Papain-catalysed mechanochemical synthesis of oligopeptides by milling and twin-screw extrusion: application in the Julia-Colonna enantioselective epoxidation

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    Papain-catalysed mechanochemical synthesis of oligopeptides by milling and twin-screw extrusion: application in the Julia-Colonna enantioselective epoxidation. / Ardila-Fierro, Karen J.; Crawford, Deborah E.; Körner, Andrea ; James, Stuart L.; Bolm, Carsten; Hernández, José G. .

    In: Green Chemistry, Vol. 20, No. 6, 21.03.2018, p. 1262-1269 .

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    @article{452c8e799d684bf09044812bd70be0fa,
    title = "Papain-catalysed mechanochemical synthesis of oligopeptides by milling and twin-screw extrusion: application in the Julia-Colonna enantioselective epoxidation",
    abstract = "The oligomerisation of L-amino acids by papain was studied in a mixer ball mill and in a planetary ball mill. The biocatalyst proved stable under the ball milling conditions providing the corresponding oligopeptides in good to excellent yields and with a variable degree of polymerisation. Both parameters were found to be dependent on the reaction conditions and on the nature of the amino acid (specifically on its side-chain size and hydrophobicity). In addition, the chemoenzymatic oligomerisation was demonstrated by utilising twin-screw extrusion technology, which allowed for a scalable continuous process. Finally, the synthesised oligo(L-Leu) 2b proved to be active as a catalyst in the Juli{\'a}–Colonna enantioselective epoxidation of chalcone derivatives.",
    author = "Ardila-Fierro, {Karen J.} and Crawford, {Deborah E.} and Andrea K{\"o}rner and James, {Stuart L.} and Carsten Bolm and Hern{\'a}ndez, {Jos{\'e} G.}",
    year = "2018",
    month = "3",
    day = "21",
    doi = "10.1039/C7GC03205F",
    language = "English",
    volume = "20",
    pages = "1262--1269",
    journal = "Green Chemistry",
    issn = "1463-9262",
    publisher = "Royal Society of Chemistry",
    number = "6",

    }

    RIS

    TY - JOUR

    T1 - Papain-catalysed mechanochemical synthesis of oligopeptides by milling and twin-screw extrusion: application in the Julia-Colonna enantioselective epoxidation

    AU - Ardila-Fierro, Karen J.

    AU - Crawford, Deborah E.

    AU - Körner, Andrea

    AU - James, Stuart L.

    AU - Bolm, Carsten

    AU - Hernández, José G.

    PY - 2018/3/21

    Y1 - 2018/3/21

    N2 - The oligomerisation of L-amino acids by papain was studied in a mixer ball mill and in a planetary ball mill. The biocatalyst proved stable under the ball milling conditions providing the corresponding oligopeptides in good to excellent yields and with a variable degree of polymerisation. Both parameters were found to be dependent on the reaction conditions and on the nature of the amino acid (specifically on its side-chain size and hydrophobicity). In addition, the chemoenzymatic oligomerisation was demonstrated by utilising twin-screw extrusion technology, which allowed for a scalable continuous process. Finally, the synthesised oligo(L-Leu) 2b proved to be active as a catalyst in the Juliá–Colonna enantioselective epoxidation of chalcone derivatives.

    AB - The oligomerisation of L-amino acids by papain was studied in a mixer ball mill and in a planetary ball mill. The biocatalyst proved stable under the ball milling conditions providing the corresponding oligopeptides in good to excellent yields and with a variable degree of polymerisation. Both parameters were found to be dependent on the reaction conditions and on the nature of the amino acid (specifically on its side-chain size and hydrophobicity). In addition, the chemoenzymatic oligomerisation was demonstrated by utilising twin-screw extrusion technology, which allowed for a scalable continuous process. Finally, the synthesised oligo(L-Leu) 2b proved to be active as a catalyst in the Juliá–Colonna enantioselective epoxidation of chalcone derivatives.

    U2 - 10.1039/C7GC03205F

    DO - 10.1039/C7GC03205F

    M3 - Article

    VL - 20

    SP - 1262

    EP - 1269

    JO - Green Chemistry

    T2 - Green Chemistry

    JF - Green Chemistry

    SN - 1463-9262

    IS - 6

    ER -

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