Browsing by Subject "Thiols."

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Open Access
Fluorescence detection of biological thiols and axially chiral bodipy derivatives and alternative methodologies for singlet oxygen generation for photodynamic action
(2014) Kölemen, Safacan
Calorimetric and luminescent detection of biological thiols namely cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) have attracted great interest due to the their biological significance. There are many reported fluorescent probes for Cys and Hcy, however selective probe designs for GSH remained elusive. We represented in thesis (Chapter 3) a BODIPY based selective fluorescent probe for the in vitro detection of GSH in cancer cell lines. Photodynamic therapy (PDT) is one of the promising and developing treatment modality for certain indications. Therapeutic action is achieved by the generation of cytotoxic singlet oxygen (SO). Most critical compartment of SO production pathway is the sensitizer molecule. In order to get effective inter-system crossing, which is highly needed for singlet oxygen generation, common strategy is to incorporate heavy atoms on sensitizers. However, presence of heavy atoms increases the dark toxicity that is not desired in clinical applications. In Chapter 4, we are introducing a new concept for activatable heavy atom free sensitization of PDT by designing novel orthogonal BODIPY derivatives and detailed computational analysis of this new concept. While dealing with orthogonal BODIPYs, we synthesized for the first time two axially chiral BODIPY derivatives and characterized the enantiopure products, which holds great promise for enantioselective sensing applications (Chapter 5). PDT has two major problems, which are light penetration depth of the incident light and the hypoxia. These two restrictions are addressed in chapter 6, by combining gold nanorods and aromatic endoperoxides.
Open Access
Rational design and synthesis of bodipy dyes for molecular sensing, light harvesting and photodynamic applications
(2014) Kütük, Tuğba Özdemir
BODIPY dyes have been addressed in many applications due to highly important features. These unique properties can be summarized as high photostability, high extinction coefficient, easy functionality, etc. Thus, tremendous studies have been published and, ion sensing, photodynamic therapy, dye-sensitized solar cells and light harvesting are some of the areas that BODIPY dyes have been utilized. In this thesis, BODIPY dyes were functionalized to be used for different concepts. In the first study, the main purpose was to seek for ion signaling differences of two isomeric tetra-styryl BODIPY dyes with charge donor ligand located at 1,7 versus 3,5 positions. Second work focuses on the light harvesting concept with the use of tetra-styryl BODIPY derivatives. Third study describes the coupling of energy transfer with internal charge transfer to monitor the alterations in intensity ratios, so, dynamic range of the fluorescent probe is improved. Design and synthesis of BODIPY dyes for detection of biological thiols in aqueous solution both chromogenically and fluorogenically was given in fourth study. Another biologically important molecule, hydrogen sulfide is selectively detected via BODIPY-based probe and depicted in the fifth study. In the sixth work, persistent luminescent nanoparticles are attached to BODIPY-based photosensitizer to activate the photodynamic action.