Theoretical possibility of the chiral recognition of amino acids by a peptide nanoring

Jo Takeuchi, Kyozaburo Takeda

    Research output: Contribution to journalArticle

    Abstract

    By changing the constituent amino acid residues, peptide nanorings (PNRs) are expected to be applicable to molecular separation technology. In this paper, chiral recognition of guest amino acids by a host PNR is studied using ab initio calculations. We designed a theoretical host PNR consisting of four glycine and two D-asparagine residues that would work as a chiral selector even if the guest amino acid is protonated or deprotonated. We then considered the energy stability of the PNR complexes with the D and L bodies of guest amino acids. The PNR showed enhanced properties that could allow for chiral recognition of guest amino acids with polar and dissociable side chains at any solvent pH.

    Original languageEnglish
    Pages (from-to)53-64
    Number of pages12
    JournalComputational and Theoretical Chemistry
    Volume1118
    DOIs
    Publication statusPublished - 2017 Oct 15

    Fingerprint

    Nanorings
    peptides
    amino acids
    Amino Acids
    Peptides
    selectors
    Asparagine
    glycine
    Glycine
    Technology

    Keywords

    • Amino acid
    • Chiral recognition
    • Host–guest interaction
    • Peptide nanoring

    ASJC Scopus subject areas

    • Biochemistry
    • Condensed Matter Physics
    • Physical and Theoretical Chemistry

    Cite this

    Theoretical possibility of the chiral recognition of amino acids by a peptide nanoring. / Takeuchi, Jo; Takeda, Kyozaburo.

    In: Computational and Theoretical Chemistry, Vol. 1118, 15.10.2017, p. 53-64.

    Research output: Contribution to journalArticle

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