs. Meanwhile, the stimuli-responsive properties of An34C10 and An34C10@TCNB possess good cycling performance. This work provides a new strategy for the construction of organic solid state luminescent materials.

Preparation of carbon quantum dots and their application in the detection of vitamin B2.

A novel metal-doped carbon quantum dot, zinc-chlorine co-doped carbon quantum dots (Zn/Cl-CQDs), has been developed for the fluorescent probe detection of vitamin B2 and the analysis of the correlation properties of this carbon quantum dot and vitamin B2. Stability experiments demonstrate that Zn/Cl-CQDs possess good fluorescence properties under alkaline conditions. However, when vitamin B2 is added into Zn/Cl-CQDs, the fluorescence intensity decreases sharply, indicating that the fluorescence sensor shows rapid and sensitive detection of vitamin B2 under the static quenching. Lastly, the use of Zn/Cl-CQDs in the detection of vitamin B2 tablets and vitamin B2-rich fruits resulted in recovery rates of 98.2% and 100.6%, respectively. Therefore, this method can be well applied to the detection and analysis of vitamin B2, and has great development prospects in the pharmaceutical industry and food monitoring fields.

Au(I)/Sc(III)-co-catalyzed tandem spiroannulation/cycloisomerization of 3-(2-ethynylaryl)-N-tosylaziridines with indoles to access 5H-benzo[b]carbazoles.

An unusual spiroannulation/cycloisomerization cascade of 3-(2-ethynylaryl)-N-tosylaziridines with indoles enabled by cooperative gold/scandium catalysis is presented, which facilitates the synthesis of 5H-benzo[b]carbazoles in moderate to excellent yields. This protocol features a broad substrate scope and good functional-group compatibility. Additionally, the resulting 5H-benzo[b]carbazoles exhibit good fluorescence properties, demonstrating the synthetic practicality of this method. Moreover, control experiments were performed to illustrate the reaction mechanism.

Synthesizing Carbon Quantum Dots via Hydrothermal Reaction to Produce Efficient Antibacterial and Antibiofilm Nanomaterials.

This study aimed to synthesize antibacterial carbon quantum dots (SP-CDs) from polyethyleneimine and spermidine via hydrothermal reaction. It was revealed that SP-CDs, with small size (7.18 nm) and high positive charge (+31.15 mV), had good fluorescence properties and lots of amino groups on their surfaces. The inhibition effect of SP-CDs on Staphylococcus aureus was better than that towards Escherichia coli, and the SP-CDs also had an inhibitory effect on multi-drug-resistant E. coli. The mechanism of SP-CDs shows that the SP-CDs were adsorbed on the surface of the negatively charged cell membrane through electrostatic interaction. SP-CDs can cause changes in membrane permeability, resulting in a shift of the cell membrane from order to disorder and the decomposition of chemical components, followed by the leakage of cell contents, resulting in bacterial death. SP-CDs can also significantly inhibit biofilm formation, destroy mature biofilms and reduce the number of living cells. Moreover, SP-CDs had negligible antimicrobial resistance even after 18 generations of treatment. This study proves that SP-CDs effectively inhibit the proliferation of foodborne pathogens, providing new feasibility for the application of carbon-based nanomaterials in the food industry.

A new indium-phenanthroline based complex as a fluorescence sensor: Synthesis, characterization and detection of multiple analytes

Chemical contaminants have posed a growing danger to environmental security and human health in recent years, causing considerable alarm. Herein, a new indium-based complex was synthesized by solvothermal method and using 1,10-phenanthroline (phen), namely, [(CH3)2NH2]+·[In(phen)Cl4]− (1). The crystal structure of the complex 1 was determined by single crystal X-ray diffraction (SCXRD). Moreover, elemental analysis (EA), Fourier transform infrared spectrum (FTIR), powder X-ray diffraction (PXRD) analysis and other structural characterization were carried out in detail. Thermal and solvent stabilities were investigated thoroughly. The liquid and solid fluorescence spectra had been also explored to discuss the influence of synthesis conditions on crystal configuration and the relationship between the complex and fluorescence properties. Moreover, complex 1 has good fluorescence properties and can be served as an outstanding candidate for the multi-response sensing of Fe3+, Cu2+, Ni2+, Co2+, Cr2O72− ions and nitrobenzene (NB). Furthermore, the limit of detection (LOD) and fluorescence quenching mechanism were studied in detail.

