Rotational Spectrum and Conformational Analysis of Perillartine: Insights into the Structure-Sweetness Relationship

Molecules. 2022 Mar 16;27(6):1924. doi: 10.3390/molecules27061924.

Abstract

We used high-resolution rotational spectroscopy coupled to a laser ablation source to study the conformational panorama of perillartine, a solid synthetic sweetener. Four conformers were identified under the isolation conditions of the supersonic expansion, showing that all of them present an E configuration of the C=N group with respect to the double bond of the ring. The observed structures were verified against Shallenberger-Acree-Kier's sweetness theory to shed light on the structure-sweetness relationship for this particular oxime, highlighting a deluge of possibilities to bind the receptor.

Keywords: Fourier transform microwave spectroscopy; Shallenberger–Acree–Kier theory; high-intensity sweetener; perillartine.

MeSH terms

  • Cyclohexenes
  • Hydrogen Bonding
  • Molecular Conformation
  • Monoterpenes
  • Oximes*
  • Thermodynamics

Substances

  • Cyclohexenes
  • Monoterpenes
  • Oximes
  • perillartine