Charged Hexosaminides as New Substrates for β-N-Acetylhexosaminidase-Catalyzed Synthesis of Immunomodulatory Disaccharides

0366186 - MBÚ 2012 RIV DE eng J - Článek v odborném periodiku
Bojarová, Pavla - Slámová, Kristýna - Křenek, Karel - Gažák, Radek - Kulik, Natallia - Ettrich, Rüdiger - Pelantová, Helena - Kuzma, Marek - Riva, S. - Adámek, David - Bezouška, Karel - Křen, Vladimír
Charged Hexosaminides as New Substrates for β-N-Acetylhexosaminidase-Catalyzed Synthesis of Immunomodulatory Disaccharides.
Advanced Synthesis & Catalysis. Roč. 353, č. 13 (2011), s. 2409-2420. ISSN 1615-4150. E-ISSN 1615-4169
Grant CEP: GA ČR GP203/09/P024; GA ČR GD305/09/H008; GA ČR GA303/09/0477; GA ČR(CZ) GAP207/11/0629; GA MŠMT(CZ) LC06010
Výzkumný záměr: CEZ:AV0Z50200510; CEZ:AV0Z60870520
Klíčová slova: beta-N-acetylhexosaminidase * biotransformations * charged glycosides
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 6.048, rok: 2011

This work is a structure-activity relationship study that investigates the influence of the nature and amount of negative charge in carbohydrate substrates on the affinity of β-N-acetylhexos-aminidases, and on the stimulation of natural killer cells. It describes synthetic procedures yielding novel glycosides that are useful in immunoactivation. Specifically, we present a thorough study on the ability of six C-6 modified β-N-acetylhexosaminides (aldehyde, uronate, 6-O-sulfate, 6-O-phosphate) to serve as substrates for cleavage and glycosylation by a library of β-N-acetylhexosaminidases from various sources
Trvalý link: http://hdl.handle.net/11104/0201255