Article
Chemistry, Physical
Alex Stafford, Seth R. Allen, Tod A. Grusenmeyer, Connor J. O'Dea, Laura Estergreen, Sean T. Roberts, Zachariah A. Page
Summary: In this study, thiophene-fused boron dipyrromethene (BODIPY) photocatalysts are found to efficiently drive acrylate polymerizations under near-infrared (NIR) light. The introduction of bromine atoms further enhances the photopolymerization efficiency. Optimization of resin formulations leads to unprecedented polymerization rates.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
Article
Chemistry, Applied
Fan Lv, Xing Guo, Zhong-Yuan Li, Qinghua Wu, Juanjie Chen, Changjiang Yu, Lijuan Jiao, Erhong Hao
Summary: A copper-catalyzed direct acylation of BODIPYs with aldehydes via C-H bond activation was developed, where acyl radicals were formed from aldehydes using TBHP as the radical initiator and selectively reacted with BODIPYs at the alpha-positions. This reaction showed excellent tolerance towards different functional groups, allowing for effective reaction between heteroaromatic and aliphatic aldehydes with BODIPYs. The alpha-acylated BODIPYs exhibited red-shifted absorption and emission, as well as decreased HOMO and LUMO energies compared to the starting BODIPYs due to the introduction of electron-deficient carbonyl groups. Moreover, removal of the BF2 protecting groups from the alpha-acylated BODIPY provided a efficient access to alpha-acylated dipyrrin, which showed sensitive and selective turn-on fluorescence response towards Zn2+ ion in aqueous buffer solution and living cells.
Article
Chemistry, Multidisciplinary
Cecile Bousch, Brandon Vreulz, Kartikey Kansal, Ali El-Husseini, Samy Cecioni
Summary: Glycan recognition by glycan-binding proteins is crucial in biology, and photoaffinity labeling is an important method for capturing non-covalent interactions. This study presents a novel fluorinated azido-coumarin scaffold that enables fast and mild photolabeling, leaving a fluorescent tag on the crosslinked species. By coupling this scaffold to an alpha-fucoside, the researchers demonstrate fluorogenic photolabeling of glycan-protein interactions with varied affinities. This strategy and these fluoro-crosslinkers have the potential to be widely used for traceable capture of non-covalent binding events.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Biochemistry & Molecular Biology
Mayte A. Martinez-Aguirre, Marcos Flores Alamo, Karla Elisa Trejo-Huizar, Anatoly K. Yatsimirsky
Summary: Phenylboronic acid forms stable complexes with amino phenolic compounds, enhancing fluorescence and affinity to proteins. The complex also induces a shift in emission peak upon protein binding.
BIOORGANIC CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
You-Yu Wang, Wenyi Li, Bang-Ce Ye, Xiao-Bao Bi
Summary: Protein-protein interactions (PPIs) are essential for cellular signal transduction. Studying PPIs without disrupting the functions of intact cells is crucial for basic biology research and drug development. Developing new methods with high efficiency and operability, such as advanced fluorescent microscopy and mass spectroscopy techniques, enables the visualization, monitoring, profiling, and identification of PPIs in a high-throughput manner, greatly aiding the understanding of molecular mechanisms underlying various pathophysiological processes.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Inorganic & Nuclear
Bintu Kumar, Anindita Bhatta, Prakriti Saraf, Krishnan Rangan, Madhushree Sarkar, Sivaprasad Mitra, Dalip Kumar
Summary: This study efficiently synthesized various beta-triazolyl tethered BODIPYs using a one-pot protocol. The prepared compounds exhibited red-shifted absorption bands and showed selective recognition of Ni2+ and enhanced fluorescence upon interaction with bovine serum albumin. The results demonstrate the potential applications of these beta-triazolyl BODIPYs in sensing and imaging.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Organic
Meng-Yuan Zhang, Xiao Liang, Dan-Ning Ni, Di-Hong Liu, Qian Peng, Cui-Hua Zhao
Summary: We have reported a new type of [2.2]paracyclophanes with high fluorescence efficiency and luminescence dissymmetry, showing intense circularly polarized luminescence. The solvent-induced CPL sign inversion is observed in pseudo-meta derivatives due to solvent-dependent excited-state dynamics.