Multifunctional Probe Based on "Chemical Antibody-Aptamer" for Noninvasive Detection of PD-L1 Expression in Cancer.

Immune checkpoint inhibitors (ICIs) therapy based on programmed cell death ligand 1 (PD-L1) has shown significant development in treating several carcinomas, but not all patients respond to this therapy due to the heterogeneity of PD-L1 expression. The sensitive and accurate quantitative analysis of in vivo PD-L1 expression is critical for treatment decisions and monitoring therapy. In the present study, an aptamer-based dual-modality positron emission tomography/near-infrared fluorescence (PET/NIRF) imaging probe was developed, and its specificity and sensitivity to PD-L1 were assessed in vitro and in vivo. The probe precursor NOTA-Cy5-R1 was prepared by using automated solid-phase oligonucleotide synthesis. PET/NIRF dual-modality probe [68Ga]Ga-NOTA-Cy5-R1 was successfully synthesized and radiolabeled. The binding specificity of [68Ga]Ga-NOTA-Cy5-R1 to PD-L1 was evaluated by flow cytometry, fluorescence imaging, and cellular uptake in A375-hPD-L1 and A375 cells, and it showed good fluorescence properties and stability in vitro. In vivo PET/NIRF imaging studies illustrated that [68Ga]Ga-NOTA-Cy5-R1 can sensitively and specifically bind to PD-L1 positive tumors. Meanwhile, the rapid clearance of probes from nontarget tissues achieved a high signal-to-noise ratio. In addition, changes of PD-L1 expression in NCI-H1299 xenografts treated with cisplatin (CDDP) were sensitivity monitored by [68Ga]Ga-NOTA-Cy5-R1 PET imaging, and ex vivo autoradiography and western blot analyses correlated well with the change of PD-L1 expression in vivo. Overall, [68Ga]Ga-NOTA-Cy5-R1 showed notable potency as a dual-modality PET/NIRF imaging probe for visualizing tumors and monitoring the dynamic changes of PD-L1 expression, which can help to direct and promote the clinical practice of ICIs therapy.

Novel imidazo[1,2,4] triazole derivatives: Synthesis, fluorescence, bioactivity for SHP1

The Src homology 2 domain-containing protein tyrosine phosphatase 1 (SHP1) is a convergent node for oncogenic cell-signaling cascades. Consequently, SHP1 represents a potential target for drug development in cancer treatment. The development of efficient methods for rapidly tracing and modulating the SHP1 activity in complex biological systems is of considerable significance for advancing the integration of diagnosis and treatment of the related disease. Thus, we designed and synthesized a series of imidazo[1,2,4] triazole derivatives containing salicylic acid to explore novel scaffolds with inhibitory activities and good fluorescence properties for SHP1. The photophysical properties and inhibitory activities of these imidazo[1,2,4] triazole derivatives (5a-5y) against SHP1PTP were thoroughly studied from the theoretical simulation and experimental application aspects. The representative compound 5p exhibited remarkable fluorescence response (P: 0.002) with fluorescence quantum yield (QY) of 0.37 and inhibitory rate of 85.21 ± 5.17% against SHP1PTP at the concentration of 100 μM. Furthermore, compound 5p showed obvious aggregation caused quenching (ACQ) effect and had high selectivity for Fe3+ ions, good anti-interference and relatively low detection limit (5.55 μM). Finally, the cellular imaging test of compound 5p also exhibited good biocompatibility and certain potential biological imaging application. This study provides a potential way to develop molecules with fluorescent properties and bioactivities for SHP1.

Synthesis and Photophysical Properties of 3-Substituted-1H-Indazoles: A Pd-Catalyzed Double C-N Bond Formation Strategy via 1,6-Conjugate Addition.

