@article{MTMT:2015022, title = {Electrospray Ionization Mass Spectrometric Analysis of Highly Reactive Glycosyl Halides}, url = {https://m2.mtmt.hu/api/publication/2015022}, author = {Bokros, Attila and Bánfi, Annamária and Kupihár, Zoltán and Kele, Zoltán and Tóthné Illyés, Tünde Zita and Szolomájer, János and Kovács, Lajos}, doi = {10.3390/molecules17078351}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {17}, unique-id = {2015022}, issn = {1420-3049}, abstract = {Highly reactive glycosyl chlorides and bromides have been analysed by a routine mass spectrometric method using electrospray ionization and lithium salt adduct-forming agents in anhydrous acetonitrile solution, providing salient lithiated molecular ions [M+Li]+, [2M+Li]+ etc. The role of other adduct-forming salts has also been evaluated. The lithium salt method is useful for accurate mass determination of these highly sensitive compounds.}, year = {2012}, eissn = {1420-3049}, pages = {8351-8358}, orcid-numbers = {Kovács, Lajos/0000-0002-0331-3980} } @article{MTMT:1629372, title = {Synthesis of beta-(1->6)-linked N-acetyl-D-glucosamine oligosaccharide substrates and their hydrolysis by Dispersin B}, url = {https://m2.mtmt.hu/api/publication/1629372}, author = {Fekete, Anikó and Borbás, Anikó and Gyémánt, Gyöngyi and Kandra, Lili and Fazekas, Erika and Ramasubbu, N and Antus, Sándor}, doi = {10.1016/j.carres.2011.03.029}, journal-iso = {CARBOHYD RES}, journal = {CARBOHYDRATE RESEARCH}, volume = {346}, unique-id = {1629372}, issn = {0008-6215}, abstract = {Dispersin B (DspB) from Aggregatibacter actinomycetemcomitans is a p-hexosaminidase exhibiting biofilm detachment activity. A series of beta-(1 -> 6)-linked N-acetyl-D-glucosamine thiophenyl glycosides with degree of polymerisation (DP) of 2, 3, 4 and 5 were synthesized, and substrate specificity of DspB was studied on the obtained oligosaccharides. For oligomer synthesis a 1+2, 2+2, 1+4 coupling strategy was applied, using bromo-sugars as glycosyl donors. The formation of 1,2-trans interglycosidic bond has been ensured by 2-phtalimido protecting group: chloroacetyl group was installed to mask temporarily the 6-hydroxyl and acetate esters were applied as permanent protecting groups. Enzymatic studies revealed that DP of the GlcNAc oligomers strongly affected the hydrolysis rate, and the hydrolytic activity of DspB on the tetramer and pentamer have been found to be approximately 10-fold higher than that of the dimer. This fact indicates that four units are required for a strong binding at the active centre of DspB. The role of aromatic amino acids W237, Y187 and Y278 in substrate specificity and catalysis was also examined using mutant enzymes. (C) 2011 Elsevier Ltd. All rights reserved.}, year = {2011}, eissn = {1873-426X}, pages = {1445-1453}, orcid-numbers = {Borbás, Anikó/0000-0001-8462-4547; Gyémánt, Gyöngyi/0000-0003-2374-3408} } @article{MTMT:1779925, title = {Heterociklusos glükózszármazékok, mint lehetséges antidiabetikumok}, url = {https://m2.mtmt.hu/api/publication/1779925}, author = {Bokor, Éva}, journal-iso = {MAGY KEM LAP}, journal = {MAGYAR KÉMIKUSOK LAPJA}, volume = {65}, unique-id = {1779925}, issn = {0025-0163}, year = {2010}, eissn = {1588-1199}, pages = {77-78} } @article{MTMT:1779815, title = {Amide-1,2,3-triazole bioisosterism: the glycogen phosphorylase case}, url = {https://m2.mtmt.hu/api/publication/1779815}, author = {Chrysina, E D and Bokor, Éva and Alexacou, K-M and Charavgi, M-D and Oikonomakos, G N and Zographos, S E and Leonidas, D D and Oikonomakos, N G and Somsák, László}, doi = {10.1016/j.tetasy.2009.03.021}, journal-iso = {TETRAHEDRON ASYMMETR}, journal = {TETRAHEDRON-ASYMMETRY}, volume = {20}, unique-id = {1779815}, issn = {0957-4166}, year = {2009}, eissn = {1362-511X}, pages = {733-740}, orcid-numbers = {Somsák, László/0000-0002-9103-9845} } @article{MTMT:1779732, title = {Assessment of synthetic methods for the preparation of N'-b-D-glucopyranosyl-N-substituted ureas, thioureas and related compounds}, url = {https://m2.mtmt.hu/api/publication/1779732}, author = {Somsák, László and Felföldi, N and Kónya, B and Hüse, Cs and Telepó, K and Bokor, Éva and Czifrák, Katalin}, doi = {10.1016/j.carres.2008.01.045}, journal-iso = {CARBOHYD RES}, journal = {CARBOHYDRATE RESEARCH}, volume = {343}, unique-id = {1779732}, issn = {0008-6215}, year = {2008}, eissn = {1873-426X}, pages = {2083-2093}, orcid-numbers = {Somsák, László/0000-0002-9103-9845} } @article{MTMT:1391828, title = {Interaction between Mo(VI) and siderophore models in aqueous solution}, url = {https://m2.mtmt.hu/api/publication/1391828}, author = {Farkas, Etelka