@article{MTMT:33697937, title = {Probing telomeric-like G4 structures with full or partial 2′-deoxy-5-hydroxyuridine substitutions}, url = {https://m2.mtmt.hu/api/publication/33697937}, author = {Szeltner, Zoltán and Ferenc, Györgyi and Juhász, Tünde and Kupihár, Zoltán and Váradi, Zoltán and Szüts, Dávid and Kovács, Lajos}, doi = {10.1016/j.biochi.2023.01.009}, journal-iso = {BIOCHIMIE}, journal = {BIOCHIMIE}, volume = {214}, unique-id = {33697937}, issn = {0300-9084}, abstract = {Guanine quadruplexes (G4s) are stable four-stranded secondary DNA structures held together by noncanonical G-G base tetrads. We synthesised the nucleoside analogue 2′-deoxy-5-hydroxyuridine (H) and inserted its phosphoramidite into telomeric repeat-type model oligonucleotides. Full and partial substitutions were made, replacing all guanines in all the three tetrads of a three-tier G4 structure, or only in the putative upper, central, or lower tetrads. We characterised these modified structures using CD, UV absorbance spectroscopy, native gel studies, and a capture oligo-based G4 disruption kinetic assay. The strand separation activity of BLM helicase on these substituted structures was also investigated. Two of the partially H-substituted constructs adopted G4-like structures, but displayed lower thermal stabilities compared to unsubstituted G4. The construct modified in its central tetrad remained mostly denatured, but the possibility of a special structure for the fully replaced variant remained open. H substitutions did not interfere with the G4-resolving activity of BLM helicase, but its efficiency was highly influenced by construct topology and even more by the G4 ligand PhenDC3. Our results suggest that the H modification can be incorporated into G quadruplexes, but only at certain positions to maintain G4 stability. The destabilizing effect observed for 2′-deoxy-5-hydroxyuridine indicates that the cytosine deamination product 5-hydroxyuracil and its nucleoside counterpart in RNA (5-hydroxyuridine), might also be destabilizing in cellular DNA and RNA quadruplexes. The kinetic assay employed in this study can be generally employed for a fast comparison of the stabilities of various G4s either in their free or ligand-bound states. © 2023 Elsevier B.V. and Société Française de Biochimie et Biologie Moléculaire (SFBBM)}, keywords = {CD spectroscopy; G-QUADRUPLEX DNA; Oligonucleotides; HELICASES; 2′-deoxy-5-hydroxyuridine; Kinetic assays}, year = {2023}, eissn = {1638-6183}, pages = {33-44}, orcid-numbers = {Ferenc, Györgyi/0000-0002-3456-319X; Kupihár, Zoltán/0000-0001-5499-7617; Kovács, Lajos/0000-0002-0331-3980} } @article{MTMT:33597958, title = {Improved Metal-Free Approach for the Synthesis of Protected Thiol Containing Thymidine Nucleoside Phosphoramidite and Its Application for the Synthesis of Ligatable Oligonucleotide Conjugates}, url = {https://m2.mtmt.hu/api/publication/33597958}, author = {Kupihár, Zoltán and Ferenc, Györgyi and Petrovicz, Vencel László and Fáy, Viktória R. and Kovács, Lajos and Martinek, Tamás and Hegedüs, Zsófia}, doi = {10.3390/pharmaceutics15010248}, journal-iso = {PHARMACEUTICS}, journal = {PHARMACEUTICS}, volume = {15}, unique-id = {33597958}, issn = {1999-4923}, abstract = {Oligonucleotide conjugates are versatile scaffolds that can be applied in DNA-based screening platforms and ligand display or as therapeutics. Several different chemical approaches are available for functionalizing oligonucleotides, which are often carried out on the 5′ or 3′ end. Modifying oligonucleotides in the middle of the sequence opens the possibility to ligate the conjugates and create DNA strands bearing multiple different ligands. Our goal was to establish a complete workflow that can be applied for such purposes from monomer synthesis to templated ligation. To achieve this, a monomer is required with an orthogonal functional group that can be incorporated internally into the oligonucleotide sequence. This is followed by conjugation with different molecules and ligation with the help of a complementary template. Here, we show the synthesis and the application of a thiol-modified thymidine nucleoside phosphoramidite to prepare ligatable oligonucleotide conjugates. The conjugations were performed both in solution and on solid phase, resulting in conjugates that can be assembled into multivalent oligonucleotides decorated with tissue-targeting peptides using templated ligation.