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

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    Publication date
    2018-01
    Author
    Ardila-Fierro, K.
    Crawford, Deborah E.
    Körner, A.
    James, S.L.
    Bolm, C.
    Hernández, J.G.
    Keyword
    Oligomerisation
    Papain
    Ball milling
    Twin-screw extrusion
    Juliá–Colonna enantioselective epoxidation
    Peer-Reviewed
    Yes
    
    Metadata
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    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 Juliá–Colonna enantioselective epoxidation of chalcone derivatives.
    URI
    http://hdl.handle.net/10454/17696
    Version
    No full-text in the repository
    Citation
    Ardila-Fierro KJ, Crawford DE, Körner A et al (2018) Papain-catalysed mechanochemical synthesis of ogliopeptides by milling and twin-screw extrusion: application in the Juliá–Colonna enantioselective epoxidation. Green Chemistry. 20(6): 1262-1269.
    Link to publisher’s version
    https://doi.org/10.1039/C7GC03205F
    Type
    Article
    Collections
    Life Sciences Publications

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