Fluorescent THF-based fructose analogue exhibits fructose-dependent uptake

Chembiochem. 2013 Jul 8;14(10):1263-70. doi: 10.1002/cbic.201300164. Epub 2013 Jun 19.

Abstract

Recent publications suggest that high dietary fructose might play a significant role in cancer metabolism and can exacerbate a number of aspects of metabolic syndrome. Addressing the role that fructose plays in human health is a controversial question and requires a detailed understanding of many factors including the mechanism of fructose transport into healthy and diseased cells. Fructose transport into cells is thought to be largely mediated by the passive hexose transporters Glut2 and Glut5. To date, no probes that can be selectively transported by one of these enzymes but not by the other have been identified. The data presented here indicate that, in MCF-7 cells, a 1-amino-2,5-anhydro-D-mannitol-based fluorescent NBDM probe is transported twice as efficiently as fructose and that this takes place with the aid of Glut5. Its Glut5 specificity and differential uptake in cancer cells and in normal cells suggest this NBDM probe as a potentially useful tool for cross-cell-line correlation of Glut5 transport activity.

Keywords: Glut5; breast cancer; carbohydrates; fluorescent probes; fructose transport.

Publication types

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

MeSH terms

  • Biological Transport
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacokinetics*
  • Fructose / analogs & derivatives*
  • Fructose / chemistry
  • Fructose / pharmacokinetics*
  • Glucose Transporter Type 5 / metabolism
  • Humans
  • MCF-7 Cells
  • Mannitol / analogs & derivatives
  • Mannitol / pharmacokinetics
  • Microscopy, Confocal

Substances

  • Fluorescent Dyes
  • Glucose Transporter Type 5
  • SLC2A5 protein, human
  • Fructose
  • Mannitol