Synthesis of precipitating chromogenic/fluorogenic β-glucosidase/β-galactosidase substrates by a new method and their application in the visual detection of foodborne pathogenic bacteria

Chem Commun (Camb). 2016 Dec 20;53(1):103-106. doi: 10.1039/c6cc07522c.

Abstract

We developed a new efficient method for the synthesis of important indoxyl glycoside substrates for β-glucosidase and β-galactosidase by using 1-acetylindol-3-ones as intermediates. This method was used to synthesise novel precipitating fluorogenic substrates for β-glucosidase based on 2-(benzothiazol-2'-yl)-phenols. We also assessed the application of these substrates in the detection of foodborne pathogenic bacteria.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacteria / enzymology
  • Bacteria / isolation & purification*
  • Chemistry Techniques, Synthetic
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / metabolism*
  • Food Microbiology
  • Glycosides / chemical synthesis*
  • Glycosides / chemistry
  • Glycosides / metabolism*
  • Indoles / chemistry
  • beta-Galactosidase / metabolism*
  • beta-Glucosidase / metabolism*

Substances

  • Fluorescent Dyes
  • Glycosides
  • Indoles
  • beta-Glucosidase
  • beta-Galactosidase