WazaGaY: An Innovative Aza-BODIPY-Derived Near-Infrared Fluorescent Probe for Enhanced Tumor Imaging.

Autor:	Bendellaa M; Université Grenoble Alpes, INSERM U1209, CNRS UMR 5309, Institute for Advanced Biosciences (IAB), Grenoble 38000, France., Cave C; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université de Bourgogne, CNRS UMR 6302, Dijon 21078, France., Godard A; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université de Bourgogne, CNRS UMR 6302, Dijon 21078, France., Dalonneau F; Université Grenoble Alpes, INSERM U1209, CNRS UMR 5309, Institute for Advanced Biosciences (IAB), Grenoble 38000, France., Sickinger A; CNRS, ENS de Lyon, CNRS, LCH, UMR 5182, Lyon F-69342, France., Goze C; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université de Bourgogne, CNRS UMR 6302, Dijon 21078, France., Maury O; CNRS, ENS de Lyon, CNRS, LCH, UMR 5182, Lyon F-69342, France., Le Gendre P; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université de Bourgogne, CNRS UMR 6302, Dijon 21078, France., Bodio E; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université de Bourgogne, CNRS UMR 6302, Dijon 21078, France.; Nantes Université, CNRS, CEISAM, UMR 6230, Nantes F-44000, France.; Institut Universitaire de France (IUF), Paris 75005, France., Busser B; Université Grenoble Alpes, INSERM U1209, CNRS UMR 5309, Institute for Advanced Biosciences (IAB), Grenoble 38000, France.; Institut Universitaire de France (IUF), Paris 75005, France.; Grenoble Alpes University Hospital (CHUGA), Grenoble 38043, France., Sancey L; Université Grenoble Alpes, INSERM U1209, CNRS UMR 5309, Institute for Advanced Biosciences (IAB), Grenoble 38000, France.
Jazyk:	angličtina
Zdroj:	Journal of medicinal chemistry [J Med Chem] 2024 Sep 26; Vol. 67 (18), pp. 16635-16648. Date of Electronic Publication: 2024 Sep 17.
DOI:	10.1021/acs.jmedchem.4c01435
Abstrakt:	Aza-BODIPYs represent a class of fluorophores in which the π-conjugated system is rigidified and stabilized by a boron atom. A promising strategy to enhance their fluorescence properties involves replacing the boron atom with a metal ion. Here, we describe the synthesis and characterization of a water-soluble derivative where the metal is a gallium(III) ion, termed WazaGaY (water-soluble aza-GaDIPY). Water solubility is ensured by two ammonium substituents, inducing a bathochromic shift and a significant increase in quantum yield compared to that of the dimethylamino analog. The cellular behavior of WazaGaY-1 was observed across different tumor cells. In vivo , the distribution and safety profiles were determined, and tumor uptake was assessed in various tumor types. Following intravenous injection, WazaGaY-1 enabled clear discrimination of tumors engrafted subcutaneously in mice with high tumor-to-muscle ratios (ranging from 7 to 20), even in the absence of specific conjugation. Its potential as a contrast agent for fluorescence-guided surgery was confirmed.
Databáze:	MEDLINE
Externí odkaz:	Zobrazit plný text záznamu