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TRANSITION METAL CHEMISTRY · 2014 ·Vol. 39 ·期 5 ·577-584 · IF 1.402

Synthesis, characterization, DNA binding and cleavage properties of a ternary copper(II) Schiff base complex

Li Xin,Bi Cai-Feng,Fan Yu-Hua,Zhang Xia,Wei Xiao-Dan,Meng Xiang-Min

A ternary coordination complex 2Cu(C 14 H 8 NO 3 Cl)(C 12 H 8 N 2 )·3CH 3 OH of a Schiff base (C 14 H 8 NO 3 Cl: 4-chloroanthranilic acid–salicylaldehyde) was synthesized from 4-chloroanthranilic acid, salicylaldehyde, copper acetate and 1,10-phenanthroline and characterized by physicochemical and spectroscopic methods. X-ray crystallography shows that the copper atom is five coordinated by the imine nitrogen, two nitrogen atoms from 1,10-phenanthroline, the hydroxyl oxygen and the carboxylate oxygen atom. The interaction of the complex with calf-thymus DNA was investigated by UV absorption spectroscopy, fluorescence emission spectroscopy and viscosity. In addition, the cleavage reaction with pBR322 supercoiled plasmid DNA was investigated. The complex binds to DNA and also exhibits significant DNA cleavage activity.

研究领域: 生物无机化学 · 分子生物学 · 药物化学 · 化学生物学 · 核酸化学
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BIOSENSORS & BIOELECTRONICS · 2019 · IF 9.518

Ratiometric electrochemical aptasensor for ultrasensitive detection of Ochratoxin A based on a dual signal amplification strategy: Engineering the binding of methylene blue to DNA

Chengxi Zhu,Dong Liu,Yuye Li,Xiuli Shen,Shuai Ma,Yang Liu,Tianyan You

A novel ratiometric electrochemical aptasensor was developed for Ochratoxin A (OTA) detection based on the binding of methylene blue (MB) to DNA with a dual signal amplification strategy. The formation of dsDNA structures between ferrocene-labeled complementary DNA (Fc-cDNA), the OTA aptamer , and complementary helper DNA (hDNA) caused Fc away from the electrode, and allowed dsDNA to bind with a certain amount of MB. Here, a small oxidation current of Fc (I Fc ) and a large oxidation current of MB (I MB ) were obtained. In the presence of OTA, its specific recognition with the aptamer induced the release of aptamer and hDNA from the electrode and subsequently the formation of hairpin structure for cDNA, which caused Fc close to the electrode and a weaker binding ability with MB. Then, an increased I Fc and a decreased I MB were obtained. Based on this principle, OTA could be accurately quantified by measuring the ratiometric signal of I Fc /I MB . Herein, the dual signal amplification strategy of the introduction of hDNA and the binding with MB after the OTA recognition was exploited to amplify the response signal. The obtained aptasensor showed a linear detection range from 10 pg mL −1 to 10 ng mL −1 and a detection limit of 3.3 pg mL −1 . The aptasensor was successfully applied to determine OTA in wheat, and the results were validated through HPLC-MS. Furthermore, by changing the target aptamers, this strategy could be universally used for the determination of various mycotoxins , showing promising potential applications for mycotoxins monitoring in agricultural products and foods.

CAS / MDL: 303-47-9 1162-65-8
研究领域: 食品科学 · 分析化学 · 毒理学
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JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY · 2015 · IF 2.96

Intercalation of 2-butyl-4-methylphenol to G–C rich region of DNA and the role of hydroxypropyl-β-cyclodextrin

Junhui Pan,Langhong Wang,Guowen Zhang,Deming Gong

The characteristics of binding of 2-tert-butyl-4-methylphenol (TBMP), a synthetic phenolic antioxidant with hydroxypropyl-β-cyclodextrin (Hp-βCD) and calf thymus DNA (ctDNA) were investigated by multi-spectroscopic techniques and molecular simulation. The results indicated that TBMP preferred to form a 1:1 inclusion complex with Hp-βCD, with an inclusion constant of determined to be 7.15   ×   10 3   L   mol −1 . The intercalative mode of TBMP to ctDNA was supported by ctDNA melting temperature and relative viscosity studies, salt quenching effect, competitive binding with methylene blue and molecular modeling. The changes in Fourier transformed infrared (FT-IR) and circular dichroism (CD) spectra suggested that TBMP mainly bound to the G–C rich region with inducing a significant perturbation in B-like DNA structure. It was also found that Hp-βCD decreased the binding ability of TBMP with ctDNA, but did not affect the interactive mode between TBMP and ctDNA, and the formed inclusion complex of TBMP–Hp-βCD decomposed in the presence of ctDNA. This study may provide insights into the mechanism of binding of TBMP with ctDNA and the role of Hp-βCD in the TBMP–ctDNA interaction.

CAS / MDL: 128446-36-6
研究领域: 生物化学 · 分子生物学
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Science China-Chemistry · 2017 ·Vol. 60 ·期 6 ·799-805 · IF 4.132

Mesoporous silica nanoparticles-assisted ruthenium(II) complexes for live cell staining

Wen Jia,Yan Hui,Xia Pengyi,Xu Yongqian,Li Hongjuan,Sun Shiguo

Ruthenium complexes which can bind to DNA via electrostatic and intercalation interactions producing strong luminescence have become ideal candidates for DNA staining. However, some of them such as Ru(phen) 3 Cl 2 and Ru(phen) 2 (dppz)Cl 2 could hardly cross the cellular membrane of live cells which limited their further interaction with DNA in live cells. To solve this problem, a potential approach is to find a proper vehicle for loading and delivery of these ruthenium complexes into live cells. Mesoporous silica nanoparticles (MSNs) with non-toxicity and good biocompatibility can be good candidates. More importantly, ruthenium complexes with positively charge could be loaded on negatively charged MSNs via electrostatic attractions to form MSNs-Ru hybrid. In vitro test demonstrated that MSNs had no side effects on the interactions between Ru complexes and DNA. Furthermore, it is found that the MSNs-Ru hybrid can enter into living human cervical cancer cells HeLa and stain the DNA while the corresponding ruthenium complexes alone could hardly cross the cellular membrane in the control experiment, demonstrating MSNs can be employed to be an efficient ruthenium complexes delivery nanomaterial for live cell staining.

研究领域: 生物化学 · 纳米生物学 · 细胞生物学
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Integrative Biology · 2017 ·Vol. 9 ·期 10 ·820-829 · IF 3.252

Membrane and genomic DNA dual-targeting of citrus flavonoid naringenin against Staphylococcus aureus

Wang Lang-Hong,Wang Man-Sheng,Zeng Xin-An,Xu Xi-Ming,Brennan Charles S.

The antimicrobial mechanism of naringenin, one of the citrus antibacterial flavonoids against food-borne Staphylococcus aureus ATCC 6538, was investigated in this study. Analysis of gas chromatography-mass spectrometry (GC-MS) and fluorescence showed that relatively low concentrations of naringenin caused perturbations in the membrane fatty acid composition and the conformation of membrane proteins through changing the microenvironment of phenylalanine, tyrosine, and tryptophan residues. Exposure of naringenin at higher levels significantly increased membrane permeability and changed the morphology of S. aureus cells. The genomic DNA-binding of naringenin was also quantitatively monitored using UV-vis spectra in combination with multivariate curve resolution-alternating least squares (MCR-ALS) analysis, and the concentration and pure spectra profiles for the three reaction species (DNA, naringenin, and DNA–naringenin) were obtained. Moreover, the thermal behavior of DNA and docking studies revealed that naringenin preferentially bound to the A–T base pair regions of genomic DNA via groove binding, and atomic force microscopy and circular dichroism showed that naringenin induced mild secondary structure and obvious morphological variations of this biomacromolecule. These results suggested that naringenin exerting its antibacterial effects might be connected with disruption of the cytoplasmic membrane and DNA targeting effects in Staphylococcus aureus.

