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The Structural Signs of Sweetness in Artificial Sweeteners: A Rotational Study of Sorbitol and Dulcitol
- Source :
- ChemPhysChem. 19:3334-3340
- Publication Year :
- 2018
- Publisher :
- Wiley, 2018.
-
Abstract
- A gas-phase study on the artificial sweeteners sorbitol and dulcitol has been carried out for the first time by using a combination of chirped-pulse Fourier-transform microwave (CP-FTMW) spectroscopy and laser ablation (LA). The isolation conditions provided by the supersonic expansion reveal the intrinsic conformational structures of these sweeteners. The three and five observed conformers for sorbitol and dulcitol, respectively, are stabilized by networks of cooperative intramolecular hydrogen bonds between vicinal hydroxyl groups in clockwise or counterclockwise arrangements. Suitable places in the structure of seven out of eight conformers identified for both polyalcohols meet the requirements of the glucophore proposed by Shallenberger and Acree's molecular theory of sweet taste. Present results provide the first linkage between sweetness and structure in sugar alcohols.
- Subjects :
- Models, Molecular
010304 chemical physics
Hydrogen bond
Molecular Conformation
Hydrogen Bonding
Sweetness
010402 general chemistry
01 natural sciences
Artificial Sweetener
Atomic and Molecular Physics, and Optics
0104 chemical sciences
chemistry.chemical_compound
Crystallography
chemistry
Sweetening Agents
Intramolecular force
Galactitol
0103 physical sciences
Sorbitol
Thermodynamics
Rotational spectroscopy
Physical and Theoretical Chemistry
Sugar
Conformational isomerism
Subjects
Details
- ISSN :
- 14394235
- Volume :
- 19
- Database :
- OpenAIRE
- Journal :
- ChemPhysChem
- Accession number :
- edsair.doi.dedup.....a5e4068378d07c07b33031ad9c801d43