TY - JOUR AU - Csomos, Attila AU - Madarász, Miklós AU - Turczel, Gábor AU - Cseri, Levente AU - Katona, Gergely AU - Rózsa J., Balázs AU - Kovács, Ervin AU - Mucsi, Zoltán TI - A Molecular Hybrid of the GFP Chromophore and 2,2′-Bipyridine: An Accessible Sensor for Zn2+ Detection with Fluorescence Microscopy JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 25 PY - 2024 IS - 6 SN - 1661-6596 DO - 10.3390/ijms25063504 UR - https://m2.mtmt.hu/api/publication/34748236 ID - 34748236 N1 - Department of Chemistry, Femtonics Ltd, Tűzoltó utca 59, Budapest, H-1094, Hungary Hevesy György PhD School of Chemistry, Eötvös Loránd University, Pázmány Péter sétány 1/A, Budapest, H-1117, Hungary BrainVisionCenter, Liliom utca 43, Budapest, H-1094, Hungary NMR Research Laboratory, HUN-REN Research Centre for Natural Sciences, Magyar Tudósok körútja 2, Budapest, H-1117, Hungary Department of Organic Chemistry & Technology, Budapest University of Technology & Economics, 3. Muegyetem rakpart, Budapest, H-1111, Hungary Two-Photon Measurement Technology Research Group, Pázmány Péter Catholic University, Práter utca 50/a, Budapest, H-1083, Hungary Laboratory of 3D Functional Network and Dendritic Imaging, Institute of Experimental Medicine, Szigony utca 43, Budapest, H-1083, Hungary Polymer Chemistry and Physics Research Group, HUN-REN Research Centre for Natural Sciences, Magyar Tudósok körútja 2, Budapest, H-1117, Hungary Faculty of Materials and Chemical Sciences, University of Miskolc, Miskolc, H-3515, Hungary Export Date: 12 April 2024 Correspondence Address: Rózsa, B.; BrainVisionCenter, Liliom utca 43, Hungary; email: rozsabal@koki.hu Correspondence Address: Kovács, E.; Two-Photon Measurement Technology Research Group, Práter utca 50/a, Hungary; email: kovacs.ervin@ttk.hu AB - The few commercially available chemosensors and published probes for in vitro Zn2+ detection in two-photon microscopy are compromised by their flawed spectroscopic properties, causing issues in selectivity or challenging multistep syntheses. Herein, we present the development of an effective small molecular GFP chromophore-based fluorescent chemosensor with a 2,2′-bipyridine chelator moiety (GFZnP BIPY) for Zn2+ detection that has straightforward synthesis and uncompromised properties. Detailed experimental characterizations of the free and the zinc-bound compounds within the physiologically relevant pH range are presented. Excellent photophysical characteristics are reported, including a 53-fold fluorescence enhancement with excitation and emission maxima at 422 nm and 492 nm, respectively. A high two-photon cross section of 3.0 GM at 840 nm as well as excellent metal ion selectivity are reported. In vitro experiments on HEK 293 cell culture were carried out using two-photon microscopy to demonstrate the applicability of the novel sensor for zinc bioimaging. LA - English DB - MTMT ER - TY - JOUR AU - Csomos, Attila AU - Madarász, Miklós AU - Turczel, Gábor AU - Cseri, Levente AU - Bodor, Andrea AU - Anett, Matuscsák AU - Katona, Gergely AU - Kovács, Ervin AU - Rózsa J., Balázs AU - Mucsi, Zoltán TI - A GFP inspired 8-methoxyquinoline-derived fluorescent molecular sensor for the detection of Zn2+ by two-photon microscopy JF - CHEMISTRY-A EUROPEAN JOURNAL J2 - CHEM-EUR J PY - 2024 SN - 0947-6539 DO - 10.1002/chem.202400009 UR - https://m2.mtmt.hu/api/publication/34724516 ID - 34724516 N1 - Export Date: 22 April 2024 CODEN: CEUJE Correspondence Address: Mucsi, Z.; Femtonics Ltd., Tűzoltó utca 59, Hungary; email: