4,4-Difluoro-8(4'-​(2-​propyn-​1-​yloxy)​phenyl)-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene | CAS 1188931-05-6

4,4-Difluoro-8(4'-(2-propyn-1-yloxy)phenyl)-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene, a BODIPY derivative, is a fluorescent dye featuring a propynyl ether-substituted phenyl group at the 8-position and methyl groups at the 1, 3, 5, and 7 positions. These structural elements provide the compound with enhanced photophysical properties, including strong fluorescence, high quantum yield, and chemical versatility, making it suitable for various advanced applications in biological, chemical, and material sciences.

This compound is widely utilized in fluorescence imaging and microscopy. Its strong fluorescence and high photostability make it an excellent probe for visualizing biological systems, particularly in cellular imaging and tracking molecular interactions, enabling real-time monitoring of dynamic processes with high precision.

In click chemistry applications, the propynyl group of this BODIPY dye allows it to participate in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. This property facilitates the development of bioconjugates for targeted labeling of biomolecules, proteins, and other analytes, supporting research in biochemistry and molecular biology.

The compound is also employed in photodynamic therapy (PDT). Its ability to produce reactive oxygen species (ROS) upon light activation positions it as a potent photosensitizer for treating cancer and bacterial infections. The propynyl functionalization further enhances its ability to be selectively modified for specific therapeutic applications.

In material science, 4,4-Difluoro-8(4'-(2-propyn-1-yloxy)phenyl)-BODIPY is used in the design of optoelectronic devices, such as organic light-emitting diodes (OLEDs) and solar cells. Its excellent absorption and emission characteristics contribute to efficient energy transfer and improved performance in energy-conversion technologies.