Comparison of the In Vitro and In Vivo Behavior of a Series of NIR-II-Emitting Aza-BODIPYs Containing Different Water-Solubilizing Groups and Their Trastuzumab Antibody Conjugates.

Autor: Chazeau E; ICMUB, UMR 6302 CNRS, Université de Bourgogne, 9 av. A. Savary, BP 47870, Dijon 21078, France.; Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research University, Paris 75000, France.; LIIC, EA7269, Université de Bourgogne, Dijon 21000, France., Fabre C; Université Grenoble Alpes, INSERM U1209, CNRS UMR 5309, Institute for Advanced Biosciences, Grenoble 38000, France.; Grenoble Alpes University Hospital (CHUGA), Grenoble 38043, France., Privat M; ICMUB, UMR 6302 CNRS, Université de Bourgogne, 9 av. A. Savary, BP 47870, Dijon 21078, France., Godard A; ICMUB, UMR 6302 CNRS, Université de Bourgogne, 9 av. A. Savary, BP 47870, Dijon 21078, France., Racoeur C; Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research University, Paris 75000, France.; LIIC, EA7269, Université de Bourgogne, Dijon 21000, France., Bodio E; ICMUB, UMR 6302 CNRS, Université de Bourgogne, 9 av. A. Savary, BP 47870, Dijon 21078, France., Busser B; Université Grenoble Alpes, INSERM U1209, CNRS UMR 5309, Institute for Advanced Biosciences, Grenoble 38000, France.; Grenoble Alpes University Hospital (CHUGA), Grenoble 38043, France.; Institut Universitaire de France (IUF), Paris 75005, France., Wegner KD; Division Biophotonics, Federal Institute for Materials Research and Testing (BAM), 12489 Berlin, Germany., Sancey L; Université Grenoble Alpes, INSERM U1209, CNRS UMR 5309, Institute for Advanced Biosciences, Grenoble 38000, France., Paul C; Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research University, Paris 75000, France.; LIIC, EA7269, Université de Bourgogne, Dijon 21000, France., Goze C; ICMUB, UMR 6302 CNRS, Université de Bourgogne, 9 av. A. Savary, BP 47870, Dijon 21078, France.
Jazyk: angličtina
Zdroj: Journal of medicinal chemistry [J Med Chem] 2024 Mar 14; Vol. 67 (5), pp. 3679-3691. Date of Electronic Publication: 2024 Feb 23.
DOI: 10.1021/acs.jmedchem.3c02139
Abstrakt: The development of new fluorescent organic probes effective in the NIR-II region is currently a fast-growing field and represents a challenge in the domain of medical imaging. In this study, we have designed and synthesized an innovative series of aza-boron dipyrromethenes emitting in the NIR-II region. We have investigated the effect of different water-solubilizing groups not only on the photophysical properties of the compounds but also on their in vitro and in vivo performance after bioconjugation to the antibody trastuzumab. Remarkably, we discovered that the most lipophilic compound unexpectedly displayed the most favorable in vivo properties after bioconjugation. This underlines the profound influence that the fluorophore functionalization approach can have on the efficiency of the resulting imaging agent.
Databáze: MEDLINE