zmucsi@femtonics.eu Correspondence Address: Rózsa, B.; BrainVisionCenter, Liliom utca 43–45, Hungary; email: rozsabal@koki.hu Correspondence Address: Kovács, E.; Two-Photon Measurement Technology Research Group, utca 50/a, Hungary; email: kovacs.ervin@ttk.hu AB - An effective, GFP-inspired fluorescent Zn2+ sensor is developed for two-photon microscopy and related biological application that featured an 8-methoxyquinoline moiety. Excellent photophysical characteristics including a 37-fold fluorescence enhancement with excitation and emission maxima at 440 nm and 505 nm, respectively, as well as a high two-photon cross-section of 73 GM at 880 nm are reported. Based on the experimental data, the relationship between the structure and properties was elucidated and explained backed up by DFT calculations, particularly to the observed PeT phenomenon for the turn-on process. Biological validation and detailed experimental and theoretical characterization of the free and the zinc-bound compounds are presented. LA - English DB - MTMT ER - TY - PAT AU - Csomos, Attila AU - Kovács, Ervin AU - Barkai, Gyöngy AU - Váradi, Csaba AU - Mucsi, Zoltán AU - Viskolcz, Béla AU - Rózsa J., Balázs AU - Cseri, Levente AU - Dojcsák, Dalma TI - Glikomikai alkalmazásra fejlesztett permanens töltéssel rendelkező fluoreszcens jelölővegyületek CY - Country:10001(1) PY - 2024 UR - https://m2.mtmt.hu/api/publication/34561430 ID - 34561430 AB - A bejelentés új, glikoproteinek elemzésére alkalmazható új jelölővegyületekre és kimutatási eljárásokra vonatkozik. Az új vegyületek N-hidroxi-szukcinimidil-karbamáttal származékolt xanténvázas rodamin- vagy pironin-származékok, amelyek N-glikánok folyadék-kromatográfiás elválasztást követő fluoreszcens és tömegspektrometriás detektálására használhatók fel. LA - Hungarian DB - MTMT ER - TY - PAT AU - Domahidy, Farkas László AU - Kovács, Ervin AU - Mucsi, Zoltán AU - Cseri, Levente AU - Rózsa J., Balázs TI - Piránvázas fluoreszcens jelzővegyületek DNS kimutatására CY - Country:10001(1) PY - 2024 UR - https://m2.mtmt.hu/api/publication/34561278 ID - 34561278 AB - Találmányunk tárgyát képezik új piránvázas fluoreszcens jelzővegyületek, amely töltéssel rendelkező pirángyűrűn 2 és 6 helyzetben kapcsolódó fenil csoportokhoz amino csoportok kapcsolódnak, amelyek nitrogénjei olyan 2-3 szénatomos lánccal vannak szubsztituálva, amelyek szekunder vagy tercier aminocsoportot tartalmaznak. Ezen szekunder amino csoportok hatására a találmányunk szerinti színezék a korábban ismertnél előnyösebb, jobb vízoldhatóságú, a DNS-hez jól kötődő és DNS jelenlétében meglepően jobb fluoreszcencia-kvantumhatásfokú színezékek. LA - Hungarian DB - MTMT ER - TY - JOUR AU - Csomos, Attila AU - Kovács, Ervin AU - Madarász, Miklós AU - Fedor, Flóra Zsófia AU - Fülöp, Anna AU - Katona, Gergely AU - Rózsa J., Balázs AU - Mucsi, Zoltán TI - Two-Photon Fluorescent Chemosensors Based on the GFP-Chromophore for the Detection of Zn2+ in Biological Samples – From Design to Application JF - SENSORS AND ACTUATORS B-CHEMICAL J2 - SENSOR ACTUAT B CHEM VL - 398 PY - 2024 PG - 14 SN - 0925-4005 DO - 10.1016/j.snb.2023.134753 UR - https://m2.mtmt.hu/api/publication/34191513 ID - 34191513 N1 - Department of Chemistry, Femtonics Ltd, Tűzoltó utca 59, Budapest, H-1094, Hungary Hevesy György PhD School of Chemistry, Eötvös Loránd University, Pázmány Péter sétány 1/A, Budapest, H-1117, Hungary Institute of Materials and Environmental Chemistry, HUN-REN Research Centre for Natural Sciences, Magyar Tudósok körútja 2, Budapest, H-1117, Hungary