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A highly selective fluorescent probe for real-time imaging of UDP-glucuronosyltransferase 1A8 in living

《化学科学与工程前沿（英文）》 2022年第16卷第1期页码 103-111 doi: 10.1007/s11705-021-2064-8

摘要： Uridine diphosphate (UDP)-glucuronosyltransferases (UGTs) are enzymes involved in the biotransformation of important endogenous compounds such as steroids, bile acids, and hormones as well as exogenous substances including drugs, environmental toxicants, and carcinogens. Here, a novel fluorescent probe BDMP was developed based on boron-dipyrromethene (BODIPY) with high sensitivity for the detection of UGT1A8. The glucuronidation of BDMP not only exhibited a red-emission wavelength (λ_ex/λ_em = 500/580 nm), but also displayed an excellent UGT1A8-dependent fluorescence signal with a good linear relationship with UGT1A8 concentration. Based on this perfect biocompatibility and cell permeability, BDMP was successfully used to image endogenous UGT1A8 in human cancer cell lines (LoVo and HCT15) in real time. In addition, BDMP could also be used to visualize UGT1A8 in tumor tissues. These results suggested that BDMP is a promising molecular tool for the investigation of UGT1A8-mediated physiological function in humans.

关键词： UDP-glucuronosyltransferase 1A8 fluorescent probe subtype selectivity fluorescence imaging

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A novel flavonol-based colorimetric and turn-on fluorescent probe for rapid determination of hydrazine

《化学科学与工程前沿（英文）》 2023年第17卷第1期页码 24-33 doi: 10.1007/s11705-022-2171-1

摘要： Hydrazine is extremely toxic and causes severe harm to human body. Herein, a novel fluorescent probe 4-oxo-2-styryl-4H-chromen-3-yl thiophene-2-carboxylate (FHT) was synthesized for detecting hydrazine by using natural cinnamaldehyde as starting material. This probe exhibited significantly enhanced fluorescence response towards hydrazine over various common metal ions, anions, and amine compounds. The detection limit of probe FHT for hydrazine was as low as 0.14 μmol·L^–1, significantly lower than that of the threshold value of 0.312 μmol·L^–1, imposed by the Environmental Protection Agency. Moreover, the proposed probe was able to detect hydrazine within wide pH (5–10) and linear detection ranges (0–110 μmol·L^–1). This probe was employed for determining trace hydrazine in different environmental water samples. The probe FHT-loaded filter paper strips were able to conveniently detect hydrazine of low concentration through distinct naked-eye and fluorescent color changes. Importantly, the probe FHT with low cytotoxicity was successfully applied to visualize hydrazine in living Hela cells and zebrafish.

关键词： cinnamaldehyde 3-hydroxychromone derivative hydrazine fluorescent probe

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Recent advances of small-molecule fluorescent probes for detecting biological hydrogen sulfide

《化学科学与工程前沿（英文）》 2022年第16卷第1期页码 34-63 doi: 10.1007/s11705-021-2050-1

摘要： H₂S is well-known as a colorless, acidic gas, with a notoriously rotten-egg smell. It was recently revealed that H₂S is also an endogenous signaling molecule that has important biological functions, however, most of its physiology and pathology remains elusive. Therefore, the enthusiasm for H₂S research remains. Fluorescence imaging technology is an important tool for H₂S biology research. The development of fluorescence imaging technology has realized the study of H₂S in subcellular organelles, facilitated by the development of fluorescent probes. The probes reviewed in this paper were categorized according to their chemical mechanism of sensing and were divided into three groups: H₂S reducibility-based probes, H₂S nucleophilicity-based probes, and metal sulfide precipitation-based probes. The structure of the probes, their sensing mechanism, and imaging results have been discussed in detail. Moreover, we also introduced some probes for hydrogen polysulfides.

