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The Development of a Versatile Trifunctional Scaffold for Biological Applications

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F15%3A00445393" target="_blank" >RIV/61388963:_____/15:00445393 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1002/ejoc.201500255" target="_blank" >http://dx.doi.org/10.1002/ejoc.201500255</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/ejoc.201500255" target="_blank" >10.1002/ejoc.201500255</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    The Development of a Versatile Trifunctional Scaffold for Biological Applications

  • Original language description

    We describe the synthesis of a trifunctional scaffold constructed from a planar core of trimesic acid derivatized with three propargylamine moieties. The scaffold was attached to a solid-phase resin through the carboxylic group of a fluorinated alkyl spacer arm. The orthogonal protection of two of the alkyne groups with triethylsilyl and triisopropylsilyl moieties enabled modular and efficient derivatization of the scaffold with three different azides by using solid-phase synthesis on amphiphilic ChemMatrix resin. We showed that a fluorine label can be used to quantify the content of fluorine-containing compounds by F-19 NMR spectroscopic analysis after cleavage from the resin. We have thus designed a versatile and convenient tool that could be usefulfor simple and rapid solid-phase syntheses of combinatorial libraries of the scaffold-based compounds, for example as new protein binders.

  • Czech name

  • Czech description

Classification

  • Type

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

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GA14-17305S" target="_blank" >GA14-17305S: Insulin mimetics</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2015

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    European Journal of Organic Chemistry

  • ISSN

    1434-193X

  • e-ISSN

  • Volume of the periodical

    2015

  • Issue of the periodical within the volume

    17

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    13

  • Pages from-to

    3689-3701

  • UT code for WoS article

    000355534600008

  • EID of the result in the Scopus database

    2-s2.0-84934877597