Article
Spectroscopy
Xiao-Lei Xue, Yang Wang, Shaojin Chen, Kun-Peng Wang, Shu-Yan Niu, Qian-Shou Zong, Yi Jiang, Zhi-Qiang Hu
Summary: Monitoring intracellular pH using ratiometric fluorescent probes is important for studying biological processes including diseases. This study presents a new hemicyanine-based ratio-metric fluorescent probe with a hydroxyl group, which exhibits dual emission and can selectively respond to micro-environmental pH conditions in a range of 6.0 to 8.0. The probe can enter and accumulate in mitochondria and monitor pH microenvironmental conditions through fluorescence imaging in HepG2 cells.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2023)
Article
Materials Science, Biomaterials
Yi Wang, Tong Lei, Jinghui Zhang, Lei Gong, Yanjie Yang, Xiaolin Ma, Yongqiang Wen, Hongwu Du, Dongdong Qi, Yongzhong Bian, Zhiqiang Liu, Jianzhuang Jiang
Summary: A new two-photon fluorescent viscosity rotor combining an electron-rich unit with an electron-deficient fluorophore was developed for ratiometric two-photon fluorescent detection of intracellular viscosity. The rotor showed sensitive fluorescence responses to changes in viscosity in a methanol/glycerol system, and also displayed good cell imaging performance and targeting ability in living cells.
JOURNAL OF MATERIALS CHEMISTRY B
(2022)
Article
Chemistry, Multidisciplinary
Priyanka Srivastava, Paul Christian Fuerstenwerth, Jan Felix Witte, Ute Resch-Genger
Summary: The research presents a novel tricolor fluorescent probe capable of ratiometric measurements in the low acidic pH range, showing great potential for applications.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Analytical
Ning Du, Guohui Zhang, Pengkun Hou, Hao Zhang, Ruifang Guan
Summary: An organic fluorescent probe named CPR was synthesized to measure the pH of ordinary Portland cement. It only requires a small sample size and shows a linear response in the high alkaline range. In addition to evaluating component changes during hydration, CPR can also measure the pH of high-dose pulverized fuel ash blending systems and non-pure cement with slightly lower alkalinity.
Review
Chemistry, Analytical
Ying Wen, Ning Jing, Fangjun Huo, Caixia Yin
Summary: Fluorescent probes and fluorescence microscopy are indispensable tools in biomedical research, enabling the exploration of cellular chemical factors and their physiological functions and pathological changes. Intracellular pH value is a critical factor, while different organelles possess unique acid-base homeostasis involved in important physiological processes.
Article
Chemistry, Multidisciplinary
Bin Feng, Yingli Zhu, Jiaxin Wu, Xueyan Huang, Rong Song, Liu Huang, Xueping Feng, Wenbin Zeng
Summary: A ratiometric pH fluorescent sensor ABTT was developed in this study, which exhibited fast, accurate response to pH changes and successfully applied for monitoring pH changes in living cells and visualizing pH fluctuations.
CHINESE CHEMICAL LETTERS
(2021)
Article
Spectroscopy
Xiaohui Wang, Yuanxiangyi Feng, Jinhua Liu, Kun Cheng, Yuanan Liu, Wei Yang, Hongxin Zhang, Hongshang Peng
Summary: The dual-photon pH nanosensor based on FITC-PFO NPs exhibits high sensitivity, excellent stability, and low cytotoxicity. It shows efficient pH-sensitive response under two-photon excitation and can be applied for ratiometric imaging of intracellular pH fluctuations.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2022)
Article
Chemistry, Organic
Eduardo Izquierdo, Mireia Casasampere, Gemma Fabrias, Jose Luis Abad, Josefina Casas, Antonio Delgado
Summary: The suitability of two bichromophoric 1-deoxydihydroceramides as FRET probes, containing a labelled spisulosine derivative and two differently omega-labelled fluorescent palmitic acids, has been evaluated. The metabolic incorporation of omega-azido palmitic acid into the labeled spisulosine to produce omega-azido 1-deoxyceramide via ceramide synthase (CerS) has been studied. Optimization of the strain-promoted click reaction between the omega-azido 1-deoxyceramide and suitable fluorophores has enabled the development of the target bichromophoric 1-deoxydihydroceramides, paving the way for FRET-based assays for studying sphingolipid metabolism.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
You Wu, Chengyan Ge, Ying Zhang, Yalong Wang, Deteng Zhang
Summary: Fluorescent probes based on the intramolecular charge transfer mechanism have been widely studied for cell detection due to their non-invasiveness, fast response, high sensitivity, and low damage tolerance. Monitoring the intracellular pH and various biological species is crucial for understanding the status of organisms and preventing, diagnosing, and treating diseases. This review highlights the recent development of ICT probes for the detection of intracellular pH, gases, metal ions, and anions, and discusses their limitations and translational potential.