Article
Chemistry, Physical
Elliot Davenport, Daniela E. Negru, Geoff Badman, David M. Lindsay, William J. Kerr
Summary: The preparation of isotopically labeled compounds for drug discovery and development is challenging due to the need to incorporate both stable and radioactive isotopes efficiently into complex bioactive molecules. A highly efficient, robust palladium-catalyzed approach for the methylation of aryl chlorides using potassium methyltrifluoroborate has been reported in this study, optimized via high-throughput experimentation. Additionally, a straightforward route to isotopically labeled methylating agents has been developed and applied to isotopologue synthesis in a range of drug-like scaffolds.
Article
Chemistry, Multidisciplinary
Masafumi Minoshima, Taro Umeno, Kohei Kadooka, Margaux Roux, Namiko Yamada, Kazuya Kikuchi
Summary: To understand protein function in live cells, it is important to monitor protein dynamics and sense their environment in real-time. We developed a versatile chemical protein-labeling tool that efficiently forms stable carbamoylated complexes with beta-lactamase, allowing long-term visualization of labeled proteins in live cells. The use of an alpha-fluorinated carboxylate ester-based prodrug enables cell membrane permeability and stable labeling of intracellular proteins. Combining this labeling tool with a pH-activatable fluorescent probe enables visual monitoring of lysosomal protein translocation during autophagy.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Analytical
Shuai Huang, Yuan Gao, Yonghong Wang, Fengzhi Li, Weidi Xiao, Woo-ping Ge, Yanchang Li, Ping Xu
Summary: The researchers demonstrated an artificial tandem hybrid ubiquitin-binding domain (ThUBD) that has high affinity for all ubiquitin chains and can be used as a tool for global ubiquitination profiling research. They labeled fluorescein on the cysteine residues of ThUBD to create a fluorescein-labeled ThUBD (ThUBD-Flu) probe for direct imaging and visualization of polyubiquitination signals. Compared to traditional methods, ThUBD-Flu is more sensitive and accurate in detecting ubiquitination signals. It provides a widely applicable, super-sensitive, and unbiased technique for in situ detection of intracellular polyubiquitination signals through immunofluorescence staining.
Article
Chemistry, Multidisciplinary
Ivan N. Myasnyanko, Alexey S. Gavrikov, Snizhana O. Zaitseva, Alexander Yu. Smirnov, Elvira R. Zaitseva, Anatolii I. Sokolov, Kseniya K. Malyshevskaya, Nadezhda S. Baleeva, Alexander S. Mishin, Mikhail S. Baranov
Summary: By using benzylidene imidazolone core, a range of color-shifted fluorogenic ligands for FAST protein were developed without compromising binding efficiency or utility for live-cell protein labeling. This study emphasizes the potential of benzylidene imidazolone derivatives for rapidly expanding live-cell fluorogenic labeling tools.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Biochemistry & Molecular Biology
Lidia Putlyaeva, Konstantin A. Lukyanov
Summary: The COVID-19 pandemic caused by SARS-CoV-2 has significantly impacted the global community, leading to advancements in diagnostics, therapy, and fundamental research of the virus. Fluorescence microscopy, including super-resolution techniques, plays a crucial role in studying virus-cell interactions at a molecular level. The use of advanced fluorescence labeling and microscopy methods shows promise in providing important insights into the molecular biology of SARS-CoV-2 and related viruses.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Biochemistry & Molecular Biology
Dingpeng Zhang, Zhen Wang, Side Hu, Julien Lescar, James P. Tam, Chuan-Fa Liu
Summary: In the past two decades, there has been a growing demand for new protein modification methods in the biotech industry and biomedical research communities. Peptidyl Asx-specific ligases (PALs), a newly discovered class of peptide ligases, have emerged as powerful biotechnological tools. The use of a new PAL, VyPAL2, was successfully demonstrated for a diverse range of protein modifications, including protein labelling, inter-protein ligation, and protein cyclization. These PALs have the potential to revolutionize site-specific protein modification in basic research and drug discovery.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Multidisciplinary
Chen Liu, Yuyang Dai, Qiqi Han, Chunmeng Liu, Yuanting Su
Summary: The heaviest pnictogen-dipyrromethenes DPMPnCl(2) (Pn = Sb, 3; Bi 4), which are analogous to boron-dipyrromethene (BODIPY), were successfully synthesized and obtained as crystalline solids. Both compounds exhibit green photoluminescence with narrow full widths at half maximum in toluene. Additionally, the reduction of compound 3 with sodium metal resulted in the formation of cyclic dicoordinate stibinidene 5.
