@article{MTMT:34684024, title = {Bioorthogonal Reactions in Bioimaging}, url = {https://m2.mtmt.hu/api/publication/34684024}, author = {Kozma, Eszter and Kele, Péter}, doi = {10.1007/s41061-024-00452-1}, journal-iso = {TOP CURR CHEM (2016-)}, journal = {TOPICS IN CURRENT CHEMISTRY}, volume = {382}, unique-id = {34684024}, issn = {2365-0869}, abstract = {Visualization of biomolecules in their native environment or imaging-aided understanding of more complex biomolecular processes are one of the focus areas of chemical biology research, which requires selective, often site-specific labeling of targets. This challenging task is effectively addressed by bioorthogonal chemistry tools in combination with advanced synthetic biology methods. Today, the smart combination of the elements of the bioorthogonal toolbox allows selective installation of multiple markers to selected targets, enabling multicolor or multimodal imaging of biomolecules. Furthermore, recent developments in bioorthogonally applicable probe design that meet the growing demands of superresolution microscopy enable more complex questions to be addressed. These novel, advanced probes enable highly sensitive, low-background, single- or multiphoton imaging of biological species and events in live organisms at resolutions comparable to the size of the biomolecule of interest. Herein, the latest developments in bioorthogonal fluorescent probe design and labeling schemes will be discussed in the context of in cellulo/in vivo (multicolor and/or superresolved) imaging schemes. The second part focuses on the importance of genetically engineered minimal bioorthogonal tags, with a particular interest in site-specific protein tagging applications to answer biological questions.}, year = {2024}, eissn = {2364-8961} } @{MTMT:34773104, title = {VISIBLE LIGHT SENSITIVE PHOTOREMOVABLE PROTECTING GROUPS, PREPARATION PROCESS THEREOF, PHOTOACTIVATABLE CONJUGATES COMPRISING THEM AND USES THEREOF}, url = {https://m2.mtmt.hu/api/publication/34773104}, author = {Bojtár, Márton Gáspár and EGYED, ALEXANDRA and NÉMETH, KRISZTINA and Kele, Péter}, unique-id = {34773104}, year = {2024}, orcid-numbers = {Bojtár, Márton Gáspár/0000-0001-8459-4659} } @{MTMT:35161458, title = {Cyclic designer scaffolds for the covalent targeting of proteins via michael addition}, url = {https://m2.mtmt.hu/api/publication/35161458}, author = {Reményi, Attila and Soós, Tibor and Póti, Ádám Levente and Bálint, Dániel and Alexa, Anita and Sok, Péter Dániel and Torda, Lili and Varga, Szilárd and Ozsváth, Kristóf and Albert, Krisztián and Palkó, Roberta and Ember, Orsolya and Kállainé Szarka, Eszter and Imre, Timea}, unique-id = {35161458}, abstract = {Many biologically active natural products contain electrophilic Michael acceptor fragments. For example, curcumin and 4-hydroxyderricin contain an acyclic α,β-unsaturated ketone that alkylates cysteines. Other antitumor or anti-inflammatory herbal compounds such as Withaferin A or zerumbone contain cyclic α,β-unsaturated ketones and react with nucleophilic residues of proteins. These observations contributed to a paradigm shift in drug design and development in the last two decades: various drugs with covalent warhead have been developed and approved. Despite the apparent importance and success of covalent warheads in current drug design and developments, the applied warheads display a rather limited structural variance and complexity which automatically limits the attainable chemical space. Furthermore, to minimize possible side-reactions during the synthesis of drugs, the applied warheads are added appendages in the late-stage of the synthetic route, thus a warhead scaffold that can be synthetically easily varied using orthogonal chemistry and used as a tunable covalent warhead is still missing. Such a structurally more complex scaffold would be much more like the warheads of the natural products and is expected to be more selective in targeting nucleophiles found on the proteins. Moreover, owing to a larger contact surface, it might be more suitable for targeting shallow protein surfaces involved in protein-protein interactions.