BrainVisionCenter, Liliom utca 43, Budapest, H-1094, Hungary Two-Photon Measurement Technology Research Group, The Faculty of Information Technology, Pázmány Péter Catholic University, Práter utca 50/a, Budapest, H-1083, Hungary Laboratory of 3D Functional Network and Dendritic Imaging, HUN-REN Institute of Experimental Medicine, Budapest, H-1083, Hungary Faculty of Materials and Chemical Sciences, University of Miskolc, Miskolc, H-3515, Hungary Cited By :1 Export Date: 12 February 2024 CODEN: SABCE Correspondence Address: Kovács, E.; Institute of Materials and Environmental Chemistry, Magyar Tudósok körútja 2, Hungary; email: kovacs.ervin@ttk.hu Funding details: Magyar Tudományos Akadémia, MTA Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFIH, BO/799/21/7, ÚNKP-22-ME3 Funding details: Nemzeti Kutatási, Fejlesztési és Innovaciós Alap, NKFIA, KDP-2021 Funding text 1: This work was supported by the KDP-2021 program of the Ministry of Innovation and Technology from the Source of the National Research, Development and Innovation Fund (NKFIH). Zoltán Mucsi is grateful for Bolyai János Research Scholarship (BO/799/21/7, ÚNKP-22-ME3) provided by Hungarian Academy of Sciences and the National Research, Development and Innovation Fund. Funding text 2: The research was supported by the 2018–1.3.1-VKE-2018–00032, TKP2021-EGA-42, -NVA-14, 2020–1.1.5-GYORSÍTÓSÁV-2021–00004 and KFI-18–2018-00097 grants. Project no. 2020–2.1.1.-ED-2022–00208 has been implemented with the support provided by the Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund., This work was supported by the KDP-2021 program of the Ministry of Innovation and Technology from the Source of the National Research, Development and Innovation Fund (NKFIH). Zoltán Mucsi is grateful for Bolyai János Research Scholarship (BO/799/21/7, ÚNKP-22-ME3) provided by Hungarian Academy of Sciences and the National Research, Development and Innovation Fund. We are grateful for the possibility to use ELKH Cloud [74] which helped us achieve the results published in this paper. We are grateful to the Nikon Center of Excellence (Nikon-KOKI Imaging Center of the Institute of Experimental Medicine, Budapest) for providing us the Stochastic Optica Reconstruction Microscopy (STORM) system and to Dr. Pál Vági for kindly providing microscopy support. The authors also acknowledge Dr. Áron Szepesi, Anett Matuscsák and Dr. Tamás Visnovitz for their assistance in microscopy. We are deeply grateful to Dr. Michael C. Owen and Dr. Levente Cseri for their helpful discussions. Dr. Tamás Gáti, Dr. Dóra Bogdán, Dr. Gábor Turczel, Dr. Csaba Váradi, Arnold Steckel and Dr. Gitta Schlosser are acknowledged for their generous help in NMR and MS analysis. BR and GK are founders of Femtonics and members of its scientific advisory board. The other authors declare that no conflict of interest exists. Preparation of acute brain slices: all procedures were in accordance with the Hungarian Act of Animal Care and Experimentation (2013, (II.14), section 40/2013). Funding text 3: The research was supported by the 2018–1.3.1-VKE-2018–00032 , TKP2021-EGA-42 , -NVA-14 , 2020–1.1.5-GYORSÍTÓSÁV-2021–00004 and KFI-18–2018-00097 grants. Project no. 2020–2.1.1.