Chemistry / Kimya
Permanent URI for this collectionhttps://hdl.handle.net/11147/4072
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Article Citation - WoS: 21Citation - Scopus: 22Redox-Responsive Release of Active Payloads From Depolymerized Nanoparticles(Royal Society of Chemistry, 2017) Lv, Li-Ping; Jiang, Shuai; İnan, Alper; Landfester, Katharina; Crespy, DanielThe difference in the reactivity of two monomers, aniline (ANI) and 2,5-dimercapto-1,3,4-thiadiazole (DMcT), was employed to design nanoparticles with completely different nanostructures. The monomers were simultaneously polymerized by tandem oxidative polymerization occurring in the miniemulsion droplets. DMcT is also a corrosion inhibitor and its polymer can be depolymerized by reduction, which avoids the unwanted release of the payload DMcT when the capsules are not activated. The redox-responsive release profile of DMcT from the composite particles is controlled by the morphology of the particles and it was investigated for monolithic, multi-hollow, and yolk-shell structures. These PANI/PDMcT composite particles may find potential application in Li-S batteries or in the self-healing systems for corrosion protection.Article Citation - WoS: 22Citation - Scopus: 22Fluorescein Propiolate: a Propiolate- Decorated Fluorescent Probe With Remarkable Selectivity Towards Cysteine(Royal Society of Chemistry, 2019) Karakuş, Erman; Sayar, Melike; Dartar, Suay; Kaya, Beraat Umur; Emrullahoğlu, MustafaA fluorescent probe decorated with an alkynyl ester unit (e.g. propiolate) displayed a selective turn-on type fluorescent response towards cysteine. Following a sequential addition-cyclisation pathway mediated by the addition of cysteine, the pre-fluorescent dye rapidly transformed into a new structure and induced a fluorescent response clearly observable with the naked eye.Article Citation - WoS: 42Citation - Scopus: 47Ph Responsive Glycopolymer Nanoparticles for Targeted Delivery of Anti-Cancer Drugs(Royal Society of Chemistry, 2018) Yılmaz, Gökhan; Güler, Emine; Geyik, Caner; Demir, Bilal; Özkan, Melek; Odacı Demirkol, Dilek; Özçelik, Serdar; Timur, Suna; Becer, C. RemziOver the past decade, there has been a great deal of interest in the integration of nanotechnology and carbohydrates. The advances in glyconanotechnology have allowed the creation of different bioactive glyconanostructures for different types of medical applications, especially for drug delivery and release systems. Therefore, the use of more efficient biocompatible nanocarriers with high loading capacity, low overall toxicity and receptor-mediated endocytosis specificity is still in focus for the enhancement of the therapeutic effect. Conjugation of sugar derivatives onto gold nanoparticles presents unique properties that include a wide array of assembling models and size-related electronic, magnetic and optical properties. Here, pH-responsive drug-conjugated glycopolymer-coated gold nanoparticles were prepared by functionalization of gold nanoparticles with thiol-terminated glycopolymers and then subsequent conjugation of doxorubicin (DOX). Among the four different glycopolymers, their drug release, physicochemical characterization (spectroscopy, particle size and surface charge) and in vitro bioapplications with four different cell lines were compared. As a result, pH-sensitive drug delivery via sugar-coated AuNPs was performed thanks to hydrazone linkages between glycopolymers and DOX. Comparative viability tests also demonstrated the efficiency of glycopolymer-DOX conjugates by fluorescence cell imaging. The obtained results reveal that AuNP homoglycopolymer DOX conjugates (P4D) have significant potential, especially in human neuroblastoma cells in comparison to cervical cancer cells and lung cancer cells.Article Citation - WoS: 55Citation - Scopus: 60Development of Molecularly Imprinted Polymers (mips) as a Solid Phase Extraction (spe) Sorbent for the Determination of Ibuprofen in Water(Royal Society of Chemistry, 2017) Ölçer, Yekta Arya; Demirkurt, Merve; Demir, Mustafa Muammer; Eroğlu, Ahmet