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Analytical Methods · 2025 · IF 2.6

A Water-Soluble Fluorescent Probe Based on Porphyrin Derivative for Cu2+ Detection in Aqueous Solution and Living Cells

Jiajun Chen,Chenyang Zhang,Weiye Nie,Lidan Liu,Qi Zhou,Wenwu Cao

Accurately tracing copper ions (Cu2+) is critically important in the fields of environmental protection and human body monitoring. Excessive intake of Cu2+ not only easily leads to diseases, but also affects human health. Therefore, it is particularly important to find an easy-to-use, effective, and highly selective probe for in situ Cu2+ detection in living cells. Herein, a water-soluble porphyrin derivative (WSPD) was successfully synthesized and used as a highly sensitive and selective fluorescent probe for detecting Cu2+ in aqueous solution and living cells. WSPD possesses good water solubility and photostability, large Stokes shift (> 200 nm), appreciable red fluorescence and low cytotoxicity. The fluorescence signal could be rapidly quenched by Cu2+ with high selectivity due to the strong affinity of Cu2+ to the porphyrin core of WSPD. The proposed fluorescent probe exhibited a low detection limit of 6.43 nM and a fast response time (< 5 min) for Cu2+ detection in aqueous solution. Furthermore, it is successfully employed for the fluorescence imaging of intracellular Cu2+ in living cells, demonstrating its great potential in the fields of biomedical imaging and biosensing.

研究领域: 环境科学 · 生物医学 · 分析化学
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ANALYTICA CHIMICA ACTA · 2020 · IF 5.977

Exploring the interaction of G-quadruplex and porphyrin derivative by single protein nanopore sensing interface

Na Ji,Hui-Qing Shi,Xiu-Yu Fang,Zhi-Yong Wu

Both human telomere and proto-oncogene c-MYC can form G-quadruplex (G4) with various conformations. Porphyrin derivative (TMPyP4) could stabilize G4, and thus is considered as a potential drug for anticancer therapeutics . In this paper, the translocation behaviors of three typical G4s (telomere basket, telomere hybrid-1 and c-MYC Pu22 parallel) and their interaction with TMPyP4 were investigated with a single protein nanopore sensing interface with the same main electrolyte of 0.5 M tetramethylammonium chloride. As observed by the statistics of the dwell time of the current pulses, in the presence of K + , the parallel G4 is more stable than the hybrid-1 G4, while the basket G4 in the presence of Na + exhibited shortest duration. The dwell time of all of the G4s increased as the result of interaction with TMPyP4, indicating an obvious stabilizing effect. This study demonstrated that the single nanopore sensing interface not only reveal the stability of various G4 conformations at a single-molecule level, but also provide the interaction information of a ligand, which could be useful in the drug design.

研究领域: 分子生物学 · 生物物理学 · 药物设计
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JOURNAL OF LUMINESCENCE · 2022 · IF 4.171

The water effect on the spectral properties of porphyrin sensitizers

Meng Kou,Feng Qin,Xiyu Zhang,Yongda Wang,Hua Zhao,Zhiguo Zhang

Porphyrin derivatives, which played a key role in photodynamic therapy (PDT), exhibit different photophysical and photochemical properties in aqueous solution of organism and organic solvents . Limited by the poor water-soluble, present studies on porphyrin derivatives covered the real performance in aqueous solution of organism. In this study, the water effect on the properties of porphyrin derivatives was investigated by the water proportion evolution spectroscopy. The variation in fluorescence intensities of hematoporphyrin monomethyl ether (HMME) in solvents with different proportions of methanol and water were analyzed. Corresponding absorption spectra were measured, and the absorption intensity at the excitation wavelength is found to be unchanged. Utilizing Perrin-Jablonski energy level structure, as well as related rate equations , the fluorescence variation is supposed to be origin from both the decreased intersystem crossing rate ( k ISC ) and increased non-fluorescence transition rate ( k nF ). The decrease of k ISC is induced by the raise of the lowest vibrational energy level of the first singlet excited state (S 1 ), which can be verified by the blue-shift of the absorption and fluorescence spectra . The increase of the k nF was caused by the high-energy vibrations in aqueous solutions. The fluorescence lifetimes are also measured, which consist with our analysis. Our research not only uncovered the water effect on the properties of HMME, but also provided a way to insight the PDT behavior of porphyrin derivatives in the aqueous solution of organism.