and Megyeri, K and Somsák, László and Kovács, Lajos}, doi = {10.1016/S0162-0134(98)00011-7}, journal-iso = {J INORG BIOCHEM}, journal = {JOURNAL OF INORGANIC BIOCHEMISTRY}, volume = {70}, unique-id = {1391828}, issn = {0162-0134}, abstract = {A series of dihydroxamic acids (HORNOC-(CH2)(n)-CONROH, where if R = H - then n = 2, 5-7 and if R = CH3- then n = 4, 5) and two new dihydroxamate-based siderophore models, hexanedioic acid bis (3-hydroxycarbamoyl-methyl)amide (DhaI) and hexanedioic acid bis(3-hydroxycarbamoyl-propyl)amide (DhaII) have been characterized in terms of chelating properties toward molybdenum(VI). For comparison, the molybdenum(VI)-acetohydroxamic acid (Aha) and molybdenum(VI)-aminohydroxamic acid systems have also been studied. Potentiometric and spectrophotometric studies at ionic strength of 0.2 mol/dm(3) (KCl) and at 25 degrees C have been performed and the equilibrium constants have been determined. It has been found, that of the dihydroxamic acids, only the DhaI and DhaII form water soluble complexes with molybdenum(VI). Polynuclear complexes most probably precipitate with the other dihydroxamic acids. Complexes are formed up to ca. the neutral pH in all systems. Above this pH MoO42- and the free ligands exist. Although, very stable complexes are formed especially with DhaII, none of the studied ligands form a single bis(hydroxamato)dioxomolybdenum(VI) species. Mo no(hydroxamato) trioxomolybdenum(VI) species are also formed, containing the uncoordinated moiety of the DhaI or DhaII in its protonated form. Out of aminohydroxamic acids, the beta-alaninehydroxamic acid (beta-Alaha) shows "Aha-like" coordination properties as the glutamic acid-gamma-hydroxamic acid (Glu-gamma-ha) does. The small differences with this latter ligand are possibly due to weak coordination of the carboxylate which makes the mono(hydroxamato)trioxomolybdenum(VI) species more stable and the uncoordinated carboxylates in bis(hydroxamato) dioxomolybdenum(VI) can protonate below pH 3. The tridentate coordination mode of aspartic acid-P-hydroxamic acid (Asp-P-ha) via the hydroxamate and carboxylate oxygens results in the formation of a dinuclear complex, [Mo2O5(LH)(2)](2-) in addition to [MoO3(LH)](-) (the protons are on the amino groups) in the pi-I-range 2.5-7.0. (C) 1998 Elsevier Science Inc. All rights reserved.}, keywords = {Equilibrium studies; stability constants; COMPLEX-FORMATION; aminohydroxamic acid; Hydroxamic acid; HYDROXAMIC ACIDS; molybdenum (VI) complexes}, year = {1998}, eissn = {1873-3344}, pages = {41-47}, orcid-numbers = {Somsák, László/0000-0002-9103-9845; Kovács, Lajos/0000-0002-0331-3980} } @article{MTMT:1163352, title = {Thiazole c-nucleosides .3. Synthesis of pyranose analogs of tiazofurin}, url = {https://m2.mtmt.hu/api/publication/1163352}, author = {Kovács, Lajos and Herczegh, Pál and Batta, Gyula and I, Farkas}, doi = {10.1016/S0040-4020(01)80985-6}, journal-iso = {TETRAHEDRON}, journal = {TETRAHEDRON}, volume = {47}, unique-id = {1163352}, issn = {0040-4020}, abstract = {A large-scale synthesis of 3,4,5-tri-0-acetyl-2,6-anhydro-L-mannono-and-D-gulonothioamides (5, 6) has been achieved from the corresponding nitriles. The Hantzsch reaction of (5) or (6) with ethyl bromopyruvate afforded the expected thiazoles (7.8) only in a low yield along with furan derivatives (9-11), the formation of which is rationalized by an acid-catalysed rearrangement-elimination process. The some Hantzsch reaction in the presence of barium carbonate yielded hydroxythiazolines (16,17). Attempted dehydration of (16) or (17) with trifluoroacetic anhydride or trifluoroacetic anhydride/pyridine resulted in the formation of pent-1′-enopyranosylthiazoles (18-20). Deprotected thioamides (24,25) furnished with ethyl bromopyruvate thiazoles (27,28). The obtained thiazole esters (7,8, 18-20. 27,28) were transformed into new tiazofurin analogues (12, 13, 21- 23). New tiazofurin analogues (1-5) have been synthesized starting from the corresponding thioamides.}, year = {1991}, eissn = {1464-5416}, pages = {5539-5548}, orcid-numbers = {Kovács, Lajos/0000-0002-0331-3980; Batta, Gyula/0000-0002-0442-1828} } @article{MTMT:1162088, title = {2 acyclic analogs of 2-beta-d-ribofuranosylthiazole-4-carboxamide (Tiazofurin)}, url = {https://m2.mtmt.hu/api/publication/1162088}, author = {Kovács, Lajos and Herczegh, Pál and Batta, Gyula and I, Farkas}, journal-iso = {HETEROCYCLES}, journal = {HETEROCYCLES}, volume = {26}, unique-id = {1162088}, issn = {0385-5414}, year = {1987}, eissn = {1881-0942}, pages = {947-960}, orcid-numbers = {Kovács, Lajos/0000-0002-0331-3980; Batta, Gyula/0000-0002-0442-1828} }