Synthesis of porphyrin derivatives as antibacterial photodynamic inactivation agents and development of functional glass microspheres for bacterial sequestration applications

ROZERİN MEDYA SANCAR

Synthesis of porphyrin derivatives as antibacterial photodynamic inactivation agents and development of functional glass microspheres for bacterial sequestration applications

Tezin Türü: Yüksek Lisans

Tezin Yürütüldüğü Kurum: Orta Doğu Teknik Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Türkiye

Tezin Onay Tarihi: 2025

Tezin Dili: İngilizce

Öğrenci: ROZERİN MEDYA SANCAR

Danışman: Serhan Türkyılmaz

Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu

Özet:

Zinc(II) bisdipicolylamine (Zn₂BDPA) complexes are capable of selectively binding to a wide variety of bacterial cells. One approach through which this targeting capability may be exploited is to create targeted photosensitizers for antibacterial photodynamic inactivation (aPDI), which is a promising strategy for the eradication of antibiotic-resistant bacterial strains. Another approach involves microparticles coated with Zn₂BDPA complexes which may be used for the sequestration of bacterial cells, with implications for the diagnosis and treatment of bacteremia (bacterial infection of blood). Studies towards both approaches were conducted in this thesis.

In the first study, 5,10,15,20-tetraphenylporphin (TPP) derivatives with BDPA, 3-dimethylaminopropoxy, 3-carboxypropyloxy, and octyloxy groups attached to the para positions of the phenyl rings were designed as potential aPDI agents. Three A₄-type TPP derivatives bearing cationic, anionic, and lipophilic groups were successfully synthesized. An A₃B-type TPP derivative bearing one BDPA and three cationic groups was also synthesized, which purification is still ongoing. aPDI efficacies of these photosensitizers will be investigated in the future.

In the second study, derivatization of glass microspheres (GMs) with BDPA ligands was investigated to create materials for the sequestration of bacterial cells. Two GMs bearing different functional groups were prepared and derivatized with appropriately reactive BDPA ligands. Both of these BDPA ligand bearing GMs were found to bind to GFP-expressing E. coli cells through confocal microscopy. High sequestration capacities for E. coli and P. aeruginosa were found for one of these GMs through bacterial binding studies. Future studies will involve further bacterial sequestration studies from buffer and blood matrices.