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Chemistry-An Asian Journal · 2012 ·Vol. 8 ·期 1 ·276-281 · IF 4.5

Real-Time Fluorescence Turn-On Detection of Alkaline Phosphatase Activity with a Novel Perylene Probe

Jian Chen,Huping Jiao,Wenying Li,Dongli Liao,Huipeng Zhou,Cong Yu

Graphical A desired breakdown : A novel tetracationic perylene probe (probe 1 ) was designed and synthesized. Probe 1 was used for the real-time fluorescence turn-on assay of alkaline phosphatase (ALP) activity and inhibitor screening. ALP triggered the degradation of ATP, the breakdown of the ATP/probe 1 complex, and the recovery of the probe 1 monomer fluorescence. en A tetracationic perylene probe (probe 2 ) was designed and synthesized. Probe 1 was used for the real-time fluorescence turn-on assay of alkaline phosphatase (ALP) activity and inhibitor screening. Probe 1 monomer fluorescence could be very efficiently quenched by ATP through the formation of an ATP/probe 1 complex. ALP triggered the degradation of ATP, the breakdown of the ATP/probe 1 complex, and the recovery of the probe 1 monomer fluorescence. In the presence of an ALP inhibitor, a decrease in fluorescence recovery was observed. zh 1

CAS / MDL: 110-52-1 14866-33-2
研究领域: 分析化学 · 生物化学 · 分子生物学
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TALANTA · 2025 · IF 6.1

Ratiometric fluorescence aptasensor for lysozyme based on the controllable excimer formation of perylene probe

Juanmin Li,Shunsheng Zhao,Lihua Bai,Xiangrong Liu,Li Shang

As an important biological indicator, the abnormity of the lysozyme level is closely related to many diseases. Herein, we devise a novel ratiometric fluorescence aptasensor for lysozyme based on the controllable excimer formation of a perylene probe, N, N′-bis(6-caproic acid)-3,4:9,10-perylene diimide (PDI) induced by cationic silver nanoparticles (Ag NPs). Binding of lysozyme aptamer with multiple phosphate groups to cationic Ag NPs strongly hinders the formation of excimer, yielding intense monomer fluorescence of PDI probe. With the introduction of lysozyme, the adsorption of aptamer on the surface of Ag NPs will be weakened owing to the specific interactions between aptamer and lysozyme, which greatly facilitates the excimer formation of PDI. Based on the monomer-excimer transition triggered by lysozyme, ratiometric fluorescence aptasensor for lysozyme can be established. A good linear relationship between the ratio of monomer intensity to excimer intensity and the logarithm of lysozyme concentration was obtained in the range of 0.25–15 nM, and as few as 0.25 nM lysozyme could be easily detected. Moreover, excellent selectivity for lysozyme detection and satisfactory results in real sample analysis were also achieved. This work provides an innovative platform for the construction of simple, label-free ratiometric fluorescence sensors towards a wide range of analytes based on perylene probe.

研究领域: 生物化学 · 分析化学 · 医学诊断
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ANALYTICA CHIMICA ACTA · 2018 · IF 5.123

Tuning of the perylene probe excimer emission with silver nanoparticles

Juanmin Li,Huipeng Zhou,Yunyi Zhang,Sohail Anjum Shahzad,Meiding Yang,Zhenzhen Hu,Cong Yu

Silver nanoparticles (Ag NPs) enhanced perylene probe excimer emission is reported for the first time. It was observed that strong interactions between the perylene probe and the Ag NPs induced co-aggregation. As a result, a new in situ generated plasmonic absportion band of the Ag NPs at longer wavelength emerged. The monomer emission of the perylene probe was efficiently quenched, and dramatically enhanced probe excimer emission was observed. A remarkable emission enhancement of over 1000 fold was obtained compared to anionic polymers and other nanoparticles. The excimer emission intensity could be finely modulated by the size of the Ag NPs and the functionalities of the perylene probe. The observed Ag NPs enhanced perylene probe excimer emission shows good potential for the development of novel sensing techniques for various bioanalytical applications.