关键词： hydrogen sulfide fluorescent probe reducibility nucleophilicity copper sulfide precipitate hydrogen polysulfides

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Fluorescent properties and

Hong GAO,Jie SONG,Shibin SHANG,Zhanqian SONG

《农业科学与工程前沿（英文）》 2017年第4卷第1期页码 106-115 doi: 10.15302/J-FASE-2017133

摘要： A series of dehydroabietic acid-based diarylamines have been synthesized in order to investigate their fluorescent properties, photostability, cell toxicity and fluorescence imaging. The geometries as well as their molecular properties were optimized at the B3LYP/6-31G* level using Gaussian 03. The results indicate that molecular geometry, HOMO and LUMO energies, and energy gaps are important to predict absorption and fluorescent properties. Five of the compounds can be effectively taken up by human cervical carcinoma, human hepatocellular carcinoma SMMC-7721, human gastric cancer SGC-7901 and human lung adenocarcinoma A549 cells and strong blue fluorescent signals are detected in these cells. These compounds are potential candidates for fluorescent probes in biological diagnosis.

关键词： dehydroabietic acid-based diarylamine DFT study fluorescent probe in vitro imaging

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Near-infrared fluorescent probe for fast track of cyclooxygenase-2 in Golgi apparatus in cancer cells

Bhaskar Gurram, Miao Li, Jiangli Fan, Jingyun Wang, Xiaojun Peng

《化学科学与工程前沿（英文）》 2020年第14卷第1期页码 41-52 doi: 10.1007/s11705-019-1796-1

摘要： Cyclooxygenase-2 (COX-2) has been used as an excellent traceable biomarker, and exists maximally in Golgi apparatus (Cancer cells). Celecoxib (CCB) is a selective inhibitor for COX-2, and has been used as one of non-steroidal anti-inflammatory drug. Herein we report the conjugation of nile blue (NB) with CCB via a six-carbon linkage to form a fluorescence probe NB-C6-CCB for the detection of COX-2. NB-C6-CCB displays strong fluorescence with the emission peak centered at near-infrared wavelength (700 nm) in tumor cells or tumor tissues with high expression of COX-2. Importantly, NB-C6-CCB can discriminate cancer cells (MCF-7) fluorescence intensity from normal ones (COS-7) in the co-culture medium under confocal microscope. Subcellular localization of the NB-C6-CCB preferentially points to the Golgi apparatus and increases the fluorescent intensity. The competitive analysis (with CCB) and Native-PAGE analysis confirmed that NB-C6-CCB shows selective binding affinity towards COX-2 enzyme. Competitive analysis with CCB (flow cytometry assay) revealed the fluorescence intensity fluctuation due to pretreatment of CCB with different concentrations, indicating that the NB-C6-CCB is a precise or sensitive probe for the COX-2. Tumor tissue (depth: 500 µm), organs and mice imaging tests show excellent near-infrared visualization, specific localization and identification of tumors.

关键词： cyclooxygenase-2 nile blue CCB Golgi apparatus NIR imaging

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A dual-function chemical probe for detecting erasers of lysine lipoylation

Yusheng Xie, Jie Zhang, Liu Yang, Qingxin Chen, Quan Hao, Liang Zhang, Hongyan Sun

《化学科学与工程前沿（英文）》 2022年第16卷第1期页码 121-127 doi: 10.1007/s11705-021-2051-0

摘要： Lysine lipoylation plays vital roles in cell metabolism and redox processes. For example, removal of lipoylation will decrease pyruvate dehydrogenase activity and affect the citric acid cycle. Despite the important functions of lysine lipoylation, the mechanisms for the addition and removal of this modification remain largely unexplored. Very few useful chemical tools are available to study the interactions of lysine lipoylation with its regulatory delipoylation proteins. For example, immunoaffinity purification-mass spectrometry is one of such tools, which highly relies on antibody efficiency and purification techniques. Single-step activity based fluorogenic probes developed by our groups and others is also an efficient method to study the deacylation activity. Affinity-based labeling probe using photo-cross-linker is a powerful platform to study the transient and dynamic interactions of peptide ligands with the interacting proteins. Herein, we have designed and synthesized a dual-function probe KTLlip for studying enzymatic delipoylation (eraser) activity and interaction of lysine lipoylation with the eraser at the same time. We show that KTLlip can be used as a useful tool to detect delipoylation as demonstrated by its ability to fluorescently label the eraser activity of recombinant Sirt2. We envision that the probe will help delineate the roles of delipoylation enzyme in biology.