CHEMICAL COMMUNICATIONS
(2023)
Article
Biochemical Research Methods
Ekaterina N. Nuraneeva, Galina B. Guseva, Elena V. Antina
Summary: Monoiodo- and dibromsubstituted dipyrromethenes HL1 - HL3 are described as highly sensitive and selective Off-On fluorescent chemosensors for Zn2+ based on the chelation-enhanced fluorescence (CHEF) effect. Coordination reactions with Zn2+ cations result in a significant increase in fluorescence intensity, and the detection limit for Zn2+ ions using HL1 - HL3 sensors is from 3.0.10(-8) to 3.3.10(-9) mol/L.
JOURNAL OF FLUORESCENCE
(2021)
Article
Chemistry, Organic
Han Gu, Tak Ian Chio, Zhen Lei, Richard J. Staples, Jennifer S. Hirschi, Susan Bane
ORGANIC & BIOMOLECULAR CHEMISTRY
(2017)
Article
Biochemical Research Methods
Tak Ian Chio, Han Gu, Kamalika Mukherjee, L. Nathan Tumey, Susan L. Bane
BIOCONJUGATE CHEMISTRY
(2019)
Article
Biochemical Research Methods
Han Gu, Saptarshi Ghosh, Richard J. Staples, Susan L. Bane
BIOCONJUGATE CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Tak Ian Chio, Breanna R. Demestichas, Brittany M. Brems, Susan L. Bane, L. Nathan Tumey
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Biochemical Research Methods
Matthew T. Olson, Alfred L. Yergey, Kamalika Mukherjee, Melissa R. Pergande, Susan L. Bane, Stephanie M. Cologna, Dan L. Sackett
JOURNAL OF PROTEOME RESEARCH
(2020)
Article
Chemistry, Multidisciplinary
Kamalika Mukherjee, Tak Ian Chio, Han Gu, Dan L. Sackett, Susan L. Bane, Sanja Sever
Summary: Drug-induced kidney injury often results in aborted clinical trials and drug withdrawals. A new fluorogenic assay using the TFCH sensor has been developed to detect mild forms of renal injury with greater sensitivity than standard assays. This sensor can be applied in live kidney cells and renal tissue, potentially aiding in preclinical decisions regarding unsafe drug candidates.
Article
Biochemistry & Molecular Biology
Tak Ian Chio, Akiva J. Grimaldi, Thomas Radford, Susan L. Bane
Summary: Given the popular usage of BODIPY fluorophores in biological research, it is necessary to pay more attention to their tendency to aggregate in aqueous solution and its impact on their spectroscopic properties. This study focuses on a particular probe and reveals that it exhibits a much-reduced fluorescence in aqueous solution due to aggregation-caused quenching (ACQ). However, it is capable of responding to complementary reactive substrates and generates a substantial turn-on signal. The probe assumes a disaggregated form and unleashes a significant fluorescence enhancement through disaggregation-induced emission (DIE). The results suggest that the probe functions via a target-mediated inhibition of probe aggregation instead of dispersing from preformed aggregates to react with the target.