CAS / MDL: 78-10-4
研究领域: 化学 · 材料科学 · 生物分析
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SENSORS AND ACTUATORS B-CHEMICAL · 2020 · IF 7.1

A fluorescence sensor array based on perylene probe monomer-excimer emission transition for the highly efficient differential sensing of metal ions and drinking waters

Yongxin Li,Jiaze Hou,Huipeng Zhou,Meiqi Jia,Shanshan Chen,Hui Huang,Ling Zhang,Cong Yu

A new type of sensor array is developed for the highly efficient differential sensing of metal ions and drinking waters. Two functionalized fluorescent perylene probes (Pery-1 and Pery-2) were employed. These probes could interact with metal ions via electrostatic and coordinate bonding interactions. As a result, the probe monomer fluorescence was quenched, and the appearance of distinct excimer emission was observed. Depending on the metal ion used, various degrees of quenching of probe monomer fluorescence, and the generation of excimer emission were observed. For example, quenching of monomer fluorescence was observed when Cu 2+ and Fe 3+ ions were tested. However, quenching of monomer fluorescence and generation of excimer fluorescence were both observed when Pb 2+ , Zn 2+ and Al 3+ ions were employed. And it was also observed that Ni 2+ , Mn 2+ and Cr 3+ ions interacted differently with Pery-1 and Pery-2. These differences formed the basis of the metal ion sensor array. The sensor array was used for differentiation of eleven metal ions, and it was also capable of discrimination of metal ions at different concentrations, as well as the discrimination of metal ion mixtures. The array was further successfully used for the distinction of drinking waters, different brands of commercial mineral water, and evaluation of the quality of drinking water. We envisage that the monomer and excimer emission transition of the perylene probe could be easily adopted for efficient sensor array development for various sensing applications.

研究领域: 分析化学 · 环境科学
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TALANTA · 2019 · IF 4.916

Black phosphorus nanosheets based sensitive protease detection and inhibitor screening

Zhenzhen Hu,Yongxin Li,Ejaz Hussain,Xinan Huang,Yunyi Zhang,Niu Niu,Sohail Anjum Shahzad,Cong Yu

Proteases, as one of the most significant kind of digestive enzymes, are closely related to a variety of physiological processes and diseases. Herein, a black phosphorus nanosheets (BPs) based sensitive fluorometric method for protease detection and inhibitor screening is proposed. The aqueous solution of perylene probe (probe 1) displays a strong fluorescence. BPs, as novel discovered two-dimensional (2D) materials, can adsorb probe 1 through electrostatic interactions , which causes fluorescence quenching of probe 1. Histone can control the interactions between the perylene probe and BPs, which can be further regulated by the introduction of a protease. Thus, the protease activity can be monitored by detecting the fluorescence intensity changes of probe 1. The method is label free, sensitive and selective. As low as 1 ng/mL trypsin can be easily detected.

研究领域: 生物化学 · 分子生物学 · 分析化学 · 医学
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RSC Advances · 2016 ·Vol. 6 ·期 86 ·83110-83116 · IF 3.289

A benzoperylene probe self-assembled on polyethyleneimine/manganese doped ZnS quantum dots: a new nanocomposite for bright and tunable white light emission

Lijia Sang,Meiding Yang,Huipeng Zhou,Xinan Huang,Cong Yu

A bright white light emitting benzoperylene probe-polyethyleneimine capped quantum dot nanocomposite has been synthesized for the first time. The negatively charged benzoperylene probe with a carboxylic acid functional group tends to self-assemble in the presence of a polycation, and exhibits distinct induced excimer fluorescence. Phosphorescence emitting manganese doped zinc sulfide quantum dots (Mn-ZnS QDs) were capped with polyethyleneimine (PEI). The PEI capped Mn-ZnS QDs were used to induce the benzoperylene probe self-assembly. A bright white light emitting nanocomposite was obtained both in solution and in solid state. The white emission has Commission Internationale de l'Eclairage (CIE) coordinates of (0.33, 0.32), a color-rendering index (CRI) of 72.61 and correlated color temperature (CCT) of 5697 K. Multiple color emissions from blue to orange could also be obtained in a controllable manner via simple adjustment of the ratio of the PEI capped Mn-ZnS QDs and the benzoperylene probe. The nanocomposite displays good photo, chemical and long-term stability. A strong white light emitting LED device based on the nanocomposite was demonstrated.

