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The synthesis of novel chromogenic enzyme substrates for detection of bacterial glycosidases and their applications in diagnostic microbiology

Michael Burton, John D. Perry, Stephen P. Stanforth, Hayley J. Turner

    Research output: Contribution to journalArticlepeer-review

    8 Citations (Scopus)
    45 Downloads (Pure)

    Abstract

    The preparation and evaluation of chromogenic substrates for detecting bacterial glycosidase enzymes is reported. These substrates are monoglycoside derivatives of the metal chelators catechol, 2,3-dihydroxynaphthalene (DHN) and 6,7-dibromo-2,3-dihydroxynaphthalene (6,7-dibromo-DHN). When hydrolysed by appropriate bacterial enzymes these substrates produced coloured chelates in the presence of ammonium iron(III) citrate, thus enabling bacterial detection. A β-D-riboside of DHN and a β-D-glucuronide derivative of 6,7-dibromo-DHN were particularly effective for the detection of S. aureus and E. coli respectively.
    Original languageEnglish
    Pages (from-to)4841-4849
    Number of pages9
    JournalBioorganic & Medicinal Chemistry
    Volume26
    Issue number17
    Early online date17 Aug 2018
    DOIs
    Publication statusPublished - 15 Sept 2018

    Keywords

    • Enzyme substrates
    • Chromogenic substrates
    • Glycosidase
    • Pathogenic microorganisms
    • Bacterial detection

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