EminIbuprofen is a well-known endocrine disrupter. In this study, highly selective molecularly imprinted polymers (MIPs) with different morphologies were synthesized via precipitation and bulk polymerization of methacrylic acid (MAA) and trimethylolpropane trimethacrylate (TRIM) in the presence of ibuprofen as a template. Non-imprinted polymers (NIPs) were also synthesized via the same procedure in the absence of ibuprofen. Spherical and monolithic MIPs were obtained using different experimental conditions, and the spherical MIP was shown to have better sorption towards ibuprofen. The optimum sample pH, sorbent amount, sample volume, and sorption time were determined to be 8.0, 25.0 mg, 10.0 mL, and 30.0 min, respectively. A methanol water mixture (MeOH:H2O, 80:20, pH 3.0) was employed as an eluent with >97% (±0.8, n = 3) desorption. The MIP demonstrated high selectivity towards ibuprofen in the presence of naproxen and ketoprofen. The validity of the proposed method was checked via spike recovery tests using drinking and tap water samples. The method worked efficiently for both water types, resulting in the recoveries of 97.2% (±0.3, n = 3) and 97.7% (±0.2, n = 3).Article Citation - WoS: 16Citation - Scopus: 18Polyglycolide-Montmorillonite as a Novel Nanocomposite Platform for Biosensing Applications(Royal Society of Chemistry, 2017) Ünal, Betül; Yalçınkaya, Esra Evrim; Gümüştaş, Sıla; Sönmez, Burak; Özkan, Melek; Balcan, Mehmet; Odacı Demirkol, Dilek; Timur, SunaIn catalytic biosensors, the immobilization of biomolecules in a suitable matrix is one of the vital parameters for obtaining improved systems. Clays, which are intercalated with various organic compounds, have a great tendency to develop biosensors with high stability, sensitivity and reproducibility. Herein, a polymer/clay nanocomposite based on natural silicate montmorilonite (Mt) and a biodegradable polymer polyglycolide (PGA) was prepared and characterized by FT-IR, thermogravimetric analysis, differential thermogravimetric analysis and X-ray diffraction. Then, the resulting matrix was used as a fixation matrix for pyranose oxidase (POx), which was selected as a model enzyme. The bioactive layer was fabricated by immobilization of POx on glassy carbon electrodes by means of PGA-Mt and bovine serum albumin. The POx biosensor revealed a good linear range from 0.01 to 0.5 mM glucose with a LOD of 1.2 μM. After the optimization of the working and preparation conditions, characterization studies were performed for glucose detection. Finally, the PGA-Mt/POx biosensor was confirmed to have detected glucose in beverages without needing any sample pre-treatment.Article Citation - WoS: 41Citation - Scopus: 44Vapor Phase Solvatochromic Responses of Polydiacetylene Embedded Matrix Polymers(Royal Society of Chemistry, 2017) Tu, Meng-Che; Cheema, Jamal Ahmed; Yıldız, Ümit Hakan; Palaniappan, Alagappan; Liedberg, BoThe solvatochromic response of polydiacetylene (PDA) in the vapor phase is enabled upon incorporation with matrix polymers such as polyvinylpyrrolidone (PVP), polyethylene glycol (PEG), polyacrylic acid (PAA), and poly-4-vinylpyridine (P4VP). The matrix polymers provide a soft/gel-like framework for accommodating photopolymerized PDA, while facilitating its conformational alternations upon interaction with preconcentrated volatile organic compounds (VOCs). The matrix polymers enabled the differentiation of VOCs owing to their varying morphology, chemical affinity and solubility in VOCs. The ratios between PDA and the matrix polymers are optimized according to the obtained solvatochromic responses evaluated in varying temperature, humidity and storage conditions. As a proof of concept, a finger-print array for differentiation of 7 VOCs is demonstrated using matrix polymer-embedded PDA. The obtained results indicate that the response time and sensitivity of the proposed methodology supersedes previous reports on solvatochromic VOC assays. Furthermore, the proposed methodology would enable differentiation of a wide range of VOCs upon incorporation of additional