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Inhibition of microbial ?-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F14%3A00435534" target="_blank" >RIV/61388971:_____/14:00435534 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Inhibition of microbial ?-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline

  • Original language description

    NAG-thiazoline is a well-established competitive inhibitor of two physiologically relevant glycosidase families??-N-acetylhexosaminidases (GH20) and ?-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 ?-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.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CE - Biochemistry

  • OECD FORD branch

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2014

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Bioorganic and Medicinal Chemistry Letters

  • ISSN

    0960-894X

  • e-ISSN

  • Volume of the periodical

    24

  • Issue of the periodical within the volume

    22

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    3

  • Pages from-to

    5321-5323

  • UT code for WoS article

    000343901400039

  • EID of the result in the Scopus database