WazaGaY: An Innovative Aza-BODIPY-Derived Near-Infrared Fluorescent Probe for Enhanced Tumor Imaging
Year: 2024
Type: article
Abstract: 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.
Source: Journal of Medicinal Chemistry
Institutions: Centre National de la Recherche Scientifique, Inserm, Institut pour l'avancée des biosciences, Université Grenoble Alpes, Université de Bourgogne, Institut de Chimie Moléculaire de l'Université de Bourgogne, École Normale Supérieure de Lyon, Laboratoire de Chimie, Institut Universitaire de France, Chimie et Interdisciplinarité, Synthèse, Analyse, Modélisation, Nantes Université, Centre Hospitalier Universitaire de Grenoble
Language: English
Subfield: Materials Chemistry
Field: Materials Science
Domain: Physical Sciences
Open Access status: green
Funders: Infrastructures en Biologie Santé et Agronomie, Agence Nationale de la Recherche, Ministère de l'Enseignement Supérieur et de la Recherche Scientifique, Ligue Contre le Cancer, Ministère de l'Enseignement Supérieur et de la Recherche, Centre National de la Recherche Scientifique, Conseil régional de Bourgogne-Franche-Comté, Groupement des Entreprises Françaises dans la lutte contre le Cancer, Société d'Accélération du Transfert de Technologies
OpenAlex ID: W4402612917