TY - CHAP AU - Kunfi, Attila AU - London, Gábor ED - Reedijk, J. TI - Light-activated Molecular Switches, Machines and Motors T2 - Reference Module in Chemistry, Molecular Sciences and Chemical Engineering PB - Elsevier CY - Waltham (MA) SN - 9780124095472 PY - 2024 DO - 10.1016/B978-0-443-15742-4.00031-4 UR - https://m2.mtmt.hu/api/publication/34827442 ID - 34827442 LA - English DB - MTMT ER - TY - JOUR AU - Meiszter, Enikő AU - Gazdag, Tamás AU - Mayer, Péter J. AU - Kunfi, Attila AU - Holczbauer, Tamás AU - Sulyok-Eiler, Máté AU - London, Gábor TI - Revisiting Hafner’s Azapentalenes: The Chemistry of 1,3-Bis(dimethylamino)-2-azapentalene JF - JOURNAL OF ORGANIC CHEMISTRY J2 - J ORG CHEM PY - 2024 PG - 11 SN - 0022-3263 DO - 10.1021/acs.joc.3c02564 UR - https://m2.mtmt.hu/api/publication/34821706 ID - 34821706 AB - Stable azaheterocyclic derivatives of pentalene have been reported by the group of Hafner in the 1970s. However, these structures remained of low interest until recently, when they started to be investigated in the context of organic light-emitting diodes’ (OLEDs’) development. Herein, we revisit the synthesis of stable azapentalene derivative 1,3-bis(dimethylamino)-2-azapentalene and further explore its properties both computationally and experimentally. Beyond the reproduction and optimization of some previously reported transformations, such as formylation and amine substitution, the available scope of reactions was expanded with azo-coupling, selective halogenations, and cross-coupling reactions. © 2024 The Authors. Published by American Chemical Society. LA - English DB - MTMT ER - TY - PAT AU - BOJTÁR, MÁRTON AU - EGYED, ALEXANDRA AU - NÉMETH, KRISZTINA AU - Kele, Péter TI - VISIBLE LIGHT SENSITIVE PHOTOREMOVABLE PROTECTING GROUPS, PREPARATION PROCESS THEREOF, PHOTOACTIVATABLE CONJUGATES COMPRISING THEM AND USES THEREOF PY - 2024 UR - https://m2.mtmt.hu/api/publication/34773104 ID - 34773104 LA - English DB - MTMT ER - TY - JOUR AU - Nagy, Bálint AU - Gonda, Zsombor AU - Földesi, Tamás AU - Fehér, Péter Pál AU - Stirling, András AU - Tolnai, Gergely László AU - Novák, Zoltán TI - Photoinduced Decarboxylative Borylation of N -Hydroxyphthalimide Esters with Hypoboric Acid JF - ORGANIC LETTERS J2 - ORG LETT PY - 2024 SN - 1523-7060 DO - 10.1021/acs.orglett.4c00511 UR - https://m2.mtmt.hu/api/publication/34744629 ID - 34744629 N1 - MTA-ELTE “Lendület” Catalysis and Organic Synthesis Research Group, Eötvös Loránd University, Institute of Chemistry, Pázmány Péter stny. 1/A, Budapest, H-1117, Hungary ELTE Novel Scaffolds Research Group, Eötvös Loránd University, Institute of Chemistry, Pázmány Péter stny. 1/A, Budapest, H-1117, Hungary Research Centre for Natural Sciences, HUN-REN, Magyar Tudósok körútja 2, Budapest, H-1117, Hungary Department of Chemistry, Eszterházy Károly Catholic University, Leányka u. 6, Eger, H-3300, Hungary Export Date: 28 April 2024 CODEN: ORLEF Correspondence Address: Stirling, A.; Research Centre for Natural Sciences, Magyar Tudósok körútja 2, Hungary; email: stirling.andras@ttk.mta.hu Correspondence Address: Tolnai, G.L.; ELTE Novel Scaffolds Research Group, Pázmány Péter stny. 1/A, Hungary; email: tolnai@chem.elte.hu Correspondence Address: Novák, Z.; MTA-ELTE “Lendület” Catalysis and Organic Synthesis Research Group, Pázmány Péter stny. 1/A, Hungary; email: novakz@ttk.elte.hu Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFIH, FK134947, K143439, K132236 Funding details: Magyar Tudományos Akadémia, MTA, Lendület LP2023-12/2023 