}, year = {2024}, orcid-numbers = {Varga, Szilárd/0000-0001-9611-5168} } @article{MTMT:35435905, title = {Reversible covalent c-Jun N-terminal kinase inhibitors targeting a specific cysteine by precision-guided Michael-acceptor warheads}, url = {https://m2.mtmt.hu/api/publication/35435905}, author = {Bálint, Dániel and Póti, Ádám Levente and Alexa, Anita and Sok, Péter Dániel and Albert, Krisztián and Torda, Lili and Földesi-Nagy, Dóra and Csókás, Dániel and Turczel, Gábor and Imre, Timea and Kállainé Szarka, Eszter and Fekete, Ferenc and Bento, Isabel and Bojtár, Márton Gáspár and Palkó, Roberta and Szabó, Pál Tamás and Monostory, Katalin and Pápai, Imre and Soós, Tibor and Reményi, Attila}, doi = {10.1038/s41467-024-52573-2}, journal-iso = {NAT COMMUN}, journal = {NATURE COMMUNICATIONS}, volume = {15}, unique-id = {35435905}, year = {2024}, eissn = {2041-1723}, orcid-numbers = {Albert, Krisztián/0009-0004-0516-604X; Bojtár, Márton Gáspár/0000-0001-8459-4659; Szabó, Pál Tamás/0000-0003-2260-4641} } @article{MTMT:33609031, title = {Nobel-díj klikkelésért?}, url = {https://m2.mtmt.hu/api/publication/33609031}, author = {Kele, Péter}, journal-iso = {MAGY KEM LAP}, journal = {MAGYAR KÉMIKUSOK LAPJA}, volume = {78}, unique-id = {33609031}, issn = {0025-0163}, year = {2023}, eissn = {1588-1199}, pages = {34-36} } @article{MTMT:33650038, title = {Turning Red without Feeling Embarrassed─Xanthenium-Based Photocages for Red-Light-Activated Phototherapeutics}, url = {https://m2.mtmt.hu/api/publication/33650038}, author = {Egyed, Alexandra and Németh, Krisztina and Molnár , Tibor Ákos and Kállay, Mihály and Kele, Péter and Bojtár, Márton Gáspár}, doi = {10.1021/jacs.2c11499}, journal-iso = {J AM CHEM SOC}, journal = {JOURNAL OF THE AMERICAN CHEMICAL SOCIETY}, volume = {145}, unique-id = {33650038}, issn = {0002-7863}, year = {2023}, eissn = {1520-5126}, pages = {4026-4034}, orcid-numbers = {Bojtár, Márton Gáspár/0000-0001-8459-4659} } @article{MTMT:33688209, title = {Organic anion transporting polypeptide 3A1 (OATP3A1)-gated bioorthogonal labeling of intracellular proteins}, url = {https://m2.mtmt.hu/api/publication/33688209}, author = {Németh, Krisztina and László, Zsófia and Biró, Adrienn and Szatmári, Ágnes and Cserép, Balázs Gergely and Várady, György and Bakos, Éva and Laczka, Csilla and Kele, Péter}, doi = {10.3390/molecules28062521}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {28}, unique-id = {33688209}, issn = {1431-5157}, abstract = {Organic anion transporting polypeptides (OATPs) were found to readily deliver membrane impermeable, tetrazine bearing fluorescent probes into cells. This feature was explored in OATP3A1 conditioned bio-orthogonal labeling schemes of various intracellular proteins in live cells. Confocal microscopy and super-resolution microscopy (STED) studies have shown that highly specific and efficient staining of the selected intracellular proteins can be achieved with the otherwise non-permeable probes when OATP3A1 is present in the cell membrane of cells. Such a transport protein linked bio-orthogonal labeling scheme is believed to be useful in OATP3A1 activity-controlled protein expression studies in the future. © 2023 by the authors.}, keywords = {PROTEINS; PROTEIN; Organic Anion Transporters; Flow Cytometry; Fluorescent Dyes; fluorescent dye; confocal microscopy; organic anion transporter; super-resolution microscopy; Cell permeability; Intracellular labeling; large Stokes shift fluorescent probes; live cell bio-orthogonal modification; organic anion transporter polypeptide 3A1; self-labeling enzyme tags}, year = {2023}, eissn = {1420-3049}, orcid-numbers = {Szatmári, Ágnes/0000-0001-8768-8212; Cserép, Balázs Gergely/0000-0002-0779-0338; Várady, György/0000-0003-2012-9680} } @article{MTMT:33854599, title = {Bioorthogonally assisted phototherapy: recent advances and prospects}, url = {https://m2.mtmt.hu/api/publication/33854599}, author = {Kozma, Eszter and Bojtár, Márton Gáspár and Kele, Péter}, doi = {10.1002/anie.202303198}, journal-iso = {ANGEW CHEM INT EDIT}, journal = {ANGEWANDTE CHEMIE-INTERNATIONAL EDITION}, volume = {62}, unique-id = {33854599}, issn = {1433-7851}, abstract = {Photoresponsive materials offer excellent spatiotemporal control over biological processes and the emerging phototherapeutic methods are expected to have significant effects on targeted cancer therapies. Recent examples show that combination of photoactivatable approaches with bioorthogonal chemistry enhances the precision of targeted phototherapies and profound implications are foreseen particularly in the treatment of disperse/diffuse tumors. The extra level of on‐target selectivity and improved spatial/temporal control considerably intensified related bioorthogonally assisted phototherapy research. The anticipated growth of further developments in the field justifies the timeliness of a brief summary of the state of the art.}, year = {2023}, eissn = {1521-3773}, orcid-numbers = {Bojtár, Márton Gáspár/0000-0001-8459-4659} } @article{MTMT:34310530, title = {Evaluation of bioorthogonally applicable tetrazine-Cy3 probes for fluorogenic labeling schemes}, url = {https://m2.mtmt.hu/api/publication/34310530}, author = {Albitz, Evelin and Nemeth, Krisztina and Knorr, Gergely and Kele, Péter}, doi = {10.1039/d3ob01204b}, journal-iso = {ORG BIOMOL CHEM}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, volume = {21}, unique-id = {34310530}, issn = {1477-0520}, abstract = {The fluorogenic features of three sets of tetrazine-Cy3 probes were evaluated in bioorthogonal tetrazine-cyclooctyne ligation schemes. These studies revealed that the more efficient, internal conversion-based quenching of fluorescence by the tetrazine modul is translated to improved fluorogenicity compared to the more conventional, energy transfer-enabled design. Furthermore, a comparison of directly conjugated probes and vinylene-linked tetrazine-Cy3 probes revealed that more intimate conjugation of the tetrazine and the chromophore results in more efficient IC-based quenching even in spectral ranges where tetrazine exhibits diminished modulation efficiency. The applicability of these tetrazine-quenched fluorogenic Cy3 probes was demonstrated in the fluorogenic labeling schemes of the extra- and intracellular proteins of live cells.Evaluation of tetrazine-modulated fluorogenic Cy3 probes revealed that internal conversion-based quenching of fluorescence results in better fluorogenic performances even in spectral ranges where tetrazines have diminished modulation power.}, year = {2023}, eissn = {1477-0539}, pages = {7358-7366}, orcid-numbers = {Albitz, Evelin/0000-0002-3623-0655; Knorr, Gergely/0000-0002-6116-504X} } @article{MTMT:32552957, title = {Bioorthogonal Ligation-Activated Fluorogenic FRET Dyads}, url = {https://m2.mtmt.hu/api/publication/32552957}, author = {Albitz, Evelin and Kern, Dóra and Kormos, Attila and Bojtár, Márton Gáspár and Török, György and Biró, Adrienn and Szatmári, Ágnes and Németh, Krisztina and Kele, Péter}, doi = {10.1002/anie.202111855}, journal-iso = {ANGEW CHEM INT EDIT}, journal = {ANGEWANDTE CHEMIE-INTERNATIONAL EDITION}, volume = {61}, unique-id = {32552957}, issn = {1433-7851}, abstract = {An energy transfer‐based signal amplification relay concept enabling transmission of bioorthogonally activatable fluorogenicity of blue‐excitable coumarins to yellow/red emitting cyanine frames is presented. Such relay mechanism resulted in improved cyanine fluorogenicities together with increased photostabilities and large apparent Stokes‐shifts allowing lower background fluorescence even in no‐wash bioorthogonal fluorogenic labeling schemes of intracellular structures in live cells. These energy transfer dyads sharing the same donor moiety together with their parent donor molecule allowed three‐color imaging of intracellular targets using one single excitation source with separate emission windows. Sub‐diffraction imaging of intracellular structures using the bioorthogonally activatable FRET dyads by STED microscopy is also presented.}, year = {2022}, eissn = {1521-3773}, orcid-numbers = {Albitz, Evelin/0000-0002-3623-0655; Kormos, Attila/0000-0002-4378-4699; Bojtár, Márton Gáspár/0000-0001-8459-4659; Török, György/0000-0001-7616-5782; Szatmári, Ágnes/0000-0001-8768-8212; Kele, Péter/0000-0001-7169-5338} }