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Preparation of cysteine adducts by regioselective ring-opening reactions of phenyloxirane

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F15%3A43899855" target="_blank" >RIV/60461373:22310/15:43899855 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1515/hc-2015-0042" target="_blank" >http://dx.doi.org/10.1515/hc-2015-0042</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1515/hc-2015-0042" target="_blank" >10.1515/hc-2015-0042</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Preparation of cysteine adducts by regioselective ring-opening reactions of phenyloxirane

  • Original language description

    Regio-selective ring opening reactions of the phenyloxirane ring by protected cysteine are described, which enabled synthesis of pure regio-isomeric cysteine adducts. The reaction catalysed by tris (pentafluorophenyl)borane afforded pure S-(2-hydroxy-1-phenylethyl)cysteine (alpha-adduct), whereas in the presence of tetrabutylammonium fluoride S-(2-hydroxy-2-phenylethyl)cysteine (beta-adduct) was formed predominantly. These products are needed for biological monitoring studies on the protein adducts formed from styrene.

  • 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/NT13401" target="_blank" >NT13401: Degradation products of protein adducts in urine as a new type of biomarkers in toxicology</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

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

    Heterocyclic Communications

  • ISSN

    0793-0283

  • e-ISSN

  • Volume of the periodical

    21

  • Issue of the periodical within the volume

    2

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    5

  • Pages from-to

    61-65

  • UT code for WoS article

    000353143100001

  • EID of the result in the Scopus database