研究领域: 材料科学 · 光学
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NEW JOURNAL OF CHEMISTRY · 2020 ·Vol. 44 ·期 40 ·17483-17493 · IF 3.288

Surfactant and alcohol induced disaggregation of perylene probes and a novel sensing strategy for distinguishing the brand and authenticity of makeup removers

Jiaze Hou,Yongxin Li,Huipeng Zhou,Ling Zhang,Hui Huang,Muhammad Azhar Hayat Nawaz,Cong Yu

The ingredients of makeup removers are very complex, and it is difficult to distinguish the brand and authenticity of makeup removers simply by employing traditional ingredient analysis. In this work, based on the controlled self-assembly of perylene probes, a novel fluorescence sensing strategy was successfully developed to distinguish the brand and authenticity of makeup removers. Four charged perylene derivatives were synthesized and utilized as the sensing elements. It was found that the perylene probes were soluble and existed in equilibrium between their aggregated and free monomeric forms in neutral aqueous solution. The disaggregation of the probes occurred in the presence of surfactants or alcohols. Moreover, various degrees of disaggregation and the corresponding turn-on fluorescence were observed in the presence of different kinds of surfactants and alcohols. A novel four-channel sensor array based on the probes was then established, and successfully utilized for the discrimination of alcohols and surfactants. In addition, based on the fact that surfactants and alcohols are the main components of makeup removers, the sensor array was also successfully employed to discriminate makeup remover waters. Using our devised sensor array, makeup removers could be easily distinguished from the daily used liquid goods, and the nine brands of commercial makeup removers could also be easily differentiated from each other. The authenticity of makeup removers could also be identified with high accuracy.

研究领域: 化学 · 材料科学 · 分析化学 · 传感技术
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BIOSENSORS & BIOELECTRONICS · 2015 · IF 6.409

Polycation-induced benzoperylene probe excimer formation and the ratiometric detection of heparin and heparinase

Meiding Yang,Jian Chen,Huipeng Zhou,Wenying Li,Yan Wang,Juanmin Li,Cuiyun Zhang,Chuibei Zhou,Cong Yu

A benzoperylene probe excimer emission in an aqueous buffer solution is observed for the first time, and a novel ratiometric fluorescence method based on the probe excimer emission for the sensitive detection of heparin and heparinase is demonstrated. A negatively charged benzoperylene derivative, 6-(benzo[ghi]perylene-1,2-dicarboxylic imide-yl)hexanoic acid (BPDI), was employed. A polycation , poly(diallyldimethylammonium) chloride (poly-DDA), could induce aggregation of BPDI through noncovalent interactions. A decrease of BPDI monomer emission and a simultaneous increase of BPDI excimer emission were observed. Upon the addition of heparin, the strong binding between heparin and poly-DDA caused release of BPDI monomer molecules, and an excimer–monomer emission signal transition was detected. However, after the enzymatic hydrolysis of heparin by heparinase, heparin was hydrolyzed into small fragments, which weakened the competitive binding of heparin to poly-DDA. Poly-DDA induced aggregation of BPDI, and a monomer–excimer emission signal transition was detected. Our assay is simple, rapid, inexpensive, sensitive and selective, which could facilitate the heparin and heparinase related biochemical and biomedical research.

研究领域: 分析化学 · 生物化学 · 生物医学工程
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ANALYST · 2013 ·Vol. 139 ·期 5 ·1057-1062 · IF 3.969

Real-time fluorometric turn-on assay for protease activity and inhibitor screening with a benzoperylene probe

Chuibei Zhou,Wenying Li,Jian Chen,Meiding Yang,Yang Li,Jintao Zhu,Cong Yu

A real-time fluorescence turn-on strategy for protease activity and inhibitor screening has been developed. A negatively charged benzo[ghi]perylene derivative (probe 1) was employed. Protamine is a cationic protein which can induce aggregation of probe 1via strong electrostatic and hydrophobic interactions. The fluorescence of probe 1 was efficiently quenched. In the presence of a protease, protamine was enzymatically hydrolyzed and probe 1 de-aggregated. The recovery of the probe 1 monomer fluorescence could be detected. The protease activity could be monitored in real-time. In addition, upon addition of a protease inhibitor, the protease-catalyzed hydrolysis was inhibited, which led to a decreased fluorescence recovery. The fluorometric assay thus could also be employed for screening protease inhibitors.

