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Preparation of conjugates of cytotoxic lupane triterpenes with biotin

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15110%2F15%3A33156196" target="_blank" >RIV/61989592:15110/15:33156196 - isvavai.cz</a>

  • Alternative codes found

    RIV/61989592:15310/15:33156196

  • Result on the web

    <a href="http://pubs.acs.org/doi/ipdf/10.1021/acs.bioconjchem.5b00567" target="_blank" >http://pubs.acs.org/doi/ipdf/10.1021/acs.bioconjchem.5b00567</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.bioconjchem.5b00567" target="_blank" >10.1021/acs.bioconjchem.5b00567</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Preparation of conjugates of cytotoxic lupane triterpenes with biotin

  • Original language description

    To better understand the mechanism of action of antitumor triterpenes, we are developing methods to identify their molecular targets. A promising method is based on combination of quantitative proteomics with SILAC and uses active compounds anchored to magnetic beads via biotin-streptavidin interaction. We developed a simple and fast solid-phase synthetic technique to connect terpenes to biotin through a linker. Betulinic acid was biotinylated from three different conjugation sites for use as a standard validation tool since many molecular targets of this triterpene are already known. Then, a set of four other cytotoxic triterpenoids was biotinylated. Biotinylated terpenes were similarly cytotoxic to their nonbiotinylated parents, which suggests that the target identification should not be influenced by linker or biotin. The developed solid-phase synthetic approach is the first attempt to use solid phase synthesis to connect active triterpenes to biotin and is applicable as a general procedure for routine conjugation of triterpenes with other molecules of choice.

  • 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

    Result was created during the realization of more than one project. More information in the Projects tab.

  • 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

    Bioconjugate Chemistry

  • ISSN

    1043-1802

  • e-ISSN

  • Volume of the periodical

    26

  • Issue of the periodical within the volume

    12

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    8

  • Pages from-to

    2563-2570

  • UT code for WoS article

    000366877400030

  • EID of the result in the Scopus database