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Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F07%3A00018504" target="_blank" >RIV/60461373:22310/07:00018504 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin

  • Original language description

    Synthesis of styrene 7,8-oxide (SO) adducts with cysteine, lysine and histidine is described. S-(2-hydroxy-1-phenylethyl)cysteine and S-(2-hydroxy-2-phenylethyl)cysteine were prepared by direct alkylation of cysteine with (R)-SO or (S)-SO enantiomers andisolated by semi-preparative HPLC. To obtain SO adducts with lysine and histidine, N?-Boc protected lysine and histidine derivatives were alkylated with pure SO enantiomers. Deprotection of the Boc group afforded corresponding derivatives. Pure N?-(2-hydroxy-1-phenylethyl)lysine, N?-(2-hydroxy-2-phenylethyl)lysine, or N?-(2-hydroxy-1-phenylethyl)histidine, N?-(2-hydroxy-2-phenylethyl)histidine, N?-(2-hydroxy-1-phenylethyl)histidine, and N?-(2-hydroxy-2-phenylethyl)histidine isomers were isolated by semipreparative HPLC. Structural assignments of these isomers were based on the NMR techniques. The isomers were used to assign the SO adducts in globin incubated with SO in vitro. Deuterated analogues of the SO adducts

  • Czech name

    Synthesa a charakterisace aduktů styrenoxidu s cysteinem, histidinem a lysinem v lidském globinu.

  • Czech description

    Práce popisuje synthesu aduktů styren-7,8-oxidu s cysteinem, lysinem a histidinem a jejich analysu v lidském globinu, který reagoval in vitro se styrenoxidem.

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

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)<br>S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2007

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Chem. Res. Toxicol.

  • ISSN

    0893-228X

  • e-ISSN

  • Volume of the periodical

    20

  • Issue of the periodical within the volume

    10

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    11

  • Pages from-to

    1442-1452

  • UT code for WoS article

  • EID of the result in the Scopus database