BIROn - Birkbeck Institutional Research Online

    Active diuretic peptidomimetic insect kinin analogs that contain β-turn mimetic motif 4-aminopyroglutamate and lack native peptide bonds

    Nachman, R.J. and Kaczmarek, K. and Zabrocki, J. and Coast, Geoffrey M. (2012) Active diuretic peptidomimetic insect kinin analogs that contain β-turn mimetic motif 4-aminopyroglutamate and lack native peptide bonds. Peptides 34 (1), pp. 262-265. ISSN 0196-9781.

    Full text not available from this repository.

    Abstract

    The multifunctional ‘insect kinins’ of arthropods share the evolutionarily conserved C-terminal pentapeptide core sequence Phe-X1-X2-Trp-Gly-NH2, where X1 = His, Asn, Ser, or Tyr and X2 = Ser, Pro, or Ala. Insect kinins regulate diuresis in many species of insects, including the house cricket, Acheta domesticus. Insect kinins, however, are susceptible to fast enzymatic degradation by endogenous peptidases that severely limit their potential use as tools for pest control or for endocrinological studies. To enhance resistance to peptidases, the core insect kinin sequence was structurally modified in this study to replace native peptide bonds susceptible to proteolytic degradation. These modifications include incorporation of two stereochemical variants of the β-turn mimetic motif 4-aminogutamate in place of the X1-X2 residues, insertion of a reduced peptide bond between residues Trp-Gly, and replacement of the Phe residue with a hydrocinnamyl group. The resulting biostable, peptidomimetic analogs contain no native peptide bonds and yet retain significant diuretic activity in an in vitro cricket Malpighian tubule fluid secretion assay, matching the efficacy of a native A. domesticus kinin (Achdo-KI). These novel analogs represent ideal new tools for endocrinologists studying arthropod kinin regulated processes in vivo, and provide leads in the development of novel, environmentally friendly pest insect management agents capable of disruption of the critical processes that kinins regulate.

    Metadata

    Item Type: Article
    Keyword(s) / Subject(s): Insect management, Reduced peptide bond, Cricket, Malpighian tubule, Diuresis
    School: Birkbeck Schools and Departments > School of Science > Biological Sciences
    Depositing User: Administrator
    Date Deposited: 10 Oct 2011 08:11
    Last Modified: 17 Apr 2013 12:21
    URI: http://eprints.bbk.ac.uk/id/eprint/4195

    Statistics

    Downloads
    Activity Overview
    0Downloads
    122Hits

    Additional statistics are available via IRStats2.

    Archive Staff Only (login required)

    Edit/View Item Edit/View Item