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Design and synthesis of bombykol analogues for probing pheromone-binding protein–ligand interactions

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    SYSNO ASEP0322756
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleDesign and synthesis of bombykol analogues for probing pheromone-binding protein–ligand interactions
    TitleNávrh a syntéza analogů bombykolu pro studium interakcí ligandu s proteinem vázajícím feromon (PBP)
    Author(s) Mansurova, M. (DE)
    Klusák, Vojtěch (UOCHB-X)
    Nešněrová, P. (DE)
    Muck, A. (DE)
    Doubský, J. (DE)
    Svatoš, Aleš (UOCHB-X) ORCID, RID
    Number of authors6
    Source TitleTetrahedron. - : Elsevier - ISSN 0040-4020
    Roč. 65, č. 5 (2009), s. 1069-1076
    Number of pages8 s.
    Languageeng - English
    CountryGB - United Kingdom
    Keywordsbombykol ; pheromone ; binding protein ; nanoLC
    Subject RIVCC - Organic Chemistry
    CEZAV0Z40550506 - UOCHB-X (2005-2011)
    UT WOS000263218500015
    DOI10.1016/j.tet.2008.10.106
    AnnotationFluorinated and thioanalogues of Bombyx mori female sex pheromones (bombykol) were designed according to the ab initio calculations. These analogues were synthesized using hydroboration and Sonogashira coupling strategy via (5E,7Z)-undecadien-1-ol as a common intermediate. A new binding assay based on nanoLC-linear ion trap ESI-MS for quantifying complexation of the B. mori pheromone-binding protein (BmPBP) with native and prepared analogues was developed. The dissociation constant (KD) of bombykol and analogue 4 was determined to be 2.1x10−6 M and 2.4x10−6 M, respectively.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
    Year of Publishing2009
Number of the records: 1  

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