关键词： dual-function fluorescent probe labeling photo-cross-linker lipoylation modification eraser sirtuin

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A simple umbelliferone based fluorescent probe for the detection of nitroreductase

Adam C. Sedgwick, Alex Hayden, Barry Hill, Steven D. Bull, Robert B. P. Elmes, Tony D. James

《化学科学与工程前沿（英文）》 2018年第12卷第2期页码 311-314 doi: 10.1007/s11705-017-1697-0

摘要： A simple nitrobenzyl-umbelliferone (NCOU1) was synthesised containing a nitroreductase (NTR) trigger moiety. The presence of NTR, resulted in the fragmentation of the parent molecule and release of the highly emissive fluorophore umbelliferone an NTR-catalyzed reduction of the nitro group. In the presence of the NTR enzyme, NCOU1 gave rise to a 5-fold increase in fluorescence intensity at 455 nm and was selective for NTR over other reductive enzymes. These results indicate that NCOU1 can be used as a simple assay for the detection of NTR.

关键词： fragmentation NCOU1 NTR nitroreductase nitrobenzyl-umbelliferone

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Information gathering and processing with fluorescent molecules

Brian DALY,Jue LING,A. Prasanna de SILVA

《化学科学与工程前沿（英文）》 2014年第8卷第2期页码 240-251 doi: 10.1007/s11705-014-1432-z

摘要： Molecular information gathering and processing — a young field of applied chemistry — is undergoing good growth. The progress is occurring both in terms of conceptual development and in terms of the strengthening of older concepts with new examples. This review critically surveys these two broad avenues. We consider some cases where molecules emulate one of the building blocks of electronic logic gates. We then examine molecular emulation of various Boolean logic gates carrying one, two or three inputs. Some single-input gates are popular information gathering devices. Special systems, such as ‘lab-on-a-molecule’ and molecular keypad locks, also receive attention. A situation deviating from the Boolean blueprint is also discussed. Some pointers are offered for maintaining the upward curve of the field.

关键词： molecular logic molecular computation molecular sensor fluorescent molecular device fluorescent sensor

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Chemical probe systems for assessing liquid–liquid mixing efficiencies of reactors

《化学科学与工程前沿（英文）》 doi: 10.1007/s11705-022-2275-7

摘要： Liquid–liquid mixing, including homogeneous and heterogeneous mixing, widely exists in the chemical industry. How to quantitatively characterize the mixing performance is important for reactor assessment and development. As a convenient and direct method for mixing characterization, the chemical probe method uses some special test reactions to characterize the mixing results. Here, the working principle and selection requirements of this method are introduced, and some common chemical probe systems for homogeneous and heterogeneous mixing processes are reviewed. The characteristics and applications of these systems are illustrated. Finally, the development of the new system is proposed.

关键词： mixing chemical probe liquid–liquid heterogeneous

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Novel lysosome-targeted anticancer fluorescent agents used in zebrafish and nude mouse tumour imaging

《化学科学与工程前沿（英文）》 2022年第16卷第1期页码 112-120 doi: 10.1007/s11705-021-2075-5

摘要： The design of three novel fatty nitrogen mustard-based anticancer agents with fluorophores incorporated into the alkene structure (CXL 118, CXL121, and CXL122) is described in this report. The results indicated that these compounds are selectively located in lysosomes and exhibit effective antitumour activity. Notably, these compounds can directly serve as both reporting and imaging agents in vitro and in vivo without the need to add other fluorescent tagging agents.