Funding details: 2022/045-P144-1 Funding text 1: Research was supported by National Research, Development and Innovation Office (K143439, K132236, FK134947), Hungarian Academy of Sciences (Lendület LP2023-12/2023), and the University Excellence Fund of Eötvös Loránd University (2022/045-P144-1). LA - English DB - MTMT ER - TY - JOUR AU - Krámos, Balázs AU - Hadady, Zsuzsa AU - Makó, Attila AU - Szántó, Gábor AU - Felföldi, Nóra AU - Magdó, Ildikó AU - Bobok, Amrita Ágnes AU - Bata, Imre AU - Román, Viktor AU - Visegrády, András AU - Keserű, György Miklós AU - Greiner, István AU - Éles, János TI - Novel-Type GABA B PAMs: Structure–Activity Relationship in Light of the Protein Structure JF - ACS MEDICINAL CHEMISTRY LETTERS J2 - ACS MED CHEM LETT PY - 2024 SN - 1948-5875 DO - 10.1021/acsmedchemlett.3c00560 UR - https://m2.mtmt.hu/api/publication/34720633 ID - 34720633 LA - English DB - MTMT ER - TY - JOUR AU - Semghouli, Anas AU - Drahos, László AU - Volk, Balázs AU - Kiss, Loránd TI - Selective Transformation of 1,3‐Cyclooctadiene into Novel Functionalized Azaheterocycles, β‐Amino Esters, and Lactams by Means of Ring‐Rearrangement Metathesis JF - EUROPEAN JOURNAL OF ORGANIC CHEMISTRY J2 - EUR J ORG CHEM PY - 2024 SP - e202400170 SN - 1434-193X DO - 10.1002/ejoc.202400170 UR - https://m2.mtmt.hu/api/publication/34719334 ID - 34719334 AB - Diversity‐oriented synthesis of some novel functionalized azaheterocyclic β‐amino esters with multiple chiral centers from 1,3‐cyclooctadiene‐based β‐amino acids through a stereocontrolled synthetic route has been accomplished. The strategy was based on the creation of some novel unsaturated N‐protected cyclic β‐amino esters from 1,3‐cyclooctadiene. Products were subjected to ring‐opening metathesis (ROM) followed by selective ring‐closing metathesis (RCM). A comparative investigation on the selectivity, regarding the catalysts, yields, conversions, and substrate directing effect on ring‐rearrangement metathesis (RRM) transformation has been accomplished. Importantly, the procedure used in this synthetic process does not affect the configuration of the chiral centers. The pathway takes place across conservation of the configurations of the stereocenters; therefore, the architectural skeleton of the starting cyclooctene‐based β‐amino acids predetermined the structure of the new azaheterocyclic systems. LA - English DB - MTMT ER - TY - JOUR AU - Kollár, Levente AU - Grabrijan, Katarina AU - Hrast Rambaher, Martina AU - Bozovičar, Krištof AU - Imre, Tímea AU - Ferenczy, György AU - Gobec, Stanislav AU - Keserű, György Miklós TI - Boronic acid inhibitors of penicillin-binding protein 1b: serine and lysine labelling agents JF - JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY J2 - J ENZYM INHIB MED CH VL - 39 PY - 2024 IS - 1 PG - 14 SN - 1475-6366 DO - 10.1080/14756366.2024.2305833 UR - https://m2.mtmt.hu/api/publication/34718013 ID - 34718013 N1 - Medicinal Chemistry Research Group, Research Centre for Natural Sciences, Budapest, Hungary Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Budapest, Hungary Faculty of Pharmacy, University of Ljubljana, Ljubljana, Slovenia MS Metabolomics Research Group, Research Centre for Natural Sciences, Budapest, Hungary Export Date: 8 March 2024 CODEN: JEIMA Correspondence Address: Keserű, G.M.; Department of Organic Chemistry and Technology, Műegyetem rkp. 3., Hungary; email: keseru.gyorgy@ttk.hu Funding details: RRF-2.3.1-21-2022-00015 Funding details: Javna Agencija za Raziskovalno Dejavnost