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Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F19%3A00518183" target="_blank" >RIV/61388963:_____/19:00518183 - isvavai.cz</a>

  • Result on the web

    <a href="https://pubs.rsc.org/en/content/articlelanding/2019/OB/C9OB02115A#!divAbstract" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2019/OB/C9OB02115A#!divAbstract</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/c9ob02115a" target="_blank" >10.1039/c9ob02115a</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols

  • Original language description

    New open-chain and water-soluble hypervalent iodine reagents were synthesized and used for the transfer of fluoroalkyl groups to sulfur atoms of cysteine and cysteine-containing peptides under biocompatible conditions. Some of the reagents displayed excellent reactivity despite their limited stability in aqueous media. In reactions with a short cysteine-containing peptide, in addition to the expected S-fluoroalkylated product, a range of side-products were obtained. The amount of side-products depended on the conditions used (type of reagent, concentration, and pH). With highly activated hypervalent iodine reagents, a new reactive mode was observed reaction with disulfides to form fluoroalkyl thiols.

  • 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

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GA17-00598S" target="_blank" >GA17-00598S: Development of fluoroalkylated hypervalent iodine reagents for thiol bioconjugations</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2019

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Organic & Biomolecular Chemistry

  • ISSN

    1477-0520

  • e-ISSN

  • Volume of the periodical

    17

  • Issue of the periodical within the volume

    47

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    6

  • Pages from-to

    10097-10102

  • UT code for WoS article

    000501223800014

  • EID of the result in the Scopus database

    2-s2.0-85076122984