FRONTIERS IN CHEMISTRY
(2023)
Article
Chemistry, Applied
Hao Li, Teng Wang, Jiaqi Su, Paul Van der Meeren
Summary: This study investigated the properties of ll-lactoglobulin (ll-Lg) complexes with pectin and their ability to bind hydrophobic compounds through the use of fluorescent probe method. The results showed that the ll-Lg/pectin complexes had a high binding capacity for hydrophobic compounds within a specific pH range, and the accessibility of the binding sites was influenced by pH.
FOOD HYDROCOLLOIDS
(2022)
Review
Chemistry, Inorganic & Nuclear
Ya-Lin Qi, Yun-Zhan Li, Ming-Jun Tan, Fang-Fang Yuan, Niren Murthy, Yong-Tao Duan, Hai-Liang Zhu, Sheng-Yu Yang
Summary: In recent years, there has been great interest in the development of organic near-infrared (NIR) ratiometric fluorescent probes. Traditional intensity-based probes lack an internal standard method, resulting in unreliable and inaccurate detection signals as well as an inability to achieve quantitative determination of analytes. Smart dual emission probes with built-in correction ability have overcome the limitations of single channel fluorescent probes and enable reliable quantitative image analysis. Moreover, fluorescent chemosensors in the NIR window offer advantages such as high signal-to-noise ratio, low tissue damage, and deep tissue penetration. The combination of the advantages of ratiometric fluorescent probes and single-intensity-based NIR probes in NIR ratiometric fluorescent probes has led to their widespread application in biomedical research and clinical practice. This review provides a systematic summary of the recent advances (2020-2022) in this field, discussing the design strategies, sensing mechanisms, and bioapplications of these intelligent fluorescent probes. The challenges and prospects in this promising field are also addressed, with the anticipation that this work will inspire the development of organic NIR ratiometric fluorescent probes.
COORDINATION CHEMISTRY REVIEWS
(2023)
Article
Chemistry, Analytical
Xiaohua Chen, Qi Chen, Man Chen, Wenjuan Wang, Chuan Sun, Xinru Wang, Peng Ning, Liling Hou, Yan Feng, Xiangming Meng
Summary: The level of apoptosis is closely related to the occurrence of cancer and other diseases. Real-time monitoring of apoptosis in living cells has potential for early disease diagnosis, therapeutic evaluation, and drug screening. A two-photon fluorescent probe Lyso-PCE was developed for pH detection and lysosome-targeting, demonstrating applications in monitoring pH changes, apoptosis, and evaluating apoptotic drugs like bpV(phen).
SENSORS AND ACTUATORS B-CHEMICAL
(2021)
Article
Spectroscopy
Xuemei Lin, Wenjing Liu, Shuangyang Xu, Zhanxian Li, Hongyan Zhang, Mingming Yu
Summary: Sulfur dioxide is an environmental pollutant easily absorbed by the human body, and abnormal levels of sulfite and bisulfite have been shown to be related to various diseases. Therefore, developing an effective method to detect bisulfite is necessary. This study designed and synthesized three HSO3- sensitive ratiometric fluorescent probes, which can image HSO3- in living cells, and showed good fluorescence stability and strong anti-interference ability.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2022)
Article
Biochemistry & Molecular Biology
Mikhail Panfilov, Darya Chernova, Irina Khalfina, Alexander Moskalensky, Aleksey Vorob'ev
Summary: Nitric oxide (NO) is an important signaling molecule involved in various physiological and pathological processes. Fluorescent imaging is a useful tool for monitoring NO concentration, which could be essential in different biological and biochemical studies. A novel small-molecule fluorescent probe based on 9(10H)acridone moiety has been designed for nitric oxide sensing, showing capability in living Jurkat cells.