-ED-2022–00208 has been implemented with the support provided by the Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund . LA - English DB - MTMT ER - TY - JOUR AU - Szepesi Kovács, Dénes AU - Kontra, Bence AU - Chiovini, Balázs AU - Müller, Dalma AU - Tóth, Estilla Zsófia AU - Ábrányi-Balogh, Péter AU - Wittner, Lucia AU - Várady, György AU - Turczel, Gábor AU - Farkas, Ödön AU - Owen, Michael Christopher AU - Katona, Gergely AU - Győrffy, Balázs AU - Keserű, György Miklós AU - Mucsi, Zoltán AU - Rózsa J., Balázs AU - Kovács, Ervin TI - Effective Synthesis, Development and Application of a Highly Fluorescent Cyanine Dye for Antibody Conjugation and Microscopy Imaging JF - ORGANIC & BIOMOLECULAR CHEMISTRY J2 - ORG BIOMOL CHEM VL - 21 PY - 2023 IS - 44 SP - 8829 EP - 8836 PG - 8 SN - 1477-0520 DO - 10.1039/D3OB01471A UR - https://m2.mtmt.hu/api/publication/34205650 ID - 34205650 AB - An asymmetric cyanine-type fluorescent dye was designed and synthesized via a versatile, multi-step process, aiming to conjugate with an Her2+ receptor specific antibody by an azide-alkyne click reaction. The aromaticity and the excitation and relaxation energetics of the fluorophore were characterized by computational methods. The synthesized dye exhibited excellent fluorescence properties for confocal microscopy, offering efficient applicability in in vitro imaging due to its merits such as a high molar absorption coefficient (36 816 M-1 cm-1), excellent brightness, optimal wavelength (627 nm), larger Stokes shift (26 nm) and appropriate photostability compared to cyanines. The conjugated cyanine-trastuzumab was constructed via an effective, metal-free, strain-promoted azide-alkyne click reaction leading to a regulated number of dyes being conjugated. This novel cyanine-labelled antibody was successfully applied for in vitro confocal imaging and flow cytometry of Her2+ tumor cells. An azido cyanine dye was synthesized and characterized by computational and experimental techniques and applied in tumor cell imaging. LA - English DB - MTMT ER - TY - JOUR AU - Kovács, Ervin AU - Szepesi Kovács, Dénes AU - Mucsi, Zoltán TI - Láthatóvá tenni a ráksejteket. Új festék a mikroszkópos tumordiagnosztikábanLáthatóvá tenni a ráksejteket/ Új festék a mikroszkópos tumordiagnosztikában JF - TERMÉSZET VILÁGA J2 - TERMÉSZET VILÁGA VL - 154 PY - 2023 IS - 6 SP - 259 EP - 263 PG - 5 SN - 0040-3717 UR - https://m2.mtmt.hu/api/publication/34016504 ID - 34016504 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Szepesi Kovács, Dénes AU - Chiovini, Balázs AU - Müller, Dalma AU - Tóth, Estilla Zsófia AU - Fülöp, Anna AU - Ábrányi-Balogh, Péter AU - Wittner, Lucia AU - Várady, György AU - Farkas, Ödön AU - Turczel, Gábor AU - Katona, Gergely AU - Győrffy, Balázs AU - Keserű, György Miklós AU - Mucsi, Zoltán AU - Rózsa J., Balázs AU - Kovács, Ervin TI - Synthesis and Application of Two-Photon Active Fluorescent Rhodol Dyes for Antibody Conjugation and In Vitro Cell Imaging JF - ACS OMEGA J2 - ACS OMEGA VL - 8 PY - 2023 IS - 25 SP - 22836 EP - 22843 PG - 8 SN - 2470-1343 DO - 10.1021/acsomega.3c01796 UR - https://m2.mtmt.hu/api/publication/34015800 ID - 34015800 LA - English DB - MTMT ER - TY - JOUR AU - Kovács, Ervin AU - Mucsi, Zoltán TI - Csizmadia Imre Gyulára emlékezve JF - MAGYAR KÉMIKUSOK LAPJA J2 - MAGY KEM LAP VL - 78 PY - 2023 IS - 1 SP - 30 EP - 31 PG - 2 SN - 0025-0163 UR - https://m2.mtmt.hu/api/publication/33700517 ID - 33700517 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Kovács, Ervin AU - Mucsi, Zoltán TI - A szerves kémia digitalizációjának úttörője – Megemlékezés Csizmadia Imre Gyula professzorról JF - TERMÉSZET VILÁGA J2 - TERMÉSZET VILÁGA VL - 154 PY - 2023 IS - 3 SP - 102 EP - 107 PG - 6 SN - 0040-3717 UR - https://m2.mtmt.hu/api/publication/33700427 ID - 33700427 LA - Hungarian DB - MTMT ER -