A Pd-catalyzed cascade process for the direct synthesis of 3-substituted-1H-indazole employing p-quinone methide (p-QM) and arylhydrazine through Pd-catalyzed double C-N bond formation via 1,6-conjugate addition is reported. This reaction strategy affords efficient and practical access to synthetically important diverse 3-substituted-1H-indazoles in good yields. The photophysical properties of the synthesized 3-substituted-1H-indazoles are investigated, and some of them showed very good fluorescence properties with quantum yields up to 85%. Also, the synthesized 3-substituted-1H-indazole exhibits an acid-sensitive fluorescence turn-off activity.

Photochromic biomaterials: Synthesis and fluorescence properties of spiroxanthenes-grafted alginate derivatives

Herein, we reported a general and green synthetic strategy for photochromic functional alginate derivatives grafting with isoindolinone spiroxanthenes. Under mild condition, diverse 2-aminoalkyl isoindolinone spiroxanthene derivatives have been prepared from organic photochromic isobenzofuranone spiroxanthenes (including rhodamine B, rhodamine 6G and fluorescein), and grafted on alginate chains through amidation reaction using diamine as a linkage with water as a green solvent at room temperature. The photochromic properties of the fluorophores-modified polymers and the effect of pH value have been explored. Under acid conditions, the spiroisoindolinone rings of alginate derivatives are opened resulting in showing absorption bands and fluorescence with orange to green emission, while the alginate derivatives turned to colourless under basic conditions which is reversibly. In addition to biodegradability and biocompatibility, the polymers exhibit good film-forming properties simultaneously. The films and fibers produced from the alginate derivatives also project good fluorescence properties.

Self-assembled programmable DNA nanoflower for in situ synthesis of gold nanoclusters and integration with Mn-MOF to sensitively detect AFB1

Aflatoxin B1 (AFB1) is a potent carcinogenic mycotoxin that is susceptible to contamination of agricultural products and can cause chronic effects on humans. Thus, the establishment of highly sensitive and efficient AFB1 detection method is crucial to ensure food safety and human health. Here, we developed programmable DNA nanoflowers (DNF) with dual functionality for in situ synthesis of gold nanoclusters (AuNCs) and DNA recognition. The AuNCs synthesized using DNF as template (DNF@AuNCs) possessed good fluorescence properties and stability, and were applied as stable signal probes for constructing sensitive aptasensor. DNF completed the transition from bud to blooming flower, shifting its morphology from 3D to 2D structure during the in-situ synthesis of AuNCs, leading to the exposure of more template sequences. The designed hairpins DNA were subsequently used for local catalytic hairpin assembly (LCHA) on the surface of Mn-MOF. A substantial number of amplified products H2-H3 was obtained by conformational conversion, which was complementary to the sequence of DNF. Upon hybridization of H2-H3 with DNF@AuNCs, the fluorescence of AuNCs is quenched by adjacent guanine-rich (G-rich) base at the 3′ end of H3. The switch of LCHA is controlled by the conformational change of H1 which contains the AFB1 aptamer sequence, thus enabling precise detection of AFB1. The DNF@AuNCs and Mn-MOF-based fluorescence aptasensor achieved a detection limit of 7 pg/mL for AFB1, with a detection range of 0.01–200 ng/mL. The aptasensor also exhibits high selectivity, reproducibility, and stability, making it prospective for food safety monitoring.

Preparation and performance on fluorescent magnetic transparent bamboo

This investigation used bamboo to develop a transparent material with magnetic and fluorescent characteristics. The transparent bamboo material was provided with new functions by adding rare earth long afterglow materials and magnetic nano-Fe3O4. According to the experimental results and comprehensive performance analysis, it was found that the transparent bamboo material created by the delignification treatment of the middle part of bamboo for 5 h and adding 2 wt% of phosphorus and 0.2 wt% of nano-Fe3O4 demonstrated superior comprehensive performance. While maintaining the transparency and haze inherent in transparent bamboo, it also exhibits good fluorescence and magnetic properties, as well as excellent mechanical properties. The magnetic fluorescent transparent bamboo (MFTB) generated by this technique exhibited significant potential for the use and expansion in areas like information storages, magneto-optical switches, biological analysis applications, opto-isolators, and modulators.