}, year = {2023}, eissn = {1999-4923}, orcid-numbers = {Kupihár, Zoltán/0000-0001-5499-7617; Ferenc, Györgyi/0000-0002-3456-319X; Petrovicz, Vencel László/0000-0002-5437-2462; Kovács, Lajos/0000-0002-0331-3980; Martinek, Tamás/0000-0003-3168-8066; Hegedüs, Zsófia/0000-0002-5546-8167} } @article{MTMT:32818711, title = {Synthesis of Heterocycles and Nucleosides Forming Higher—Order Structures}, url = {https://m2.mtmt.hu/api/publication/32818711}, author = {Váradi, Zoltán and Paragi, Gábor and Kupihár, Zoltán and Kele, Zoltán and Kovács, Lajos}, doi = {10.3390/ecsoc-25-11705}, journal-iso = {CHEM PROC}, journal = {CHEMISTRY PROCEEDINGS}, volume = {8}, unique-id = {32818711}, year = {2022}, eissn = {2673-4583}, orcid-numbers = {Paragi, Gábor/0000-0001-5408-1748; Kupihár, Zoltán/0000-0001-5499-7617; Kele, Zoltán/0000-0002-4401-0302; Kovács, Lajos/0000-0002-0331-3980} } @article{MTMT:32787583, title = {Differential Ablation of Organic Coatings From Micrometeoroids Simulated in the Laboratory}, url = {https://m2.mtmt.hu/api/publication/32787583}, author = {DeLuca, Michael and Sternovsky, Zoltan and Armes, Steven P. and Fielding, Lee A. and Horányi, Mihály and Janches, Diego and Kupihár, Zoltán and Munsat, Tobin and Plane, John M. C.}, doi = {10.1029/2021JE007168}, journal-iso = {J GEOPHYS RES PLANET}, journal = {JOURNAL OF GEOPHYSICAL RESEARCH: PLANETS}, volume = {127}, unique-id = {32787583}, issn = {2169-9097}, year = {2022}, eissn = {2169-9100}, orcid-numbers = {DeLuca, Michael/0000-0003-3207-6555; Sternovsky, Zoltan/0000-0002-9658-1350; Fielding, Lee A./0000-0002-4958-1155; Horányi, Mihály/0000-0002-5920-9226; Janches, Diego/0000-0001-8615-5166; Munsat, Tobin/0000-0002-5746-4063; Plane, John M. C./0000-0003-3648-6893} } @article{MTMT:31389117, title = {Analytical and structural studies for the investigation of oxidative stress in guanine oligonucleotides}, url = {https://m2.mtmt.hu/api/publication/31389117}, author = {Ferenc, Györgyi and Váradi, Zoltán and Kupihár, Zoltán and Paragi, Gábor and Kovács, Lajos}, doi = {10.3390/ijms21144981}, journal-iso = {INT J MOL SCI}, journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES}, volume = {21}, unique-id = {31389117}, issn = {1661-6596}, year = {2020}, eissn = {1422-0067}, orcid-numbers = {Ferenc, Györgyi/0000-0002-3456-319X; Kupihár, Zoltán/0000-0001-5499-7617; Paragi, Gábor/0000-0001-5408-1748; Kovács, Lajos/0000-0002-0331-3980} } @article{MTMT:30623188, title = {Impact Ejecta and Gardening in the Lunar Polar Regions}, url = {https://m2.mtmt.hu/api/publication/30623188}, author = {Szalay, J. R. and Pokorny, P. and Sternovsky, Z. and Kupihár, Zoltán and Poppe, A. R. and Horanyi, M.}, doi = {10.1029/2018JE005756}, journal-iso = {J GEOPHYS RES PLANET}, journal = {JOURNAL OF GEOPHYSICAL RESEARCH: PLANETS}, volume = {124}, unique-id = {30623188}, issn = {2169-9097}, year = {2019}, eissn = {2169-9100}, pages = {143-154} } @misc{MTMT:30427692, title = {Quadruplex forming of oligonucleotides containing 2'-deoxy-5-hydroxyuridine}, url = {https://m2.mtmt.hu/api/publication/30427692}, author = {Balázs, Csaba and Kupihár, Zoltán and Kele, Zoltán and Szabó, Zoltán and Ferenc, Györgyi and Kovács, Lajos}, unique-id = {30427692}, year = {2018}, orcid-numbers = {Ferenc, Györgyi/0000-0002-3456-319X; Kovács, Lajos/0000-0002-0331-3980} } @CONFERENCE{MTMT:30426990, title = {Study of the quadruplex-forming properties of 2’-deoxy-5-hydroxyuridine-containing oligonucleotides}, url = {https://m2.mtmt.hu/api/publication/30426990}, author = {Ferenc, Györgyi and Balázs, Csaba and Paragi, Gábor and Kupihár, Zoltán and Kele, Zoltán and Szabó, Zoltán and Kovács, Lajos}, booktitle = {Straub-Napok}, unique-id = {30426990}, year = {2018}, pages = {22}, orcid-numbers = {Ferenc, Györgyi/0000-0002-3456-319X; Paragi, Gábor/0000-0001-5408-1748; Kupihár, Zoltán/0000-0001-5499-7617; Kele, Zoltán/0000-0002-4401-0302; Kovács, Lajos/0000-0002-0331-3980} } @article{MTMT:3399566, title = {Niosomes decorated with dual ligands targeting brain endothelial transporters increase cargo penetration across the blood-brain barrier}, url = {https://m2.mtmt.hu/api/publication/3399566}, author = {Mészáros, Mária and Porkoláb, Gergő and Kiss, Lóránd and Pilbat, Ana Maria and Kóta, Zoltán and Kupihár, Zoltán and Kéri, Albert and Galbács, Gábor and Siklós, László and Tóth, András and Fülöp, Lívia and Czirjákné Csete, Mária and Sipos, Áron and Hulper, P and Sipos, Péter and Páli, Tibor and Rákhely, Gábor and Révész, Piroska and Deli, Mária Anna and Veszelka, Szilvia}, doi = {10.1016/j.ejps.2018.07.042}, journal-iso = {EUR J PHARM SCI}, journal = {EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES}, volume = {123}, unique-id = {3399566}, issn = {0928-0987}, abstract = {Nanoparticles targeting transporters of the blood-brain barrier (BBB) are promising candidates to increase the brain penetration of biopharmacons. Solute carriers (SLC) are expressed at high levels in brain endothelial cells and show a specific pattern at the BBB. The aim of our study was to test glutathione and ligands of SLC transporters as single or dual BBB targeting molecules for nanovesicles. High mRNA expression levels for hexose and neutral amino acid transporting SLCs were found in isolated rat brain microvessels and our rat primary cell based co-culture BBB model. Niosomes were derivatized with glutathione and SLC ligands glucopyranose and alanine. Serum albumin complexed with Evans blue (67kDa), which has a very low BBB penetration, was selected as a cargo. The presence of targeting ligands on niosomes, especially dual labeling, increased the uptake of the cargo molecule in cultured brain endothelial cells. This cellular uptake was temperature dependent and could be decreased with a metabolic inhibitor and endocytosis blockers filipin and cytochalasin D. Making the negative surface charge of brain endothelial cells more positive with a cationic lipid or digesting the glycocalyx with neuraminidase elevated the uptake of the cargo after treatment with targeted nanocarriers. Treatment with niosomes increased plasma membrane fluidity, suggesting the fusion of nanovesicles with endothelial cell membranes. Targeting ligands elevated the permeability of the cargo across the BBB in the culture model and in mice, and dual-ligand decoration of niosomes was more effective than single ligand labeling. Our data indicate that dual labeling with ligands of multiple SLC transporters can potentially be exploited for BBB targeting of nanoparticles.}, year = {2018}, eissn = {1879-0720}, pages = {228-240}, orcid-numbers = {Kóta, Zoltán/0000-0003-2420-8773; Kupihár, Zoltán/0000-0001-5499-7617; Kéri, Albert/0000-0001-7663-5422; Galbács, Gábor/0000-0002-1799-5329; Fülöp, Lívia/0000-0002-8010-0129; Czirjákné Csete, Mária/0000-0002-3755-714X; Páli, Tibor/0000-0003-1649-1097; Rákhely, Gábor/0000-0003-2557-3641; Révész, Piroska/0000-0002-5336-6052; Deli, Mária Anna/0000-0001-6084-6524} } @{MTMT:3327529, title = {5'-linkerrel módosított nukleozidok}, url = {https://m2.mtmt.hu/api/publication/3327529}, author = {Kupihár, Zoltán and Bodnár, Brigitta and Kovács, Lajos}, unique-id = {3327529}, year = {2017}, orcid-numbers = {Kupihár, Zoltán/0000-0001-5499-7617; Kovács, Lajos/0000-0002-0331-3980} }