研究领域: 生物化学 · 分子生物学 · 分析化学
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SENSORS AND ACTUATORS B-CHEMICAL · 2019 · IF 6.393

Ratiometric fluorescence sensors for heparin and heparinase based on enhanced excimer emission of perylene probe induced by cationic silver nanoparticles

Juanmin Li,Jie Xu,Wenfeng Guo,Wencheng Zhong,Qiang Li,Lili Tan,Li Shang

Herein, cationic MUTAB-Ag NPs of different sizes were synthesized and their interactions with a negatively charged perylene probe, N,N′-bis(6-caproic acid)-3,4:9,10-perylenediimide (PDI-COOH), were investigated. MUTAB-Ag NPs could result in significant monomer quenching and excimer formation by inducing probe aggregation due to the strong electrostatic attractive interactions between them. Moreover, significant excimer emission could be observed at extremely low probe concentration when induced by larger MUTAB-Ag NPs. A possible mechanism of metal-enhanced fluorescence was proposed, which is evidenced by the strong dependence between surface plasmon resonance absorption spectra of MUTAB-Ag NPs and the excimer emission spectra of PDI-COOH, together with the sharp decrease in fluorescence lifetime of excimer compared with that induced by poly(allylamine). Consequently, ratiometric fluorescence sensors for heparin and heparinase were developed based on the Ag NP-induced excimer emission of PDI-COOH. The adsorption of heparin on the surface of MUTAB-Ag NPs led to the release of monomer, while the degradation of heparin by heparinase facilitated the formation of PDI-COOH excimer. The monomer-excimer transition signal was harnessed for heparin and heparinase sensing, which exhibited good sensitivity and excellent selectivity. Finally, application of the present system for detection of heparin and heparinase in human serum sample was successfully demonstrated.

CAS / MDL: 10043-52-4
研究领域: 分析化学 · 生物传感器 · 纳米技术 · 荧光光谱
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ANALYTICAL CHEMISTRY · 2014 · IF 5.825

Polymer-Induced Perylene Probe Excimer Formation and Selective Sensing of DNA Methyltransferase Activity through the Monomer–Excimer Transition

Yan Wang,Jian Chen,Yang Chen,Wenying Li,Cong Yu

A new label-free strategy for sensitive fluorometric biosensing based on perylene probe monomer–excimer transition has been developed. A negatively charged perylene probe (compound 1) was used. Compound 1 shows strong monomer fluorescence in an aqueous buffer solution. A cationic polymer could induce aggregation of compound 1 through noncovalent interactions. Compound 1 monomer emission was quenched, and meanwhile strong excimer emission was observed. Upon addition of a single-stranded DNA (an anionic polymer), strong electrostatic attractive interactions between the cationic polymer and the DNA weakened the binding of aggregates of compound 1 to the polycation. Compound 1 monomers were released, and excimer–monomer emission transition was detected. This observation formed the basis for DNA methyltransferase (MTase) activity detection. When the 3′-OH terminus of a duplex DNA was removed, the DNA strands could not be elongated by terminal deoxynucleotidyl transferase (TdT), and little restoration of compound 1 monomer emission was detected. However, in the presence of MTase and endonuclease, the DNA could be specifically methylated and then cleaved into single-stranded fragments. The DNA fragments contained newly generated 3′-OH termini, which could be elongated by TdT. An excimer–monomer transition signal could then be detected. Simple, sensitive, selective, and inexpensive sensing of DNA methylation was therefore established.

CAS / MDL: 1403-66-3
研究领域: 化学 · 生物化学 · 分子生物学 · 分析化学
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