关键词： fluorescent drug lysosomal anticancer zebrafish nude-mouse tumour imaging

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Fluorescent probes and functional materials for biomedical applications

《化学科学与工程前沿（英文）》 2022年第16卷第10期页码 1425-1437 doi: 10.1007/s11705-022-2163-1

摘要： Due to their simplicity in preparation, sensitivity and selectivity, fluorescent probes have become the analytical tool of choice in a wide range of research and industrial fields, facilitating the rapid detection of chemical substances of interest as well as the study of important physiological and pathological processes at the cellular level. In addition, many long-wavelength fluorescent probes developed have also proven applicable for in vivo biomedical applications including fluorescence-guided disease diagnosis and theranostics (e.g., fluorogenic prodrugs). Impressive progresses have been made in the development of sensing agents and materials for the detection of ions, organic small molecules, and biomacromolecules including enzymes, DNAs/RNAs, lipids, and carbohydrates that play crucial roles in biological and disease-relevant events. Here, we highlight examples of fluorescent probes and functional materials for biological applications selected from the special issues “Fluorescent Probes” and “Molecular Sensors and Logic Gates” recently published in this journal, offering insights into the future development of powerful fluorescence-based chemical tools for basic biological studies and clinical translation.

关键词： fluorescent probes imaging cell biomedicine biomolecules

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hydrophobic environment triggering reactive fluorescence probe to real-time monitor mitochondrial DNA

《化学科学与工程前沿（英文）》 2022年第16卷第1期页码 92-102 doi: 10.1007/s11705-021-2063-9

摘要： Mitochondrial DNA has a special structure that is prone to damage resulting in many serious diseases, such as genetic diseases and cancers. Therefore, the rapid and specific monitoring of mitochondrial DNA damage is urgently needed for biological recognition. Herein, we constructed an in situ hydrophobic environment-triggering reactive fluorescence probe named MBI-CN. The fluorophore was 2-styrene-1H-benzo[d]imidazole, and malononitrile was introduced as a core into a molecule to initiate the hydrolysis reaction in the specific environment containing damaged mitochondrial DNA. In this design, MBI-CN conjugates to mitochondrial DNA without causing additional damages. Thus, MBI-CN can be hydrolyzed to generate MBI-CHO in an in situ hydrophobic environment with mitochondrial DNA damage. Meanwhile, MBI-CHO immediately emitted a significative fluorescence signal changes at 437 and 553 nm within 25 s for the damaged mitochondria DNA. Give that the specific and rapid response of MBI-CN does not cause additional damages to mitochondrial DNA, it is a potentially effective detection tool for the real-time monitoring of mitochondrial DNA damage during cell apoptosis and initial assessment of cell apoptosis.

关键词： hydrolysis reaction mitochondrial DNA damage in situ hydrophobic environment trigger fluorescence probe apoptosis

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A multi-probe micro-fabrication apparatus based on the friction-induced fabrication method

Zhijiang WU, Chenfei SONG, Jian GUO, Bingjun YU, Linmao QIAN

《机械工程前沿（英文）》 2013年第8卷第4期页码 333-339 doi: 10.1007/s11465-013-0276-4

摘要：

A novel multi-probe micro-fabrication apparatus was developed based on the friction-induced fabrication method. The main parts of the apparatus include actuating device, loading system, and control system. With a motorized linear stage, the maximum fabrication area of 50 mm × 50 mm can be achieved, and the maximum sliding speed of probes can be as high as 10 mm/s. Through locating steel micro balls into indents array, the preparation of multi-probe array can be realized by a simple and low-cost way. The cantilever was designed as a structure of deformable parallelogram with two beams, by which the fabrication force can be precisely controlled. Combining the friction-induced scanning with selective etching in KOH solution, various micro-patterns were fabricated on Si(100) surface without any masks or exposure. As a low-cost and high efficiency fabrication device, the multi-probe micro-fabrication apparatus may encourage the development of friction-induced fabrication method and shed new light on the texture engineering.