Meeting Abstract
Chemistry, Multidisciplinary
Tak Ian Chio, Han Gu, Kamalika Mukherjee, L. Nathan Tumey, Susan Bane
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
(2019)
Meeting Abstract
Chemistry, Multidisciplinary
Han Gu, Tak Ian Chio, Kamalika Mukherjee, Susan Bane
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Meeting Abstract
Chemistry, Multidisciplinary
Saptarshi Ghosh, Han Gu, Susan Bane
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Meeting Abstract
Chemistry, Multidisciplinary
Tak Chio, Han Gu, Kamalika Mukherjee, L. Nathan Tumey, Susan Bane
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Meeting Abstract
Biochemistry & Molecular Biology
Kamalika Mukherjee, Tak Chio, Anthony Sorrentino, Dan Sackett, Susan Bane
Correction
Biochemistry & Molecular Biology
Kamel Metwally, Omar Aly, Enayat Aly, Abhijit Banerjee, Rudravajhala Ravindra, Susan Bane
BIOORGANIC & MEDICINAL CHEMISTRY
(2017)
Meeting Abstract
Biochemistry & Molecular Biology
Kamalika Mukherjee, Tak Chio, Dan Sackett, Susan Bane
Meeting Abstract
Biochemistry & Molecular Biology
Tak Chio, Han Gu, Susan Bane
Article
Chemistry, Medicinal
Shibin Zhao, Julian Maceren, Mia Chung, Samantha Stone, Raphael Geiben, Melissa L. Boby, Bradley S. Sherborne, Derek S. Tan
Summary: Antibiotic resistance is a major threat to public health, with Gram-negative bacteria presenting unique challenges due to their low permeability and efflux pumps. Limited understanding of the chemical rules for overcoming these barriers hinders antibacterial drug discovery. Efforts to address this issue, such as screening compound libraries and using cheminformatic analysis, have led to the design of sulfamidoadenosines with diverse substituents, showing potential utility in accumulation in Escherichia coli.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Jichun Li, Qing Li, Shuai Xia, Jiahuang Tu, Longbo Zheng, Qian Wang, Shibo Jiang, Chao Wang
Summary: This study successfully developed a short peptide mimetic as a MERS-CoV fusion inhibitor by reproducing the key recognition features of the HR2 helix. The resulting 23-mer lipopeptide showed comparable inhibitory effect to the 36-mer HR2 peptide HR2P-M2. This has important implications for developing short peptide-based antiviral agents to treat MERS-CoV infection.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Krista Jaunsleine, Linda Supe, Jana Spura, Sten van Beek, Anna Sandstrom, Jessica Olsen, Carina Halleskog, Tore Bengtsson, Ilga Mutule, Benjamin Pelcman
Summary: Beta(2)-adrenergic receptor agonists can stimulate glucose uptake by skeletal muscle cells and are therefore potential treatments for type 2 diabetes. The chirality of compounds has a significant impact on the activity of these agonists. This study found that certain synthesized compounds showed higher glucose uptake activity. These findings provide important information for the design of novel beta(2)AR agonists for T2D treatment.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Xin Xu, Jia Chen, Guan Wang, Xiaojuan Zhang, Qiang Li, Xiaobo Zhou, Fengying Guo, Min Li
Summary: The study focuses on EZH2, a promising therapeutic target for various types of cancers. Researchers designed and synthesized a series of novel derivatives aiming to enhance the EZH2 inhibition activity. Among them, compound 28 displayed potent EZH2 inhibition activity and showed high anti-proliferative effects in lymphoma cell lines and xenograft mouse models. The study suggests that compound 28 has potential as a therapeutic candidate for EZH2-associated cancers.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Wei Zhang, Wei Liu, Ya-Dong Zhao, Li-Zi Xing, Ji Xu, Rui-Jun Li, Yun-Xiao Zhang
Summary: This study developed a series of aromatic amide derivatives based on Rhein and investigated their inhibitory activity against alpha-Syn aggregation. Two of these compounds showed promising potential in treating Parkinson's disease by stabilizing alpha-Syn's conformation and disassembling alpha-Syn oligomers and fibrils.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Mani Sharma, S. S. S. S. Sudha Ambadipudi, Neeraj Kumar Chouhan, V. Lakshma Nayak, Srihari Pabbaraja, Sai Balaji Andugulapati, Ramakrishna Sistla
Summary: Therapeutically active lipids in drug delivery systems can enhance the safety and efficacy of treatment. The liposome formulation created using synthesized biologically active lipids showed additive anti-cancer effects and reduced tumorigenic potential.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