Article
Chemistry, Multidisciplinary
Max E. Huber, Lara Toy, Maximilian F. Schmidt, Hannah Vogt, Julian Budzinski, Martin F. J. Wiefhoff, Nicole Merten, Evi Kostenis, Dorothee Weikert, Matthias Schiedel
Summary: By developing a chemical biology toolbox targeting CCR9, we identified a new intracellular CCR9 antagonist and the first PROTAC targeting IABS of GPCRs, providing a novel approach to modulate GPCR activity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Materials Science, Multidisciplinary
Marta Valles-Pelarda, Andres F. Gualdron-Reyes, Carles Felip-Leon, Cesar A. Angulo-Pachon, Said Agouram, Vicente Munoz-Sanjose, Juan F. Miravet, Francisco Galindo, Ivan Mora-Sero
Summary: The study successfully embedded CsPbBr3 quantum dots in two molecular organogels, achieving green and blue emission with high PLQY for the blue emission. This opens up a new avenue for synthesizing blue-emissive PQDs with high optical performance through post-synthetic treatment.
ADVANCED OPTICAL MATERIALS
(2021)
Article
Polymer Science
Ana M. Lopez-Fernandez, Ignacio Munoz Resta, Rosa de Llanos, Francisco Galindo
Summary: Four formulations of poly(2-hydroxyethyl methacrylate) thin films containing the singlet oxygen photosensitizer Rose Bengal were used in this study. The highest RB loading material was able to effectively eradicate Pseudomonas aeruginosa planktonic suspension under white light irradiation and the antimicrobial photodynamic effect was enhanced by adding potassium iodide. Triiodide anion generation was confirmed by UV-vis absorption spectroscopy, showing long-lasting bactericidal effects. These polymers have potential applications in medical contexts and for preventing bacterial contagion by contact with surfaces.
Article
Chemistry, Applied
Ignacio Munoz Resta, Francisco Galindo
Summary: Two new styrylpyrylium cations with ortho-nitrophenol moieties have been synthesized, showing sensitivity to trace water and leading to the formation of a new band at 600-800 nm with fast quenching of fluorescence emission. Compound 1a has the best sensitivity with detection limits of 0.003% vol. in acetone and 0.004% vol. in acetonitrile. The absorption changes taking place after the addition of water occur in the range 600-800 nm, which is uncommon in this research field.
Article
Chemistry, Physical
Diego Navarro-Barreda, Begona Bedrina, Francisco Galindo, Juan F. Miravet
Summary: This study describes the formation of molecular nanoparticles from a dual-phase molecular micelle and their efficient loading and transportation of a lipophilic fluorescent marker in cells. The fluorescence of the marker increases significantly when stimulated with glutathione. These new nanoparticles can serve as a theranostic tool for targeted delivery and detection of lipophilic substances with high levels of glutathione.
JOURNAL OF COLLOID AND INTERFACE SCIENCE
(2022)
Article
Chemistry, Applied
Diego Navarro-Barreda, Begona Bedrina, Cesar A. A. Angulo-Pachon, Juan F. F. Miravet, Dolores Perez-Sala, Francisco Galindo
Summary: Four new BODIPY derivatives were synthesized and characterized, with a focus on their effects on cellular uptake, intracellular location, and fluorescence imaging abilities. The results showed that one of the new molecules displayed superior lysosomal location compared to the others.
