Transition state analogue imprinted polymers as artificial amidases for amino acid p-nitroanilides: morphological effects of polymer network on catalytic efficiency.

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  • Author(s): Mathew D;Mathew D; Thomas B; Thomas B; Thomas B; Devaky KS; Devaky KS
  • Source:
    Artificial cells, nanomedicine, and biotechnology [Artif Cells Nanomed Biotechnol] 2018 Dec; Vol. 46 (8), pp. 1830-1837. Date of Electronic Publication: 2017 Nov 13.
  • Publication Type:
    Journal Article
  • Language:
    English
  • Additional Information
    • Source:
      Publisher: Taylor & Francis Country of Publication: England NLM ID: 101594777 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 2169-141X (Electronic) Linking ISSN: 21691401 NLM ISO Abbreviation: Artif Cells Nanomed Biotechnol Subsets: MEDLINE
    • Publication Information:
      Publication: 2015- : Abingdon, Oxford : Taylor & Francis
      Original Publication: London : Informa Healthcare, [2013]-
    • Subject Terms:
      Amidohydrolases*/chemical synthesis ; Amidohydrolases*/chemistry ; Polymers*/chemical synthesis ; Polymers*/chemistry; Anilides/*chemistry; Catalysis
    • Abstract:
      The morphology of the polymer network - porous/less porous - plays predominant role in the amidase activities of the polymer catalysts in the hydrolytic reactions of amino acid p-nitroanilides. Polymers with the imprints of stable phosphonate analogue of the intermediate of hydrolytic reactions were synthesized as enzyme mimics. Molecular imprinting was carried out in thermodynamically stable porogen dimethyl sulphoxide and unstable porogen chloroform, to investigate the morphological effects of polymers on catalytic amidolysis. It was found that the medium of polymerization has vital influence in the amidase activities of the enzyme mimics. The morphological studies of the polymer catalysts were carried out by scanning electron microscopy and Bruner-Emmett-Teller analysis. The morphology of the polymer catalysts and their amidase activities are found to be dependent on the composition of reaction medium. The polymer catalyst prepared in dimethyl sulphoxide is observed to be efficient in 1:9 acetonitrile (ACN)-Tris HCl buffer and that prepared in chloroform is noticed to be stereo specifically and shape-selectively effective in 9:1 ACN-Tris HCl buffer. The solvent memory effect in catalytic amidolysis was investigated using the polymer prepared in acetonitrile.
    • Contributed Indexing:
      Keywords: Michaelis–Menten kinetics; Molecular imprinting; amidase activity; porogens; solvent memory; transition state analogue
    • Accession Number:
      0 (Anilides)
      0 (Polymers)
      EC 3.5.- (Amidohydrolases)
    • Publication Date:
      Date Created: 20171114 Date Completed: 20190219 Latest Revision: 20190320
    • Publication Date:
      20240105
    • Accession Number:
      10.1080/21691401.2017.1394871
    • Accession Number:
      29130770