CAS / MDL: 7732-18-5
研究领域: 生物化学 · 医学
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Sensors & Diagnostics · 2022 ·Vol. 2 ·期 1 ·188-193 · IF 0

Artificial tongue based on carbon dots and a porphyrin derivative for pattern recognition of metal ions

Xiaowei Liu,Zhiwei Zhang,Xuetao Yan,Xinying Zhang,Francois Amblard,Yingying Chen,Lingyan Feng

An artificial tongue for the discrimination of different metal ions based on fluorescent carbon dots (C-dots) and meso-tetrakis(4-(N-methylpyridiumyl))porphyrin (TMPyP) was developed in this manuscript. Fluorescence resonance energy transfer (FRET) between C-dots and TMPyP was applied for the sensor array consisting of C-dots, TMPyP and a C-dot–TMPyP complex. Fifteen metal ions have been effectively identified by the sensor array with different fingerprint-like patterns which were analyzed from the distinct fluorescence responses through principal component analysis (PCA) and hierarchical cluster analysis (HCA), providing a fast and efficient method for the detection of metal ions.

研究领域: 分析化学 · 材料科学
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ACS Biomaterials Science & Engineering · 2018 · IF 4.432

Porphyrin Derivative Conjugated with Gold Nanoparticles for Dual-Modality Photodynamic and Photothermal Therapies In Vitro

Jinfeng Zeng,Wendi Yang,Dongjian Shi,Xiaojie Li,Hongji Zhang,Mingqing Chen

Gold nanoparticles (Au NPs) have been confirmed to show excellent photothermal conversion property for tumor theranostic applications. To improve the antitumor efficacy, a novel nanoplatform system composed of porphyrin derivative and Au NPs was fabricated to study the dual-modality photodynamic and photothermal therapy with laser irradiation. Modified chitosan was coated on the Au NPs surface via ligand exchange between thiol groups and Au. The chitosan-coated Au NPs (QCS-SH/Au NPs) were further conjugated with meso-tetrakis(4-sulphonatophenyl)porphyrin (TPPS) via electrostatic interaction to obtain the porphyrin-conjugated Au hybrid nanoparticles (TPPS/QCS-SH/Au NPs). Size, morphology, and properties of the prepared nanoparticles were confirmed by Zeta potential, nanoparticle size analyzer, transmission electron microscopy (TEM), and UV–vis spectroscopy. Moreover, both photothermal therapy (PTT) and photodynamic therapy (PDT) were investigated. Compared with alone Au NPs or TPPS, the hybrid TPPS/QCS-SH/Au NPs with lower cytotoxicity showed durable elevated temperature to around 56 °C and large amount of singlet oxygen (1O2) produced from TPPS. Thus, the hybrid nanoparticles showed a more significant synergistic therapy effect of hyperthermia from PTT as well as 1O2 from PDT, which has potential applications in the tumor therapy fields.

CAS / MDL: 25952-53-8
研究领域: 纳米医学 · 肿瘤学 · 材料科学 · 生物医学工程
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Asian Journal of Organic Chemistry · 2017 ·Vol. 6 ·期 8 ·1034-1042 · IF 2.788

Photocontrollable Supramolecular Self-Assembly of a Porphyrin Derivative that Contains a Polyhedral Oligomeric Silsesquioxane (POSS)

