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Statements

Subject Item
n2:RIV%2F61388971%3A_____%2F07%3A00097666%21RIV08-AV0-61388971
rdf:type
n14:Vysledek skos:Concept
dcterms:description
Glycosyl azides are shown to be efficient donors for Alfa-galactosidases, Alfa-glucosidases and Alfa-mannosidases. Only Alfa-galactosidases do not cleave the respective glycosyl azide 1 and, moreover, they exhibit competitive inhibition (especially Alfa-galactosidase from Talaromyces flavus). High water solubility and ready synthesis of glycosyl azides enable transglycosylation reactions even with difficult acceptors like N-acetyl-D-mannosamine in good yields. The versatility of glycosyl azides was demonstrated in the synthesis of five disaccharides – two of them are described for the first time. All the reactions were highly regioselective, yielding isomers. Alfa-Galactosidase from E. coli proved to have the best synthetic capabilities. The present study shows that glycosyl azides are a valuable alternative to common p-nitrophenyl glycoside donors and in many synthetic reactions Práce ukazuje, že glykosylazidy jsou efektivní donory pro Alfa-galaktosidasy, Alfa-glukosidasy a Alfa-mannosidasy. Pouze Alfa-galaktosidasy neštěpí glykosylazid 1 a navíc vykazují kompetitivní inhibici (zvláště Alfa-galaktosidasa z Talaromyces flavus). Výborná rozpustnost ve vodě a jednoduchá syntéza glykosylazidů umožňují transglykosylační reakce s dobrými výtěžky i s problematickými akceptory jako N-acetyl-D-mannosamin. Všestrannost glykosylazidů byla demonstrována na syntéze pěti disacharidů, z nichž dva jsou popsány poprvé. Všechny reakce byly vysoce regioselektivní a vznikaly při nich isomery. Alfa-Galaktosidasa z E. coli měla nejlepší syntetické schopnosti. Tato studie ukazuje, že glykosylazidy jsou cennou alternativou běžně používaných p-nitrofenyl-glykosidových donorů v mnoha syntetických reakcích Glycosyl azides are shown to be efficient donors for Alfa-galactosidases, Alfa-glucosidases and Alfa-mannosidases. Only Alfa-galactosidases do not cleave the respective glycosyl azide 1 and, moreover, they exhibit competitive inhibition (especially Alfa-galactosidase from Talaromyces flavus). High water solubility and ready synthesis of glycosyl azides enable transglycosylation reactions even with difficult acceptors like N-acetyl-D-mannosamine in good yields. The versatility of glycosyl azides was demonstrated in the synthesis of five disaccharides – two of them are described for the first time. All the reactions were highly regioselective, yielding isomers. Alfa-Galactosidase from E. coli proved to have the best synthetic capabilities. The present study shows that glycosyl azides are a valuable alternative to common p-nitrophenyl glycoside donors and in many synthetic reactions
dcterms:title
Glycosyl Azides – An Alternative Way to Disaccharides Glycosyl Azides – An Alternative Way to Disaccharides Glykosyl azidy – alternativní cesta k disacharidům
skos:prefLabel
Glycosyl Azides – An Alternative Way to Disaccharides Glycosyl Azides – An Alternative Way to Disaccharides Glykosyl azidy – alternativní cesta k disacharidům
skos:notation
RIV/61388971:_____/07:00097666!RIV08-AV0-61388971
n3:strany
1514;1520
n3:aktivita
n13:V n13:Z n13:P
n3:aktivity
P(GA203/05/0172), P(IAA400200503), P(OC 136), P(OC 170), P(OC D25.001), V, Z(AV0Z50200510)
n3:cisloPeriodika
8-9
n3:dodaniDat
n17:2008
n3:domaciTvurceVysledku
n9:1927469 n9:3895831 n9:5894190 n9:8073392 n9:8764158 n9:7346689
n3:druhVysledku
n18:J
n3:duvernostUdaju
n15:S
n3:entitaPredkladatele
n6:predkladatel
n3:idSjednocenehoVysledku
423503
n3:idVysledku
RIV/61388971:_____/07:00097666
n3:jazykVysledku
n8:eng
n3:klicovaSlova
azides; enzyme calatysis; glycosylation
n3:klicoveSlovo
n16:enzyme%20calatysis n16:azides n16:glycosylation
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[E1DFD2F895BC]
n3:nazevZdroje
Advanced Synthesis & Catalysis
n3:obor
n10:CC
n3:pocetDomacichTvurcuVysledku
6
n3:pocetTvurcuVysledku
8
n3:projekt
n5:IAA400200503 n5:OC%20170 n5:GA203%2F05%2F0172 n5:OC%20D25.001 n5:OC%20136
n3:rokUplatneniVysledku
n17:2007
n3:svazekPeriodika
349
n3:tvurceVysledku
Bojarová, Pavla Kuzma, Marek Ferrandi, E. E. Monti, D. Pelantová, Helena Petrásková, Lucie Simerská, Pavla Křen, Vladimír
n3:zamer
n12:AV0Z50200510
s:issn
1615-4150
s:numberOfPages
7