Modular Design and Scaffold‐Synthesis of Multi‐Functional Fluorophores for Targeted Cellular Imaging and Pyroptosis

Zhang, Lei ; Wang, Chunhui; Li, Yuanyuan; Wang, Haiyang ; Sun, Kunhui; Lu, Siyu; Wang, Yahui ; Jing, Su und Cordes, Thorben (2025): Modular Design and Scaffold‐Synthesis of Multi‐Functional Fluorophores for Targeted Cellular Imaging and Pyroptosis. In: Angewandte Chemie International Edition, Bd. 64, Nr. 4, e202415627

Abstract

Fluorophores are essential tools for optical imaging and biomedical research. Their synthetic modification to incorporate new functions, however, remains a challenging task. Conventional strategies rely on linear synthesis in which a parent framework is gradually extended. We here designed and synthesized a versatile library of multi-functional fluorophores via a scaffold-based Ugi four-component reaction (U-4CR). The adaptability of the scaffold is achieved through modification of starting materials. This allows to use a small range of starting materials for the creation of fluorogenic probes that can detect reactive-oxygen species and where the localization into subcellular organelles or membranes can be controlled. We present reaction yields ranging from 60 % to 90 % and discovered that some compounds can even function as imaging and therapeutic agents via Fenton chemistry inducing pyroptosis in living cancer cells. Our study underlines the potential of scaffold-based synthesis for versatile creation of functional fluorophores and their applications.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Biologie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 570 Biowissenschaften; Biologie
• ISSN: 1433-7851
• Sprache: Englisch