matrix polymers with varying sorption properties.Article Citation - WoS: 22Citation - Scopus: 23A Guanidinium Modified Rhodamine-Based Fluorescent Probe for in Vitro/Vivo Imaging of Gold Ions(Royal Society of Chemistry, 2015) Karakuş, Erman; Çakan Akdoğan, Gülçin; Emrullahoğlu, MustafaWe devised a rhodamine-based fluorescent probe functionalized with a guanidinium moiety, which both operates efficiently in pure aqueous media and displays a selective fluorescence response to Au3+ ions. We also demonstrated the successful fluorescence imaging of Au3+ within living cells and a vertebrate species, the zebrafish.Article Citation - WoS: 36Citation - Scopus: 37A Bodipy-Based Fluorescent Probe for Ratiometric Detection of Gold Ions: Utilization Of: Z -Enynol as the Reactive Unit(Royal Society of Chemistry, 2016) Üçüncü, Muhammed; Karakuş, Erman; Emrullahoğlu, MustafaUsing an irreversible intramolecular cyclisation pathway triggered by gold ions, a boron-dipyrromethene (BODIPY) based fluorescent probe integrated with a reactive Z-enynol motif responds selectively to gold ions. With the addition of gold(iii), the probe displays ratiometric fluorescence behaviour clearly observable to the naked eye under both visible and UV light. © The Royal Society of Chemistry 2016.Article Citation - WoS: 33Citation - Scopus: 36Epr Studies of Intermolecular Interactions and Competitive Binding of Drugs in a Drug-Bsa Binding Model(Royal Society of Chemistry, 2016) Akdoğan, Yaşar; Emrullahoğlu, Mustafa; Tatlıdil, Diğdem; Üçüncü, Muhammed; Çakan Akdoğan, GülçinUnderstanding intermolecular interactions between drugs and proteins is very important in drug delivery studies. Here, we studied different binding interactions between salicylic acid and bovine serum albumin (BSA) using electron paramagnetic resonance (EPR) spectroscopy. Salicylic acid was labeled with a stable radical (spin label) in order to monitor its mobilized (free) or immobilized (bound to BSA) states. In addition to spin labeled salicylic acid (SL-salicylic acid), its derivatives including SL-benzoic acid, SL-phenol, SL-benzene, SL-cyclohexane and SL-hexane were synthesized to reveal the effects of various drug binding interactions. EPR results of these SL-molecules showed that hydrophobic interaction is the main driving force. Whereas each of the two functional groups (-COOH and -OH) on the benzene ring has a minute but detectable effect on the drug-protein complex formation. In order to investigate the effect of electrostatic interaction on drug binding, cationic BSA (cBSA) was synthesized, altering the negative net charge of BSA to positive. The salicylic acid loading capacity of cBSA is significantly higher compared to that of BSA, indicating the importance of electrostatic interaction in drug binding. Moreover, the competitive binding properties of salicylic acid, ibuprofen and aspirin to BSA were studied. The combined EPR results of SL-salicylic acid/ibuprofen and SL-ibuprofen/salicylic acid showed that ibuprofen is able to replace up to ∼83% of bound SL-salicylic acid, and salicylic acid can replace only ∼14% of the bound SL-ibuprofen. This indicates that ∼97% of all salicylic acid and ibuprofen binding sites are shared. On the other hand, aspirin replaces only ∼23% of bound SL-salicylic acid, and salicylic acid replaces ∼50% of bound SL-aspirin, indicating that ∼73% of all salicylic acid and aspirin binding sites are shared. These results show that EPR spectroscopy in combination with the spin labeling technique is a very powerful method to investigate drug binding dynamics in detail.Article Citation - WoS: 3Citation - Scopus: 3One-Pot Vinylogous Aldol Addition of Ss,?-Unsaturated Esters Under Mild Conditions(Royal Society of Chemistry, 2015) Akçok, İsmail; Çağır, AliWe described a one-pot vinylogous aldol addition of methyl 3-butenoate to aromatic aldehydes in the presence of silver salts and the TMSCl-TBAF mixture. The reaction can be done simply by sequentially mixing reagents in situ, and it does not require any catalyst or dienolate ether preparations prior to the reaction.