Yong Zhang,Tao Yue,Hongliang Cao,Yun Gao,Weian Zhang

Graphical Hugo POSS : A photosensitive organic–inorganic hybrid porphyrin (H 2 TPP−Azo−POSS) exhibited a tunable morphology by simply changing the concentration and polarity of the solvent. Spherical micelles and linear nanowires were formed in CHCl 3 , whilst vesicles were formed in CHCl 3 / n -hexane. The morphologies of H 2 TPP−Azo−POSS demonstrated a light-triggered transition, whilst the size of the aggregates decreased under UV irradiation. In this study, we have synthesized a new photosensitive organic–inorganic POSS-containing hybrid porphyrin derivative (H 2 TPP−Azo−POSS), in which azobenzene was used as a bridge to conjugate the porphyrin and POSS, by using click chemistry. The self-assembly behavior of H 2 TPP−Azo−POSS was studied at different concentrations in CHCl 3 and in CHCl 3 / n -hexane mixed solvent systems. Our results showed that the self-assembled morphology of H 2 TPP−Azo−POSS could be tuned by varying the concentration and polarity of the solvent. Spherical micelles and linear nanowires could be obtained in CHCl 3 , whilst vesicles could be formed in CHCl 3 / n -hexane mixtures with low polarities. The supramolecular self-assembled morphologies of H 2 TPP−Azo−POSS demonstrated a light-triggered transition behavior, whilst the size of the assembled aggregates decreased significantly under UV irradiation.

研究领域: 材料科学 · 有机化学 · 纳米技术
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DYES AND PIGMENTS · 2016 · IF 4.055

Nonlinear optical properties of symmetrical and asymmetrical porphyrin derivatives with click chemistry modification

Xiong Liu,Dong Wang,Hong Gao,Zhou Yang,Yan Xing,Hui Cao,Wanli He,Huihui Wang,Jianming Gu,Huiying Hu

The novel kind of charge-transfer porphyrin complexes with symmetrical and asymmetrical side groups were synthesized by the high-yielding [2 + 2] click chemistry reaction involved a two-step procedure. Both electrochemical and UV–vis studies were characterized and proved that the side groups of the porphyrin complexes played an important role on optical properties and energy gaps. The novel series did show the narrower band gap and broader absorption in the visible and near infrared region. As the side groups, the click moieties also affected the third-order nonlinear optical responses, and all the compounds exhibited the expected nonlinear optical properties which were affected by the chemical structures . The optical-limiting performance had also been studied, which was in agreement with the result of Z-scan experiments.

研究领域: 材料化学 · 物理化学 · 光功能材料 · 有机合成 · 分子光谱学
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Journal of Cancer · 2024 ·Vol. 15 ·期 17 ·5594-5604 · IF 3.3

Efficacy of photodynamic therapy using hematoporphyrin derivative nanomedicine on hepatocellular carcinoma cells

Cheng Yuanyuan,Gong Shushu,Li Qianqian,Shen Juan,Huang Hongjuan

Objective: To demonstrate the efficacy of photodynamic therapy (PDT) using hematoporphyrin derivative (HPD) nanomedicine in combination with conventional chemotherapy based on gadolinium-diethylenetriamine pentaacetic acid (Gd-DTPA) magnetic resonance imaging (MRI) for hepatocellular carcinoma (HCC) therapy.Methods: HPD nanomedicine was prepared, and the cytotoxicity of HPD nanomedicine at different concentrations on HCC cells and the half-maximal inhibitory concentration (IC50) were analyzed. Sixty HCC patients who visited our hospital from 2021 to 2023 were retrospectively analyzed. Patient data were analyzed, with 30 cases in control group (CG) receiving conventional chemotherapy for HCC, and 30 cases in observation group (OG) receiving conventional chemotherapy combined with HPD nanomedicine PDT. Gd-DTPA MRI was utilized to monitor the morphological and biological characteristics of the lesions in patients. After treatment completion, the long-term efficacy of patients and the levels of bcl-2 and bax proteins in primary HCC cells were evaluated.Results: The IC50 values of HPD on HepG2 cell proliferation and the cell inhibition rates gradually increased with increasing doses of HPD (50 μM, 25 μM, 12.5 μM, 6.25 μM, 3.13 μM, 1.56 μM, 0.78 μM). HPD exhibited great anti-proliferative effects on HepG2 cells at relatively low concentrations. The differences in expression rates of bcl-2 protein and bax protein between groups were considerable (P<0.05). There were neglectable changes in AST and ALT levels between the two groups before treatment, but they were markedly reduced after treatment versus before treatment (P<0.05), with OG showing considerably lower levels than CG after treatment (P<0.05). Additionally, patients in OG exhibited better survival rates after the course of treatment versus those in CG.Conclusion: This study demonstrates that the combination of conventional chemotherapy based on Gd-DTPA MRI with HPD nanomedicine PDT greatly improves the efficacy of treatment for HCC patients. This combined treatment strategy not only enhances therapeutic outcomes but also alleviates adverse reactions associated with conventional treatment, providing a novel approach for future research in the treatment of HCC.

