Konjugálható fluoreszcens festékanyagok tervezése, szintézise és alkalmazása
  • Metaadatok
Tartalom: https://doktori.bibl.u-szeged.hu/id/eprint/13048/
Archívum: SZTE Doktori Értekezések Repozitórium
Gyűjtemény: Tudományterületek = Természettudományok: Kémiai tudományok
Típus = Disszertáció
Cím:
Konjugálható fluoreszcens festékanyagok tervezése, szintézise és alkalmazása
Létrehozó:
Hlogyik Tamás
Dátum:
2026
Téma:
01.04.01. Szerves kémia
01.04.01.05. Szintetikus szerves kémia
01.04.01.06. Heterociklusos kémia
Tartalmi leírás:
The molecular-level tracking and interpretation of processes occurring in biological systems is of paramount importance for medical biology and medicinal chemistry. These fields increasingly rely on highly sensitive, non-radioactive imaging techniques that can be monitored using optical tools. Although radiolabeling offers certain advantages, its use is increasingly limited due to safety, regulatory, and waste management concerns, bringing alternative labeling strategies, such as fluorescent tagging, to the forefront. Efficient application requires the selection and preparation of dyes possessing appropriate photophysical (absorption/emission properties, quantum yield), chemical (stability, functionalizability, solubility), and biological (compatibility, targetability) characteristics. The aim of our work was to synthesize conjugatable BODIPY, rhodamine, and rosamine derivatives, as well as aza-BODIPYs emitting in the red/near-infrared range, which could be used both for selective labeling of biomolecules and in photodynamic therapy as theranostic agents. To this end, we designed dye scaffolds bearing functional groups suitable for conjugation with various modified biomolecules. Derivatives containing terminal alkyne or phenolic hydroxyl groups were prepared either via scaffold synthesis strategies or by post-functionalization. To optimize reaction conditions, we minimized the use of solvents and halogenated compounds and, whenever possible, facilitated the reactions with microwave irradiation. During our work, we employed, among others, transition-metal-catalyzed Sonogashira reactions, Vilsmeier-Haack formylation, and Pinnick oxidation. Estradiol was modified at its 3-hydroxyl group and equipped with linkers of varying lengths, with the aim of preserving its original biological activity. Conjugates were constructed using CuAAC reactions or ether synthesis. In collaboration with partners, we planned to characterize the spectroscopic properties of the new fluorophores and their conjugates, perform high-resolution microscopy studies, measure the affinity of biologically active molecules for the estrogen receptor and confirm the appropriate binding conformation using computational chemistry methods, and investigate the biological effects of the fluorophores in photodynamic therapy.
Nyelv:
magyar
magyar
angol
magyar
Típus:
Disszertáció
NonPeerReviewed
Formátum:
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Azonosító:
Hlogyik Tamás Konjugálható fluoreszcens festékanyagok tervezése, szintézise és alkalmazása. Doktori értekezés, Szegedi Tudományegyetem (2000-). (2026)
Kapcsolat: