Enzymatic synthesis of new C-6-acylated derivatives of NAG-thiazoline and evaluation of their inhibitor activities towards fungal ¦Â-N-acetylhexosaminidase

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• 作者：Jana Krejzov&aacute ; ^a ; ^c ; Petr &Scaron ; imon^a ; Eva Vav?í ; kov&aacute ; ^a ; Kristý ; na Sl&aacute ; mov&aacute ; ^a ; Helena Pelantov&aacute ; ^a ; Sergio Riva^b ; Vojt¨§ch Spiwok^c ; Vladimí ; r K?en^a ; ^{kren@biomed.cas.cz}
• 关键词：NAG-thiazoline ; Lipase ; Vinyl ester ; ¦Â-N-Acetylhexosaminidase ; Inhibitor
• 刊名：Journal of Molecular Catalysis B: Enzymatic
• 出版年：2013
• 出版时间：March, 2013
• 年：2013
• 卷：87
• 期：Complete
• 页码：128-134
• 全文大小：243 K

文摘

¦Â-N-Acetylhexosaminidases (EC 3.2.1.52) from the CAZy glycoside hydrolase families 20 and 84 are two distinct enzyme groups with similar reactivity and different physiological functions, thus selective inhibition of these enzymes is of crucial importance. Here, we report on the lipase-catalyzed synthesis of a set of novel monomeric and dimeric C-6-acylated derivatives of NAG-thiazoline, which is a typical competitive inhibitor of both these enzyme classes. The prepared compounds were tested as potential inhibitors of a fungal GH20 ¦Â-N-acetylhexosaminidase from Talaromyces flavus, however, the results of the inhibition tests were quite ambiguous. The observed inhibition was generally weak with some features of competitive inhibition (increase of K_M), but the overall pattern appeared indecisive.