研究领域: 微生物学 · 分子生物学 · 食品科学
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BIOSENSORS & BIOELECTRONICS · 2016 · IF 7.476

Novel single-stranded DNA binding protein-assisted fluorescence aptamer switch based on FRET for homogeneous detection of antibiotics

Ye Wang,Ning Gan,You Zhou,Tianhua Li,Yuting Cao,Yinji Chen

Herein, a smart single-stranded DNA binding protein (SSB)-assisted fluorescence aptamer switch based on fluorescence resonance energy transfer (FRET) was designed. The FRET switch was synthesized by connecting SSB labeled quantum dots ( [email protected] ) as donor with aptamer (apt) labeled gold nanoparticles ( [email protected] ) as acceptor, and it was employed for detecting chloramphenicol (CAP) in a homogenous solution. In the assay, the interaction between core-shell [email protected] and [email protected] leads to a dramatic quenching (turning off). After adding CAP in the detection system, [email protected] can bind the target specifically then separate [email protected] with [email protected] , resulting in restoring the fluorescence intensity of QDs (turning on). Consequently, the fluorescence intensity recovers and the recovery extent can be used for detection of CAP in homogenous phase via optical responses. Under optimal conditions, the fluorescence intensity increased linearly with increasing concentrations of CAP from 0.005 to 100   ng   mL −1 . The limit of this fluorescence aptamer switch was around 3   pg   mL −1 for CAP detection. When the analyte is changed, the assay can be applied to detect other targets only by changing relative aptamer in [email protected] probe. Furthermore, it has potential to be served as a simple, sensitive and portable platform for antibiotic contaminants detection in biological and environmental samples.

研究领域: 生物化学 · 分析化学 · 纳米生物学
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JOURNAL OF MOLECULAR STRUCTURE · 2019 · IF 2.12

The synthesis, characterization, DNA/protein interaction, molecular docking and catecholase activity of two Co(II) complexes constructed from the aroylhydrazone ligand

Yun Li,Yueqin Li,Xiaohui Liu,Yong Yang,Dong Lin,Qinwei Gao

Two Co(II) complexes, Co(BBH)phenMeCN (1) and Co(BSH)phenMeCN (2) (HBBH =  benzophenone benzoyl hydrazone, HBSH =  benzophenone salicylylhydrazone ligand and phen  = 1,10-phenanthroline) were prepared and characterized by single X-ray crystallography. The investigation of the complexes binding with herring sperm DNA (HS-DNA) revealed that stronger binding interaction exists between the complexes and HS-DNA compared to the corresponding free ligands. And both complexes can bind to DNA through intercalation of the phenyl rings between adjacent base pairs in the double helix. Meanwhile, bovine serum albumin (BSA) binding studies reveal the complexes can effectively interact with BSA and change the secondary structure of BSA. Superoxide dismutase (SOD) mimic activity of the complexes was investigated and the results showed that complex 2 showed a stronger radical scavenging potency against O 2 .- radical with an IC 50 value of 16.10 μM. The catecholase-like activity of both complexes has been investigated with 3,5-di- tert -butylcatechol (3,5-DTBC) as the substrate in methanol solution under completely aerobic conditions. The catalytic reaction follows Michaelis-Menten enzymatic reaction kinetics with turnover numbers ( k cat ) of 34.14 h −1 and 30.36 h −1 for complex 1 and complex 2, respectively.

研究领域: 配位化学 · 生物无机化学 · 药物化学
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JOURNAL OF MOLECULAR STRUCTURE · 2023 · IF 3.8

Design, synthesis and biological evaluation of Novel 6-azophenylcoumarin-3-formamido derivatives and a copper (II) complex

JiongYa Tang,Wen Lu,Jiayi Hu,Yuqi Jia,Xuanyuxiang He,Lin Li,Shilong Yang,Yanqin Wang,Li Xu

