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An alkyne rod to constrain a peptide backbone in an extended conformation

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F18%3A73591227" target="_blank" >RIV/61989592:15310/18:73591227 - isvavai.cz</a>

  • Result on the web

    <a href="https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201800979" target="_blank" >https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201800979</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/ejoc.201800979" target="_blank" >10.1002/ejoc.201800979</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    An alkyne rod to constrain a peptide backbone in an extended conformation

  • Original language description

    An N,N′-bound rod-shaped diyne bridge was introduced into a peptide to constrain the peptide backbone in an extended conformation. Linear precursors were achieved via solid-phase synthesis using simple commercially available building blocks. Subsequently, 13- to 15-membered peptide macrocycles were obtained in excellent crude purity via in solution copper-catalyzed cyclization. Density functional theory calculations of the lowest energy conformers suggested that the strain inside the macrocycle caused only slight deformation of the binding angles of the butadiyne moiety.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>ost</sub> - Miscellaneous article in a specialist periodical

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GA16-06446S" target="_blank" >GA16-06446S: From Amino Acids to Nature-Inspired Molecular Scaffolds</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2018

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    European Journal of Organic Chemistry (online)

  • ISSN

    1099-0690

  • e-ISSN

  • Volume of the periodical

    2018

  • Issue of the periodical within the volume

    34

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    7

  • Pages from-to

    4709-4715

  • UT code for WoS article

    000444540900007

  • EID of the result in the Scopus database