RS, ARRS, N1-0169, P1-0208 Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFI, K135335 Funding details: Richter Gedeon Talentum Alapítvány Funding text 1: We thank Dr. Andrea Dessen (IBS, Grenoble) for donation of PBP1b plasmid and Dr. Pál Szabó for HRMS measurements. This study was supported by National Research, Development and Innovation Office Grants K135335, and by the National Drug Research and Development Laboratory (PharmaLab) project (RRF-2.3.1-21-2022-00015). Funding text 2: This research was funded by the National Research Development and Innovation Office (Grant Numbers: SNN 135335), Slovenian Research Agency (ARRS) Research Core Funding P1-0208, grant N1-0169 and a PhD grant to K.G. L.K. is supported by the Gedeon Richter Talentum Foundation and the József Varga Foundation and Javna Agencija za Raziskovalno Dejavnost RS. We thank Dr. Andrea Dessen (IBS, Grenoble) for donation of PBP1b plasmid and Dr. Pál Szabó for HRMS measurements. This study was supported by National Research, Development and Innovation Office Grants K135335, and by the National Drug Research and Development Laboratory (PharmaLab) project (RRF-2.3.1-21-2022-00015). LA - English DB - MTMT ER - TY - JOUR AU - Kozma, Eszter AU - Kele, Péter TI - Bioorthogonal Reactions in Bioimaging JF - TOPICS IN CURRENT CHEMISTRY J2 - TOP CURR CHEM (2016-) VL - 382 PY - 2024 IS - 1 PG - 31 SN - 2365-0869 DO - 10.1007/s41061-024-00452-1 UR - https://m2.mtmt.hu/api/publication/34684024 ID - 34684024 AB - 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. LA - English DB - MTMT ER - TY - JOUR AU - Bati, Gabor AU - Csókás, Dániel AU - Stuparu, Mihaiela C. TI - Mechanochemical Scholl Reaction on Phenylated Cyclopentadiene Core: One-Step Synthesis of Fluoreno[5]helicenes JF - CHEMISTRY-A EUROPEAN JOURNAL J2 - CHEM-EUR J VL - 30 PY - 2024 SP - e2023029 PG - 7 SN - 0947-6539 DO - 10.1002/chem.202302971 UR - https://m2.mtmt.hu/api/publication/34651053 ID - 34651053 LA - English DB - MTMT ER - TY - JOUR AU - Kótai, Bianka AU - Laczkó, Gergely AU - Hamza, Andrea AU - Pápai, Imre TI - Stereocontrol via Propeller Chirality in FLP‐Catalyzed Asymmetric Hydrogenation JF - CHEMISTRY-A EUROPEAN JOURNAL J2 - CHEM-EUR J PY - 2024 SN - 0947-6539 DO - 10.1002/chem.202400241 UR - https://m2.mtmt.hu/api/publication/34646716 ID - 34646716 AB - Utilization of chiral frustrated Lewis pairs as catalysts in enantioselective hydrogenation of unsaturated molecules represents a promising approach in asymmetric synthesis. In our effort to improve our current understanding of the factors governing the stereoselectivity in these catalytic processes, herein we examined the mechanism of direct hydrogenation of aromatic enamines catalyzed by a binaphthyl–based chiral amino–borane. Our computational analysis reveals that only one particular conformer of the key borohydride reaction intermediate can be regarded as a reactive form of this species. This borohydride conformer has a well–defined chiral propeller shape, which induces facial selectivity in the hydride transfer to pro–chiral iminium intermediates. The propeller chirality of the reactive borohydride conformer is generated by the axially chiral binaphthyl scaffold of the amino–borane catalyst through stabilizing π‐π stacking interactions. This new computational insight can be readily used to interpret the high degree of stereoinduction observed for these reactions. We expect that the concept of chirality relay could be further exploited in catalyst design endeavors. LA - English DB - MTMT ER -