研究领域: 肿瘤学 · 药理学 · 医学影像学 · 纳米技术 · 细胞生物学
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JOURNAL OF POWER SOURCES · 2025 · IF 7.9

The influence of the mutual interactions between the elements of GO-porphyrin assembly and incorporated laccase on the photo-electro-catalytic performance of integrated enzyme

Xiao Jun Xu,Han Zeng,Mi Zhang,Bao Chen Han

Graphene oxide is covalently tethered to porphyrin derivative to prepare carbon based nano-material with photo-sensitive group modification as bio-molecule accommodation matrix. Graphene oxide with porphyrin derivative tailoring is proposed to fabricate Laccase-based electrode via a variety of mutual interactions including the competitive coordination. The microscopic, spectrometric, and electrochemical techniques are proposed to explore the impacts of the mutual interactions between incorporated Laccase and components of graphene oxide-photosensitive group assembly on the photo-electro-catalytic effect of such dual aggregation with enzyme entrapment . The novel intermediate species with distinguished spectroscopic and electrochemical idiosyncrasies could be engendered from the binding of Laccase with the porphyrin derivative. The coordination of enzyme with hetero-aromatic group would not decrease the affinity of immobilized protein to the dissolved substrate: di-oxygen molecules to great extent. The combination would bring on the aggrandizement in the band gap (1.5 eV) of nano-composite with Laccase attachment to depress the utilization efficiency of the external irradiation. The generated intermediate shows the inferior dynamics of charge transportation and unfavorable electrochemical activity. Such competitive ligation of Laccase with hetero-atoms in the porphyrin ring would augment the active energy of the subsequent transformation. In general, the competitive ligation of integrated Laccase molecules with hetero-atoms in porphyrin derivative would not only decrease the charge efficiency for cofactor within redox enzyme (0.065 s −1 ) but also depress the binding-transformation kinetics of active sites in Laccase (i.e. oxygen-binding sites, tri-nuclear copper cluster) .

CAS / MDL: 6066-82-6
研究领域: 材料科学 · 生物化学 · 纳米技术 · 电化学 · 催化
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ANALYTICAL CHEMISTRY · 2019 · IF 6.35

Simultaneous Unlocking Optoelectronic and Interfacial Properties of C60 for Ultrasensitive Immunosensing by Coupling to Metal–Organic Framework

Qing Zhou,Guanghui Li,Kaiyang Chen,Hong Yang,Mengran Yang,Yuye Zhang,Yakun Wan,Yanfei Shen,Yuanjian Zhang

Due to exceptional electron-accepting ability, light-absorption, and a delocalized conjugated structure, buckminsterfullerene (C60) has attracted fascinating interest in the field of organic solar cells. However, poor delocalization and accumulation of electrons for pristine C60 in physiological aqueous solution and difficulties in conjugation with biomolecules limit its extended photovoltaic applications in bioassay. Herein, we reported the noncovalent coupling of C60 to an electronically complementary porphyrin-derived metal–organic framework (PCN-224) with carboxyl-group terminals. Such assembly not only offered a friendly interface for bioconjugation but also resulted in a long-range ordering C60@PCN-224 donor–acceptor system that demonstrated an unprecedented photocurrent enhancement up to 10 times with respect to each component. As an example, by further cooperating with Nanobodies, the as-prepared C60@PCN-224 was applied to a photoelectrochemical (PEC) immunosensor for S100 calcium-binding protein B with by far the most promising detection activities. This work may open a new venue to unlock the great potential of C60 in PEC biosensing with excellent performances.

