A red-shifted photochromic sulfonylurea for the remote control of pancreatic beta cell function

Chem Commun (Camb). 2015 Apr 7;51(27):6018-21. doi: 10.1039/c5cc01224d. Epub 2015 Mar 11.

Abstract

Azobenzene photoresponsive elements can be installed on sulfonylureas, yielding optical control over pancreatic beta cell function and insulin release. An obstacle to such photopharmacological approaches remains the use of ultraviolet-blue illumination. Herein, we synthesize and test a novel yellow light-activated sulfonylurea based on a heterocyclic azobenzene bearing a push-pull system.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Azo Compounds / chemistry*
  • Calcium / metabolism
  • Cells, Cultured
  • Diazoxide / pharmacology
  • Gene Expression Regulation
  • Guanine Nucleotide Exchange Factors / genetics
  • Guanine Nucleotide Exchange Factors / metabolism
  • HEK293 Cells
  • Humans
  • Hypoglycemic Agents / pharmacology
  • Insulin / agonists*
  • Insulin / metabolism
  • Insulin Secretion
  • Insulin-Secreting Cells / cytology
  • Insulin-Secreting Cells / drug effects
  • Insulin-Secreting Cells / metabolism
  • Insulin-Secreting Cells / radiation effects*
  • Islets of Langerhans / cytology
  • Islets of Langerhans / drug effects
  • Islets of Langerhans / metabolism
  • Islets of Langerhans / radiation effects*
  • Light
  • Mice
  • Photochemical Processes
  • Potassium / metabolism
  • Signal Transduction
  • Sulfonylurea Compounds / chemistry*
  • Sulfonylurea Compounds / pharmacology
  • Sulfonylurea Receptors / genetics
  • Sulfonylurea Receptors / metabolism

Substances

  • ABCC8 protein, human
  • Azo Compounds
  • Guanine Nucleotide Exchange Factors
  • Hypoglycemic Agents
  • Insulin
  • RAPGEF4 protein, human
  • Sulfonylurea Compounds
  • Sulfonylurea Receptors
  • glimepiride
  • azobenzene
  • Diazoxide
  • Potassium
  • Calcium