The azobenzene coumarin derivatives 2 – 10 , in which the coumarin moiety is linked to substituted phenyl and pyridine groups via amide bonds, and a copper complex with compound 8 ( 8-CuCl 2 ) were designed and synthesized, and their anticancer activities were investigated. Compounds 2–10 and 8-CuCl 2 exhibited different degrees of anticancer activities against four cancer cell lines (HeLa, A549, MCF-7, and HepG-2). Among them, compound 6 exhibited stronger cytotoxicity (IC 50  = 0.51 ± 0.22 μM) against A549 cell lines and was less toxic to normal cells than Doxorubicin (DOX) (IC 50  = 1.18 ± 0.03 μM). Compound 8 exhibited stronger cytotoxicity against MCF-7 cell lines than DOX with an IC 50 value 48 times higher than DOX (IC 50  = 0.42 ± 0.23 μM for 8 ; IC 50  = 20.64 ± 3.67 μM for DOX). Meanwhile, compound 8 was much less toxic to normal human umbilical vein endothelial cells (HUVEC) cells than DOX with a 3000 times higher selectivity index (SI) (SI > 238.10 for 8 ; SI = 0.078 for DOX). The results of cell apoptosis and cycle assays showed that compound 6 induced apoptosis in A549 cells more considerably and blocked cells in the S phase, whereas compound 8 induced late apoptosis in MCF-7 cells and blocked cells in the S phase. Ultraviolet and fluorescence spectroscopy analyses revealed that compounds 6 and 8 bound to deoxyribonucleic acid (DNA) via intercalation. In summary, compound 8 was developed as a potential and effective cytotoxicity against MCF-7 cell lines worthy of further investigation.

CAS / MDL: 298-93-1
研究领域: 药物化学 · 肿瘤学 · 生物化学
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JOURNAL OF INORGANIC BIOCHEMISTRY · 2011 · IF 3.317

Synthesis and biological studies of 4′, 7, 8-trihydroxy-isoflavone metal complexes

Li-Jun Tang,Xiang Chen,Yu-Na Sun,Jia Ye,Jing Lu,Ying Han,Xing Jiang,Chan-Chan Cheng,Cheng-Cheng He,Pei-Hong Qiu,Xiao-Kun Li

A new series of complexes of a ligand 4′, 7, 8-trihydroxy-isoflavone with transition metal (zinc, copper, manganese, nickel, cobalt) and selenium have been synthesized and characterized with the aid of elemental analysis , IR, electron ionization mass spectrum (EI-MS) and 1 H NMR spectrometric techniques . The compounds were evaluated for their in vitro antibacterial activities and antitumor properties. The metal complexes were found to be more active than the free ligand. Investigation on the interaction between the complexes and calf-thymus DNA (CT DNA) showed that the absorbance of CT DNA increased and the maximum peak (λ max   =   260   nm) red-shifted, while the intensity of fluorescence spectra of Epstein-Bart DNA (EB-DNA) gradually weakened, which indicated that all of these metal complexes tightly combined with CT DNA.

研究领域: 生物化学 · 药物化学 · 分子生物学
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JOURNAL OF COORDINATION CHEMISTRY · 2024 · IF 2.2

Zn(II), Cd(II), Mn(II), and Cu(II) complexes based on an imidazole derivative and carboxylic acids: synthesis, crystal structures, and DNA-binding properties

Ying Zhou,Xiao-Tong Song,Hui-Chao Guan,Shu-Mei Yue

In this investigation, six new metal complexes with 2-(pyridin-2-yl)benzo[d]imidazole (bpm) were synthesized and analyzed by single-crystal X-ray diffraction (XRD), including catena-bis[(µ-2,2-bis(4-carobxyphenyl)hexafluoropropane)-(2-(pyidin-2-yl)-1H-benzimidazole)-aqua-zinc] (1), catena-[(µ-2,2-bis(4-carobxyphenyl)hexafluoropropane)-(2-(pyidin-2-yl)-1H-benzimidazole)-aqua-cadmium] (2), aqua-[2,2-bis(4-carobxyphenyl)hexafluoropropane]-bis[2-(pyridin-2-yl)-1H-benzimidazole]-manganese (3), μ-[2-nitrobenzene-1,4-dicarboxylato]-μ-[2-nitrobenzene-1,4-dicarboxylato]-bis[2-(pyridin-2-yl)-1H-benzimidazole]-di-zinc (4), catena-[bis(µ-2-nitrobenzene-1,4-dicarboxylato)-diaqua-bis(2-(pyridin-2-yl)-1H-benzimidazole)-di-cadmium] (5), aqua-[pyridine-2,6-dicarboxylato]-[2-(pyridin-2-yl)-1H-benzimidazole]-copper hydrate (6) (H2hfipbb = 2,2-bis(4-carboxyphenyl)hexafluoropropane, H2nbdc acid = Nitroterephthalic acid, and H2pda = 2,6-pyridinedicarboxylic acid). Complex 1 crystallized in a monoclinic system with space group P21/n; 2 crystallized in a monoclinic system with space group C2/c; 3 crystallized in an orthorhombic system with space group Pna21; 5 crystallized in a monoclinic system with space group P21/c; 4 and 6 crystallized in triclinic systems with space group P-1. The DNA-binding modes of the complexes were investigated by several analysis methods (e.g. viscosity analysis, circular dichroism spectroscopy, fluorescent spectroscopic analysis, as well as UV spectroscopic analysis). Complexes 1-6 bind to calf thymus DNA via an intercalative mode. The results of this study provide insights into the mechanism of DNA binding and provide a basis for rationally designing new powerful reagents for DNA detection and targeting.

