Peptide sweeteners. 7. Taste relationships of trifluoroacetyl-L-aspartylanilides

J Med Chem. 1984 Dec;27(12):1668-72. doi: 10.1021/jm00378a024.

Abstract

A series of analogues of trifluoroacetyl-alpha-L-aspartylanilides substituted at various positions on the aromatic ring was synthesized and tasted. The position of the substitution is essential for the nature of the taste response. The results clearly establish the close relationship between sweet and bitter taste for these compounds. Combined electronic and topochemical contributions are discussed.

Publication types

  • Comparative Study
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anilides / chemical synthesis*
  • Aspartic Acid / analogs & derivatives*
  • Aspartic Acid / chemical synthesis
  • Chemical Phenomena
  • Chemistry
  • Chromatography, Thin Layer
  • Humans
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Optical Rotation
  • Structure-Activity Relationship
  • Sweetening Agents / chemical synthesis*
  • Taste

Substances

  • Anilides
  • Indicators and Reagents
  • Sweetening Agents
  • Aspartic Acid