The photophysical properties and chemical stability of a squaraine derivative were enhanced after using Na+ ions to template a high-yield slippage synthesis of a [2]rotaxane from the dye and a molecular cage.
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In this study, we present a protecting group photocleavage method to investigate both covalent and noncovalent interactions between a squaraine dye (PSq) and Bovine Serum Albumin (BSA). This approach allows for the photoinduced activation and deactivation of PSq fluorescence, providing valuable insights into the dual-mode interaction of the dye with the protein.
View Article and Find Full Text PDFSwitchable protection and exposure of a sensitive squaraine dye within a redox active rotaxane.
Commun Chem
October 2024
Institut für Chemie und Biochemie, Freie Universität Berlin, Arnimallee 20, 14195, Berlin, Germany.
In nature, molecular environments in proteins can sterically protect and stabilize reactive species such as organic radicals through non-covalent interactions. Here, we report a near-infrared fluorescent rotaxane in which the stabilization of a chemically labile squaraine fluorophore by the coordination of a tetralactam macrocycle can be controlled chemically and electrochemically. The rotaxane can be switched between two co-conformations in which the wheel either stabilizes or exposes the fluorophore.
View Article and Find Full Text PDFSupramolecular H-Aggregates of Squaraines with Enhanced Type I Photosensitization for Combined Photodynamic and Photothermal Therapy.
ACS Nano
September 2024
Hubei Engineering Research Center for Biomaterials and Medical Protective Materials, School of Chemistry and Chemical Engineering, State Key Laboratory of Materials Processing and Die & Mould Technology, Huazhong University of Science and Technology, Wuhan 430074, China.
Combined photodynamic and photothermal therapy (PDT and PTT) can achieve more superior therapeutic effects than the sole mode by maximizing the photon utilization, but there remains a significant challenge in the development of related single-molecule photosensitizers (PSs), particularly those with type I photosensitization. In this study, self-assembly of squaraine dyes (SQs) is shown to be a promising strategy for designing PSs for combined type I PDT and PTT, and a supramolecular PS (TPE-SQ7) has been successfully developed through subtle molecular design of an indolenine SQ, which can self-assemble into highly ordered H-aggregates in aqueous solution as well as nanoparticles (NPs). In contrast to the typical quenching effect of H-aggregates on reactive oxygen species (ROS) generation, our results encouragingly manifest that H-aggregates can enhance type I ROS (OH) generation by facilitating the intersystem crossing process while maintaining a high PTT performance.
View Article and Find Full Text PDFNew "Destruction Seek to Survive" Strategy Based on a Serum Albumin Assembly with a Squaraine Molecule for the Detection of Peroxynitrite.
Anal Chem
May 2023
Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling, Shaanxi 712100, P. R. China.
Peroxynitrite (ONOO), a kind of active nitrogen species, plays an important role in biological systems. Overproduction of ONOO is closely related to the pathogenesis of many diseases. Therefore, it is necessary to quantify intracellular ONOO for differentiating health and disease states.
View Article and Find Full Text PDFSingle-molecule characterization of a bright and photostable deep-red fluorescent squaraine-figure-eight (SF8) dye.
Dyes Pigm
February 2023
Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556.
Squaraine Figure Eight (SF8) dyes are a unique class of deep-red fluorescent dyes with self-threaded molecular architecture that provides structural rigidity while simultaneously encapsulating and protecting the emissive fluorochrome. Previous cell microscopy and bulk phase studies of SF8 dyes indicated order of magnitude enhancements in photostability over conventional pentamethine cyanine dyes such as Cy5. Studies conducted at the single molecule level now reveal that these ensemble level enhancements carry over to the single molecule level in terms of enhanced emission quantum yields, longer times to photobleaching, and enhanced total photon yields.
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