Article
Biochemistry & Molecular Biology
Diego Navarro-Barreda, Rosa de Llanos, Juan F. Miravet, Francisco Galindo
Summary: Two new brominated BODIPYs containing amino acid-based chains were synthesized and characterized. These compounds showed efficient generation of singlet oxygen in organic solvents but not in aqueous media. However, both compounds exhibited positive antimicrobial activity against gram-positive and gram-negative bacteria. The higher efficiency of compound 2 can be attributed to the presence of a protonatable residue, allowing more effective interaction with the cell walls of microorganisms.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY
(2022)
Article
Biochemistry & Molecular Biology
Ana M. Lopez-Fernandez, Evelina E. Moisescu, Rosa de Llanos, Francisco Galindo
Summary: A polymeric material that generates three bactericidal species (O-1(2), I-3(-) and H2O2) at the same time has been developed, showing significant antimicrobial activity against Escherichia coli and Pseudomonas aeruginosa.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Biochemistry & Molecular Biology
Carla Arnau del Valle, Lewis Williams, Paul Thomas, Robert Johnson, Sathuwarman Raveenthiraraj, Derek Warren, Anastasia Sobolewski, Maria Paz Munoz, Francisco Galindo, Maria J. Marin
Summary: This article reports a new two-photon fluorescent molecular probe, DANPY-NO, that is capable of detecting nitric oxide (NO) in live cells. The probe exhibits good sensitivity and selectivity, and is stable over a broad range of pHs. Experimental findings demonstrate that DANPY-NO targets acidic organelles within macrophages and endothelial cells, and shows enhanced photostability compared to a commercially available NO probe. The probe is able to detect endogenous and exogenous NO, and distinguish between different concentrations of NO. This versatile probe has potential for in vitro and in vivo imaging of NO.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Diego Navarro-Barreda, Cesar A. Angulo-Pachon, Francisco Galindo, Juan F. Miravet
Summary: The study reports the emergence of catalytic activity associated with a disassembly process, similar to complex biological systems. A cystine derivative with pendant imidazole groups self-assembles into cationic nanorods in the presence of cationic surfactants CPC or CTAB. Disulfide reduction triggers nanorod disassembly and generates a simple cysteine protease mimic with significantly improved catalytic efficiency in the hydrolysis of PNPA.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Ana M. Bernal-Martinez, Cesar A. Angulo-Pachon, Francisco Galindo, Juan F. Miravet
Summary: This paper presents a study on the aggregation of cationic bolaamphiphilic molecules into vesicles. It was found that vesicles can be formed at pH 4, and they have the capability of loading hydrophobic cargos and releasing them in reductive environments. These molecules are only fully protonated and prone to vesicle formation at acidic pH, making them a promising alternative for gastrointestinal delivery.
Article
Materials Science, Biomaterials
Carla Arnau del Valle, Paul Thomas, Francisco Galindo, Maria Paz Munoz, Maria J. Marin
Summary: We report a broadly applicable two-photon excitable fluorescent nanoprobe for detecting and potentially quantifying nitric oxide (NO) levels in different cellular environments. The nanoprobe consists of a thiolated photoinduced electron transfer-based two-photon fluorescent probe attached to gold nanoparticles. It showed selectivity and stability in detecting endogenous and exogenous NO in various cell lines, including breast cancer cells.
JOURNAL OF MATERIALS CHEMISTRY B
(2023)
Article
Materials Science, Biomaterials
Cristina de la Torre, Raquel Gavara, Alba Garcia-Fernandez, Maxim Mikhaylov, Maxim N. Sokolov, Juan F. Miravet, Felix Sancenon, Ramon Martinez-Manez, Francisco Galindo
Summary: By incorporating the hexanuclear molybdenum cluster into amino-decorated mesoporous silica nanoparticles, a new molybdenum-based hybrid photosensitizer was developed. The hybrid photosensitizer showed high porosity and efficient generation of singlet oxygen, making it effective for photodynamic therapy against human cervical cancer cells.
BIOMATERIALS ADVANCES
(2022)
Article
Materials Science, Biomaterials
Ignacio Munoz Resta, Begona Bedrina, Elena Martinez-Planes, Alfredo Minguela, Francisco Galindo
Summary: mtNOpy is a simple molecule probe capable of selectively detecting NO in aerated medium, which can be applied in experiments involving cell line cultures and complex samples like peripheral blood.
JOURNAL OF MATERIALS CHEMISTRY B
(2021)
Article
Chemistry, Multidisciplinary
Diego Navarro-Barreda, Cesar A. Angulo-Pachon, Francisco Galindo, Juan F. Miravet
Summary: The anionic azobenzene-appended derivative of l-ValylGlycine self-assembles into nanotubes in water. Irradiation with 365 nm light triggers trans-cis isomerization of the azobenzene unit, leading to tube disassembly. Thermal or photoinduced (457 nm light) recovery of the trans isomer restores the nanotubes.
CHEMICAL COMMUNICATIONS
(2021)
Article
Nanoscience & Nanotechnology
Ana Torres-Martinez, Begona Bedrina, Eva Falomir, Maria J. Marin, Cesar A. Angulo-Pachon, Francisco Galindo, Juan F. Miravet
Summary: This study focuses on the use of non-polymeric, molecular nanogels for intracellular transport of photodynamic therapy agents, Rose Bengal and hypericin, into human colon adenocarcinoma cells. The nanogels show improved PDT efficiency and biocompatibility, with the potential to be easily scaled up for clinical applications.
ACS APPLIED BIO MATERIALS
(2021)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
