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  • Peptides  (1)
  • amino acidsbioorganic chemistrycarboxamidation reactionchemically modifiedDNA nucleosidesnucleic acids  (1)
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  • 1
    Electronic Resource
    Electronic Resource
    Rationally Designed Bicyclic Lactams Control Different Turn Motifs and Folding Patterns in Hexapeptide Mimics (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 695-699 
    Details
    ISSN: 1434-193X
    Keywords: Reverse-turn mimics ; γ-Turns ; β-Turns ; β-Hairpins ; Peptides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---Conformational analysis of N-acetylated hexapeptide mimics incorporating a bicyclic lactam (1-4) was carried out by a combination of 1H-NMR spectroscopy, IR spectroscopy, and computer modeling. The nature of the bicyclic lactam determines the turn motifs and the folding patterns of these constrained peptides. The (5,6)-bicyclic lactam derivatives 1 and 2, characterized by a type-II' β-turn (C=O3···H6-N), are very compact intramolecularly H-bonded structures. The (5,7)-bicyclic lactam derivative 3, characterized by an inverse γ-turn (C=O4···H6-N), is a quite flexible “tweezer-like” structure.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
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    Versatile synthesis of amino acid functionalized nucleosides via a domino carboxamidation reaction (2014)
    Beilstein-Institut
    Details
    Publication Date: 2014-11-07
    Description: Functionalized oligonucleotides have recently gained increased attention for incorporation in modified nucleic acid structures both for the design of aptamers with enhanced binding properties as well as the construction of catalytic DNA and RNA. As a shortcut alternative to the incorporation of multiple modified residues, each bearing one extra functional group, we present here a straightforward method for direct linking of functionalized amino acids to the nucleoside base, thus equipping the nucleoside with two extra functionalities at once. As a proof of principle, we have introduced three amino acids with functional groups frequently used as key-intermediates in DNA- and RNAzymes via an efficient and straightforward domino carboxamidation reaction. Beilstein J. Org. Chem. 2014, 10, 2566–2572. doi:10.3762/bjoc.10.268
    Keywords: amino acidsbioorganic chemistrycarboxamidation reactionchemically modifiedDNA nucleosidesnucleic acids
    Electronic ISSN: 1860-5397
    Topics: Chemistry and Pharmacology
    Published by Beilstein-Institut
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