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An Extended Approach for the Development of Fluorogenic trans-Cyclooctene-Tetrazine Cycloadditions

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F19%3A00504249" target="_blank" >RIV/61388963:_____/19:00504249 - isvavai.cz</a>

  • Result on the web

    <a href="https://onlinelibrary.wiley.com/doi/full/10.1002/cbic.201800711" target="_blank" >https://onlinelibrary.wiley.com/doi/full/10.1002/cbic.201800711</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/cbic.201800711" target="_blank" >10.1002/cbic.201800711</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    An Extended Approach for the Development of Fluorogenic trans-Cyclooctene-Tetrazine Cycloadditions

  • Original language description

    Inverse-electron-demand Diels-Alder (iEDDA) cycloaddition between 1,2,4,5-tetrazines and strained dienophiles belongs among the most popular bioconjugation reactions. In addition to its fast kinetics, this cycloaddition can be tailored to produce fluorescent products from non-fluorescent starting materials. Here we show that even the reaction intermediates formed in iEDDA cycloaddition can lead to the formation of new types of fluorophores. The influence of various substituents on their photophysical properties and the generality of the approach with use of various trans-cyclooctene derivatives were studied. Model bioimaging experiments demonstrate the application potential of fluorogenic iEDDA cycloaddition.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2019

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Chembiochem

  • ISSN

    1439-4227

  • e-ISSN

  • Volume of the periodical

    20

  • Issue of the periodical within the volume

    7

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    5

  • Pages from-to

    886-890

  • UT code for WoS article

    000462914700004

  • EID of the result in the Scopus database

    2-s2.0-85062693324