Design and synthesis of bombykol analogues for probing pheromone-binding protein?ligand interactions
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F09%3A00322756" target="_blank" >RIV/61388963:_____/09:00322756 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
Design and synthesis of bombykol analogues for probing pheromone-binding protein?ligand interactions
Original language description
Fluorinated 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 andanalogue 4 was determined to be 2.1x106 M and 2.4x106 M, respectively.
Czech name
Návrh a syntéza analogů bombykolu pro studium interakcí ligandu s proteinem vázajícím feromon (PBP)
Czech description
Fluorované a thioanalogy bombykolu (samičího sexuálního feromonu bource morušového) byly navrženy na základě ab inicio výpočtů. Tyto analogy byly syntetizovány strategií hydroborace a Sonogashirova couplingu s (5E,7Z)-undekadien-1-olem jakožto běžným meziproduktem. Byl vyvinut test na měření vazebné síly komplexace feromonu či analogu s vazebným proteinem. Naměřené disociační konstanty bombykolu a analogu 4 byly 2.1x106 M a 2.4x106 M.
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
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Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)
Others
Publication year
2009
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Tetrahedron
ISSN
0040-4020
e-ISSN
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Volume of the periodical
65
Issue of the periodical within the volume
5
Country of publishing house
GB - UNITED KINGDOM
Number of pages
8
Pages from-to
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UT code for WoS article
000263218500015
EID of the result in the Scopus database
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