Cell-permeable near-infrared fluorogenic substrates for imaging beta-lactamase activity

J Am Chem Soc. 2005 Mar 30;127(12):4158-9. doi: 10.1021/ja042829+.

Abstract

This communication describes a design of cell-permeable near-infrared fluorogenic substrates for imaging beta-lactamase expression in living mammalian cells. This design is based on fluorescence energy transfer resonance and utilizes a peracetylated d-glucosamine to facilitate the transport of the near-infrared probe across cell membranes. This new type of fluorogenic probe may also be applied to image gene expression in living animals.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acetylation
  • Animals
  • Carbocyanines / chemical synthesis
  • Carbocyanines / chemistry*
  • Carbocyanines / pharmacokinetics
  • Cell Line, Tumor
  • Cell Membrane Permeability
  • Cephalosporins / chemical synthesis
  • Cephalosporins / chemistry*
  • Cephalosporins / pharmacokinetics
  • Fluorescence Resonance Energy Transfer
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / pharmacokinetics
  • Glioma / enzymology
  • Glioma / genetics
  • Glioma / metabolism
  • Glucosamine / analogs & derivatives
  • Glucosamine / chemistry
  • Rats
  • Spectroscopy, Near-Infrared
  • Transfection
  • beta-Lactamases / analysis
  • beta-Lactamases / biosynthesis
  • beta-Lactamases / genetics
  • beta-Lactamases / metabolism*

Substances

  • Carbocyanines
  • Cephalosporins
  • Fluorescent Dyes
  • cyanine dye 5
  • beta-Lactamases
  • beta-lactamase TEM-1
  • Glucosamine