Chiral benzo[ghi]perylene substituted [n]helicenes with strong blue fluorescent emission and circularly polarized luminescence

Chiral organic fluorescent molecules with circularly polarized luminescence (CPL) properties have attracted much attention for their potential applications in chiral optical and electronic devices. Benzo [ghi]perylene is one of the classical polycyclic aromatic hydrocarbons (PAHs) with good fluorescent properties and has many applications in the fields including optoelectronic devices and fluorescence probes. In this work, chiral benzo [ghi]perylene substituted [n]helicenes were directly obtained from chiral BINOL. The introduction of benzo [ghi]perylene structure greatly improved the fluorescent efficiency of the pristine helicene molecules. These benzo [ghi]perylene substituted [n]helicenes show strong blue fluorescent emission in organic solutions with good fluorescent quantum yields. These molecules could also exhibit moderate fluorescent emission in the solid-states. Based on the DFT calculations results, the HOMOs and LUMOs of these molecules are mainly contributed by benzo [ghi]perylene, which forms an orthogonal geometry with helicene moieties. The enantiomers of these molecules show opposite signals in CD and CPL spectra. The gabs and glum values could be increased with elongation of helicene structure. Compounds with [7]helicene moiety show relatively large gabs and glum values, which could reach up to 3.6 × 10−3 and 1.0 × 10−3, respectively. This work has provided a new strategy to develop chiral organic emitters through integration of benzo [ghi]perylene and helicene structures, which exhibit efficient fluorescent emission and intense CPL properties.

Alendronate-derived carbon dots for bioimaging and effective osteoblastic differentiation induction and promotion

Carbon dots (CDs) belong to zero-dimensional carbon-based nanomaterials, which are promising in various biomedical applications including imaging, biosensing and drug delivery. In this work, we have synthesized novel fluorescent CDs (Alen-CDs) derived from alendronate, an anti-osteoporosis drug, through a one-step hydrothermal method. The ability of Alen-CDs for fluorescent imaging was evaluated via in vitro cellular bioimaging. In addition, the capability of Alen-CDs to induce in vitro osteoblastic differentiation was investigated by alkaline phosphatase staining, activity test and alizarin red staining. As demonstrated, Alen-CDs was effective for in vitro fluorescent imaging without obvious toxicity. Also, Alen-CDs promoted the survival of rat bone marrow mesenchymal stem cells and stimulated osteoblastic differentiation. In conclusion, Alen-CDs are a new type of nanomaterial with good biocompatibility and fluorescent properties. Alen-CDs could be applied as a potential probe for bioimaging and a promising nanodrug for bone regeneration as well as the combination to be used as a theranostic agent.

New fluorescent Schiff base modified nanocellulose-based chemosensors for the selective detection of Fe3+, Zn2+ and Cu2+ in semi-aqueous media and application in seawater sample

Stimulus-responsive fluorescent-modified biopolymers have received significant attention in the field of chemosensors. Herein, four new fluorescent dyes, namely, S1: (PDA-DANC), S2: (SAL-PDA-DANC), S3: (BrSAL-PDA-DANC) and S4: (ClSAL-PDA-DANC) have been successfully synthesized from 2,3-dialdehyde nanocellulose (DANC) for the detection of heavy metals. The microstructural and photophysical properties of nanocellulose (NC), microcrystalline cellulose (DANC) and the synthesized S1 to S4 dyes were investigated by FT-IR, SEM-EDX, XRD, TGA, DLS and photoluminescence. NC, obtained from conversion of MCC, shows an average size of 802.4 nm with 0.141 of polydispersity index (PdI), and a crystalline index (CI) of 82.40 % and crystallite size of 4.68 nm. The synthesized dyes present good fluorescent properties and have been therefore exploited for developing new probes for heavy metal ions detection. Remarkable “turn off” and/or “turn on” behaviors with Fe3+ and Cu2+ and with Zn2+ in DMF/water solution have been demonstrated, allowing the sensitive and selective determination of these heavy metal ions with a low limit of detection (LOD). Finally, the evaluation of the Fe3+ sensing in a real seawater sample was investigated.

