A labeled guanidine ligand for studying sweet taste

Bioorg Med Chem Lett. 1998 Apr 7;8(7):881-4. doi: 10.1016/s0960-894x(98)00130-9.

Abstract

A synthesis of a biotinylated-, coumarin-substituted-N,N'-diarylguanidine 1 is reported. This ligand has structural features conducive to studying sweet taste including a fluorescent tag to facilitate spectroscopic studies of binding to protein-receptors for sweet ligands and an anchor for affinity purification.

Publication types

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

MeSH terms

  • Biotin / analogs & derivatives*
  • Biotin / chemical synthesis
  • Biotin / chemistry
  • Biotin / pharmacokinetics
  • Biotinylation
  • Chemoreceptor Cells / physiology*
  • Drug Design
  • Fluorescent Dyes
  • Guanidines / chemical synthesis*
  • Guanidines / chemistry
  • Guanidines / pharmacokinetics
  • Humans
  • Indicators and Reagents
  • Ligands
  • Molecular Structure
  • Spectrometry, Fluorescence
  • Sweetening Agents / chemical synthesis*
  • Sweetening Agents / chemistry
  • Sweetening Agents / pharmacokinetics
  • Taste*

Substances

  • 2-(carboxymethyl)-3-(4-cyanophenyl)-1-(3-(((((((hexahydro-2-oxo-1H-thieno(3,4-d)imidazol-4-yl)butyl)carbonyl)amino)ethylamino)carbonyl)methyl)-4-methyl-2-oxobenzopyran-7-yl)guanidine
  • Fluorescent Dyes
  • Guanidines
  • Indicators and Reagents
  • Ligands
  • Sweetening Agents
  • Biotin