研究领域: 材料科学 · 生物化学 · 分析化学 · 生物医学工程
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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2023 · IF 4.3

Upconversion luminescence nanosensor for detection of Fe3+ and phosphate ion based on the inner-filter effect

Han Luodan,Chen Zhiwei,Yu Chunxiao,Tang Keren,Wang Yonghao,Sun Weiming,Zhang Xi,Yao Xu,Chen Jinghua,Wu Fang,Lan Jianming

In this work, an upconversion luminescence (UCL) nanosensor for fast detection of ferric ion (Fe 3+ ) and phosphate ion (Pi) is developed based on the inner-filter effect (IFE) between NaYF 4 :Yb/Er upconversion nanoparticles (UCNPs) and Fe 3+ -hypocrellin B (HB) complex. Fe 3+ -HB complex has strong absorption band (450–650 nm), which overlaps with the green emission peak of UCNPs at 545 nm. By adding Fe 3+ and Pi, the UCNPs-HB system produces the red-shift change of absorption spectrum, which leads to the “on–off-on” process of IFE. So, with the specific recognition ability of HB for Fe 3+ and the competitive complexation of Pi for Fe 3+ , the proposed nanosensor utilizes the UCL change to achieve the detection of the targets. For the detections of Fe 3+ , the linear range is 10–600 μM with a limit of detection (LOD) of 2.62 μM, and for Pi, the linear range is 5–100 μM with a LOD of 1.25 μM. The results for selectivity, precision, and recovery test are also satisfactory. Furthermore, the real sample detection shows that the proposed nanaosensor has a great potential in environmental and biological systems. Graphical Abstract An upconversion luminescence (UCL) nanosensor based on the inner-filter effect (IFE) between upconversion nanoparticles (UCNPs) and Fe 3+ -hypocrellin B (HB) complex for the detection of Fe 3+ and phosphate ion has been proposed, which is promising to be a convenient and sensitive assay for monitoring Fe 3+ and phosphate ion in different environments and biological systems.

研究领域: 分析化学 · 环境科学 · 纳米技术 · 生物技术
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Journal of Materials Chemistry C · 2025 · IF 5.1

An Adaptable Porphyrin-Based pH-Responsive Ratiometric Fluorescent Nanoprobe for Rapid and Visual Acidity Detection

Jiajun Chen,Hongchao Li,Xiaohua Jian,Wenwu Cao,Chenyang Zhang,Jun Wang,Qi Zhou

pH detection plays a critical role in human health monitoring, environmental protection and energy conservation. Herein, water-soluble porphyrin derivative nanoparticles (WSPD NPs) were successfully synthesized, exhibiting a ratiometric fluorescent response in acidic aqueous solutions with a significant fluorescence color change from red to orange as pH values decreased from 4 to 2. Notably, WSPD NPs displayed similar fluorescence behavior in various acidic organic solvents. The pH-responsive mechanism is attributed to the protonation of pyrrolic nitrogen, a process unaffected by solvent species. WSPD NPs possessed excellent biocompatibility with low cytotoxicity and efficient cellular uptake for intracellular pH imaging. Furthermore, their good solubility and photostability in battery electrolytes allowed for pH detection in sodium (Na) half-cells. The developed WSPD NPs test strips for convenient and visual pH sensing obtained satisfactory results in different acidic solvents, and the fluorescence messages could be stored for a week, while avoiding damage to the pH meter and addressing the short preservation time of commercial pH test strips. This WSPD NPs-based ratiometric fluorescent nanoprobe realized a rapid response for pH detection under various acidic conditions, accompanied by the fluorescence color changes discernible to the naked eye. Its versatility allows for applications in drinking beverage samples, pH sensing test strips, living cells, and battery electrolytes.

研究领域: 分析化学 · 纳米技术 · 生物成像 · 环境监测 · 材料科学 · 传感器 · 储能
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