Synthesis and Application of Two-Photon Active Fluorescent Rhodol Dyes for Antibody Conjugation and In Vitro Cell Imaging.

Autor: Szepesi Kovács D; Medicinal Chemistry Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary.; Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1111 Budapest, Hungary.; National Laboratory for Drug Research and Development, H-1117 Budapest, Hungary., Chiovini B; Faculty of Information Technology and Bionics, Pázmány Péter Catholic University, H-1444 Budapest, Hungary., Müller D; Oncology Biomarker Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary.; Department of Bioinformatics, Semmelweis University, H-1094 Budapest, Hungary.; Semmelweis University Doctoral School, H-1085 Budapest Hungary., Tóth EZ; National Laboratory for Drug Research and Development, H-1117 Budapest, Hungary.; Semmelweis University Doctoral School, H-1085 Budapest Hungary.; Integrative Neuroscience Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary., Fülöp A; Femtonics Ltd., H-1094 Budapest, Hungary., Ábrányi-Balogh P; Medicinal Chemistry Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary.; Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1111 Budapest, Hungary.; National Laboratory for Drug Research and Development, H-1117 Budapest, Hungary., Wittner L; National Laboratory for Drug Research and Development, H-1117 Budapest, Hungary.; Integrative Neuroscience Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary., Várady G; Molecular Cell Biology Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary., Farkas Ö; Department of Organic Chemistry, Eötvös Loránd University, H-1117 Budapest, Hungary., Turczel G; NMR Research Laboratory, Research Centre for Natural Sciences, H-1117 Budapest, Hungary., Katona G; Faculty of Information Technology and Bionics, Pázmány Péter Catholic University, H-1444 Budapest, Hungary., Győrffy B; National Laboratory for Drug Research and Development, H-1117 Budapest, Hungary.; Oncology Biomarker Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary.; Department of Bioinformatics, Semmelweis University, H-1094 Budapest, Hungary.; Department of Pediatrics, Semmelweis University, H-1094 Budapest, Hungary., Keserű GM; Medicinal Chemistry Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary.; Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1111 Budapest, Hungary.; National Laboratory for Drug Research and Development, H-1117 Budapest, Hungary., Mucsi Z; Brain Vision Center, H-1094 Budapest, Hungary.; Faculty of Materials and Chemical Sciences, University of Miskolc, Miskolc H-3515, Hungary., Rózsa BJ; Faculty of Information Technology and Bionics, Pázmány Péter Catholic University, H-1444 Budapest, Hungary.; Brain Vision Center, H-1094 Budapest, Hungary.; Laboratory of 3D Functional Network and Dendritic Imaging, Institute of Experimental Medicine, H-1083 Budapest, Hungary., Kovács E; Femtonics Ltd., H-1094 Budapest, Hungary.; Polymer Chemistry and Physics Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary.
Jazyk: angličtina
Zdroj: ACS omega [ACS Omega] 2023 Jun 14; Vol. 8 (25), pp. 22836-22843. Date of Electronic Publication: 2023 Jun 14 (Print Publication: 2023).
DOI: 10.1021/acsomega.3c01796
Abstrakt: A novel family of julolidine-containing fluorescent rhodols equipped with a wide variety of substituents was synthesized in a versatile two-step process. The prepared compounds were fully characterized and exhibited excellent fluorescence properties for microscopy imaging. The best candidate was conjugated to the therapeutic antibody trastuzumab through a copper-free strain-promoted azide-alkyne click reaction. The rhodol-labeled antibody was successfully applied for in vitro confocal and two-photon microscopy imaging of Her2+ cells.
Competing Interests: The authors declare the following competing financial interest(s): Gergely Katona and Balzs J. Rzsa are founder of Femtonics and members of its scientific advisory board. The other authors declare that no conflict of interest exists. However, two of my co-author have, as they are founder of Femtonics, the company which employed researchers also.
(© 2023 The Authors. Published by American Chemical Society.)
Databáze: MEDLINE