A series of lanthanide complexes with different aromatic carboxylic acid ligands: Synthesis, supramolecular structure, thermal properties and luminescence behaviors

Six noble two-dimensional lanthanide complexes [Ln(2,4-DFBA)3(terpy)·H2O]·H2O (Ln = Tb(1), Dy(2)), [Pr(2,4,6-TMBA)3(terpy)·H2O] (3) [Nd(2,4,6-TMBA)3(terpy)·H2O]·C2H5OH·H2O(4) and [Ln(2,4,6-TMBA)3(terpy)·H2O]·1.5H2O (Ln = Dy(5), Ho(6) (2,4-DFBA = 2,4-difluorobenzoate, 2,4,6-TMBA = 2,4,6-trimethylbenzoate, terpy = 2,2 ': 6′, 2 ''- terpyridine) were synthesized by conventional solution method with 2,4-difluorobenzoic acid and 2,4,6-trimethylbenzoic acid as main ligands and 2,2 ': 6′, 2 ''- terpyridine as auxiliary ligands. The complexes were characterized by infrared spectroscopy and Raman spectroscopy, and the thermal decomposition mechanism of the complex was studied by TG-DTG-DSC/FTIR coupling technology. The solid fluorescence test was also carried out for complexes 1,2 and 4. It was found that the complexes have good fluorescence properties, and the fluorescence lifetime of complex 1 was 0.541 ms.

Ratiometric fluorescence detection of the angiotensin-converting enzyme via single-excitation and double-emission biomass-derived carbon quantum dots

Efficient and rapid detection of angiotensin-converting enzyme (ACE) activity is important for preventing hypertension and the discovery of new angiotensin-converting enzyme inhibitors (ACEI). In this work, a single-excitation and double-emission biomass-derived carbon quantum dots (CQDs) was prepared and applied for ratiometric fluorescence detection of ACE. Fresh banyan leaves were extracted with ethanol and acetone, and the extracted solution was used as the precursor to produce the carbon quantum dots (BL-CQDs) with single-excitation and double-emission properties. The synthesized BL-CQDs is about 1.7 nm, has a graphene-like structure, contains a variety of hydrophilic functional groups on the surface, and has good fluorescence properties. Its fluorescence intensity ratio (I677/I460) is linear with ACE activity in the range of 0.02–0.8 U l−1. The regression equation is △F=2.5371 C ACE -0.0311. The method was successfully applied to the determination of ACE activity in pig lung and human serum, and the inhibitory efficiency of the flavonoid extract and captopril tablets on ACE activity was also investigated, which can be applied to the screening of ACEI. The survival rate and fluorescence imaging of Bel-7404 cells under the condition of high concentration BL-CQDs showed BL-CQDs had low cytotoxicity and good biocompatibility. These results indicate that the BL-CQDs can be used as an excellent fluorescent probe, providing a new method for screening ACE activity and plant-derived ACEI.

Metal‐Free Bicyclization for the Construction of N−O Fused Tetracyclic Isoquinolones

AbstractA hypervalent iodine‐mediated bicyclization of N‐alkoxybenzamides for the synthesis of polyheterocycles is reported. Through metal‐free strategy, various N−O fused tetracyclic isoquinolones are synthesized in moderate to good yields at room temperature. The tetracyclic isoquinolones show good fluorescent properties, with maximum emission wavelength ranging from 442 to 459 nm. Notably, preliminary antifungal activity investigations indicate that N−O fused tetracyclic isoquinolones show good activities towards crop and forest pathogenic fungi. One of them exhibits 75.9 % antifungal activity towards C. chrysosperma, which is much better than the positive control.