研究领域: 化学 · 生物化学 · 材料科学
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MICROCHIMICA ACTA · 2017 ·Vol. 185 ·期 1 ·1-7 · IF 4.58

Aptamer based voltammetric determination of ampicillin using a single-stranded DNA binding protein and DNA functionalized gold nanoparticles

Wang Jun,Ma Kui,Yin Huanshun,Zhou Yunlei,Ai Shiyun

An aptamer based method is described for the electrochemical determination of ampicillin. It is based on the use of DNA aptamer, DNA functionalized gold nanoparticles (DNA-AuNPs), and single-stranded DNA binding protein (ssDNA-BP). When the aptamer hybridizes with the target DNA on the AuNPs, the ssDNA-BP is captured on the electrode surface via its specific interaction with ss-DNA. This results in a decreased electrochemical signal of the redox probe Fe(CN) 6 3− which is measured best at a voltage of 0.188 mV (vs. reference electrode). In the presence of ampicillin, the formation of aptamer-ampicillin conjugate blocks the further immobilization of DNA-AuNPs and ssDNA-BP, and this leads to an increased response. The method has a linear reposne that convers the 1 pM to 5 nM ampicillin concentration range, with a 0.38 pM detection limit (at an S/N ratio of 3). The assay is selective, stable and reproducible. It was applied to the determination of ampicillin in spiked milk samples where it gave recoveries ranging from 95.5 to 105.5%. Schematic of a simple and sensitive electrochemical apta-biosensor for ampicillin detection. It is based on the use of gold nanoparticles (AuNPs), DNA aptamer, DNA functionalized AuNPs (DNA-AuNPs), and single-strand DNA binding protein (SSBP).

研究领域: 分析化学 · 生物传感器 · 电化学 · 纳米技术
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SENSORS AND ACTUATORS B-CHEMICAL · 2016 · IF 4.758

A facile colorimetric aptamer assay for small molecule detection in food based on a magnetic single-stranded DNA binding protein-linked composite probe

Qian Luan,Yun Xi,Ning Gan,Yuting Cao,Tianhua Li,Yinji Chen

Herein, a promising colorimetric strategy for small molecule detection was developed based on one novel magnetic single-stranded DNA binding protein (SSB)-linked composite probe. Firstly, a magnetic probe was synthesized by labeling SSB on gold magnetic particles (Au MNPs-SSB) and detection probe by co-immobilizing aptamer (Apt) and horseradish peroxidase (HRP) on the core-shell SiO 2 @Au nanoparticles (Apt-SiO 2 @Au-HRP); furthermore, Au MNPs-SSB was bound with Apt-SiO 2 @Au-HRP to construct a composite probe relied on the specific affinity between SSB and free aptamer. When the target, with chloramphenicol (CAP) as model, was introduced into the reaction system, the formation of the target-Apt-SiO 2 @Au-HRP complex can release from its parent probe to supernatant after magnetic separation because SSB can’t bind target-aptamer complex. The target-Apt-SiO 2 @Au-HRP complex in supernatant could efficiently catalyze 3,3′,5,5′-tetramethylbenzidine(TMB)-H 2 O 2 system for the color development. Under the optimized reaction conditions, the linear range was from 0.05 to100   ng   mL −1 with a low detection limit of 0.02   ng   mL −1 for CAP. Moreover, the aptamer assay was employed to detect CAP in milk and the results were consistence with those from ELISA. In addition, the assay can be easily extended to other small molecules detection when changing the corresponding aptamer on the detection probe.

CAS / MDL: 919-30-2 78-10-4
研究领域: 分析化学 · 食品科学 · 生物传感器
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