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Mimicking the transition state of reactions of glycoside hydrolases: Updating the conformational space of the oxocarbenium cation

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F20%3A00524686" target="_blank" >RIV/61388955:_____/20:00524686 - isvavai.cz</a>

  • Result on the web

    <a href="http://hdl.handle.net/11104/0309006" target="_blank" >http://hdl.handle.net/11104/0309006</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1080/07328303.2020.1766481" target="_blank" >10.1080/07328303.2020.1766481</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Mimicking the transition state of reactions of glycoside hydrolases: Updating the conformational space of the oxocarbenium cation

  • Original language description

    One strategy for developing glycoside hydrolase (GH) inhibitors is to mimic the conformation of the transition state (TS) along the hydrolysis reaction coordinate. We present a DFT-based model to understand the conformational space of the oxocarbenium cation as a TS in carbohydrate chemistry. Using Bolzano’s theorem, we have demonstrated the existence of a function that divides the puckering coordinate space. These results are compared with the available experimental crystal structures of GH-inhibitor complexes, and a contradictory case (GH92) was computationally studied. Our mathematical model opens a door to design more specific inhibitors and to decipher the catalytic pathways of controversial cases.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10403 - Physical chemistry

Result continuities

  • Project

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2020

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Journal of Carbohydrate Chemistry

  • ISSN

    0732-8303

  • e-ISSN

  • Volume of the periodical

    39

  • Issue of the periodical within the volume

    4

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    14

  • Pages from-to

    175-188

  • UT code for WoS article

    000542868600001

  • EID of the result in the Scopus database

    2-s2.0-85086871190