FITC-labeled d-glucose analog is suitable as a probe for detecting insulin-dependent glucose uptake

Bioorg Med Chem Lett. 2018 Dec 1;28(22):3560-3563. doi: 10.1016/j.bmcl.2018.09.027. Epub 2018 Sep 21.

Abstract

The detection of the insulin-dependent glucose uptake is a vital part in the research of diabetes. To establish a sensitive assay for measuring glucose uptake in living cells, we synthesized a FITC linked d-glucosamine 2 as a probe. 2 was obtained by the reaction of commercially available d-glucosamine hydrochloride and FITC and was determined as a single anomeric form by 1H NMR and 13C NMR. 2 exhibited good water solubility and stability. An uptake assay in HepG2 cells with or without insulin demonstrated that FITC showed strong cellular uptake, whereas uptake of 2 is much less but is insulin dependent. This suggests that 2 is specifically transported into cells through a receptor that is regulated by insulin and has potential application in screening of compounds or genes that regulate the insulin-dependence in cell-based assays.

Keywords: Diabetes; FITC; Glucose uptake; Insulin-dependence; Probe; Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fluorescein-5-isothiocyanate / chemistry*
  • Glucose / analogs & derivatives*
  • Glucose / metabolism*
  • Hep G2 Cells
  • Hepatocytes / cytology
  • Hepatocytes / drug effects
  • Hepatocytes / metabolism
  • Humans
  • Insulin / pharmacology*
  • Isomerism
  • Magnetic Resonance Spectroscopy
  • Microscopy, Fluorescence

Substances

  • Insulin
  • Fluorescein-5-isothiocyanate
  • Glucose