关键词： friction-induced fabrication silicon surface texture friction multi-probe

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Special issue on “Fluorescent probes”

Adam C. Sedgwick, Tony D. James

《化学科学与工程前沿（英文）》 2020年第14卷第1期页码 1-3 doi: 10.1007/s11705-019-1910-4

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Review of self-referenced measurement algorithms: Bridging lateral shearing interferometry and multi-probe

Dede ZHAI, Shanyong CHEN, Ziqiang YIN, Shengyi LI

《机械工程前沿（英文）》 2017年第12卷第2期页码 143-157 doi: 10.1007/s11465-017-0432-3

摘要：

With the development of new materials and ultra-precision processing technology, the sizes of measured objects increase, and the requirements for machining accuracy and surface quality become more exacting. The traditional measurement method based on reference datum is inadequate for measuring a high-precision object when the quality of the reference datum is approximately within the same order as that of the object. Self-referenced measurement techniques provide an effective means when the direct reference-based method cannot satisfy the required measurement or calibration accuracy. This paper discusses the reconstruction algorithms for self-referenced measurement and connects lateral shearing interferometry and multi-probe error separation. In lateral shearing interferometry, the reconstruction algorithms are generally categorized into modal or zonal methods. The multi-probe error separation techniques for straightness measurement are broadly divided into two-point and three-point methods. The common features of the lateral shearing interferometry method and the multi-probe error separation method are identified. We conclude that the reconstruction principle in lateral shearing interferometry is similar to the two-point method in error separation on the condition that no yaw error exists. This similarity may provide a basis or inspiration for the development of both classes of methods.

关键词： self-referenced measurement lateral shearing interferometry multi-probe error separation surface metrology

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标题作者时间类型操作

A highly selective fluorescent probe for real-time imaging of UDP-glucuronosyltransferase 1A8 in living

期刊论文

A novel flavonol-based colorimetric and turn-on fluorescent probe for rapid determination of hydrazine

期刊论文

Recent advances of small-molecule fluorescent probes for detecting biological hydrogen sulfide

期刊论文

Fluorescent properties and

Hong GAO,Jie SONG,Shibin SHANG,Zhanqian SONG

期刊论文

Near-infrared fluorescent probe for fast track of cyclooxygenase-2 in Golgi apparatus in cancer cells

Bhaskar Gurram, Miao Li, Jiangli Fan, Jingyun Wang, Xiaojun Peng

期刊论文

A dual-function chemical probe for detecting erasers of lysine lipoylation

Yusheng Xie, Jie Zhang, Liu Yang, Qingxin Chen, Quan Hao, Liang Zhang, Hongyan Sun

期刊论文

A simple umbelliferone based fluorescent probe for the detection of nitroreductase

Adam C. Sedgwick, Alex Hayden, Barry Hill, Steven D. Bull, Robert B. P. Elmes, Tony D. James

期刊论文

Information gathering and processing with fluorescent molecules

Brian DALY,Jue LING,A. Prasanna de SILVA

期刊论文

Chemical probe systems for assessing liquid–liquid mixing efficiencies of reactors

期刊论文

Novel lysosome-targeted anticancer fluorescent agents used in zebrafish and nude mouse tumour imaging

期刊论文

Fluorescent probes and functional materials for biomedical applications

期刊论文

hydrophobic environment triggering reactive fluorescence probe to real-time monitor mitochondrial DNA

期刊论文

A multi-probe micro-fabrication apparatus based on the friction-induced fabrication method

Zhijiang WU, Chenfei SONG, Jian GUO, Bingjun YU, Linmao QIAN

期刊论文

Special issue on “Fluorescent probes”

Adam C. Sedgwick, Tony D. James

期刊论文

Review of self-referenced measurement algorithms: Bridging lateral shearing interferometry and multi-probe

Dede ZHAI, Shanyong CHEN, Ziqiang YIN, Shengyi LI

期刊论文

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