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Statements

Subject Item
n2:RIV%2F61388971%3A_____%2F14%3A00435534%21RIV15-GA0-61388971
rdf:type
skos:Concept n14:Vysledek
dcterms:description
NAG-thiazoline is a well-established competitive inhibitor of two physiologically relevant glycosidase families—β-N-acetylhexosaminidases (GH20) and β-N-acetylglucosaminidases (GH84). Based on the different substrate flexibilities of these enzyme groups, we designed and synthesized the 4-deoxy derivative of NAG-thiazoline aiming at the selective inhibition of GH20 β-N-acetylhexosaminidases. One GH84 and two GH20 microbial glycosidases were employed as model enzymes for the inhibition assays. Surprisingly, the new compound 4-deoxy-thiazoline exhibited no activity inhibition with either of the enzyme families of interest. Unlike with the substrates, the 4-hydroxyl group of the inhibitor’s sugar ring seems to be crucial for binding the inhibitor to the active sites of these enzymes. NAG-thiazoline is a well-established competitive inhibitor of two physiologically relevant glycosidase families—β-N-acetylhexosaminidases (GH20) and β-N-acetylglucosaminidases (GH84). Based on the different substrate flexibilities of these enzyme groups, we designed and synthesized the 4-deoxy derivative of NAG-thiazoline aiming at the selective inhibition of GH20 β-N-acetylhexosaminidases. One GH84 and two GH20 microbial glycosidases were employed as model enzymes for the inhibition assays. Surprisingly, the new compound 4-deoxy-thiazoline exhibited no activity inhibition with either of the enzyme families of interest. Unlike with the substrates, the 4-hydroxyl group of the inhibitor’s sugar ring seems to be crucial for binding the inhibitor to the active sites of these enzymes.
dcterms:title
Inhibition of microbial β-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline Inhibition of microbial β-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline
skos:prefLabel
Inhibition of microbial β-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline Inhibition of microbial β-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline
skos:notation
RIV/61388971:_____/14:00435534!RIV15-GA0-61388971
n4:aktivita
n12:P n12:I
n4:aktivity
I, P(7E11011), P(GAP207/11/0629)
n4:cisloPeriodika
22
n4:dodaniDat
n11:2015
n4:domaciTvurceVysledku
n5:6230148 n5:7072104 n5:5894190 n5:1840584 n5:5854415 n5:7346689
n4:druhVysledku
n10:J
n4:duvernostUdaju
n8:S
n4:entitaPredkladatele
n13:predkladatel
n4:idSjednocenehoVysledku
21849
n4:idVysledku
RIV/61388971:_____/14:00435534
n4:jazykVysledku
n15:eng
n4:klicovaSlova
NAG-thiazoline; enzyme inhibition
n4:klicoveSlovo
n7:enzyme%20inhibition n7:NAG-thiazoline
n4:kodStatuVydavatele
GB - Spojené království Velké Británie a Severního Irska
n4:kontrolniKodProRIV
[2875E60FA594]
n4:nazevZdroje
Bioorganic and Medicinal Chemistry Letters
n4:obor
n17:CE
n4:pocetDomacichTvurcuVysledku
6
n4:pocetTvurcuVysledku
6
n4:projekt
n9:GAP207%2F11%2F0629 n9:7E11011
n4:rokUplatneniVysledku
n11:2014
n4:svazekPeriodika
24
n4:tvurceVysledku
Slámová, Kristýna Pelantová, Helena Kalachová, Lubica Krejzová, Jana Křen, Vladimír Šimon, Petr
n4:wos
000343901400039
s:issn
0960-894X
s:numberOfPages
3