Alonso Elena R, León Iker, Kolesniková Lucie, Alonso Jose L
Grupo de Espectroscopía Molecular (GEM) Edificio Quifima, Laboratorio de Espectroscopia y Bioespectroscopia Unidad Asociada CSIC, Parque Científico Uva, Universidad de Valladolid, 47011, Valladolid, Spain.
Chemphyschem. 2018 Dec 19;19(24):3334-3340. doi: 10.1002/cphc.201800977. Epub 2018 Nov 20.
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.
首次通过结合啁啾脉冲傅里叶变换微波（CP-FTMW）光谱和激光烧蚀（LA）对人工甜味剂山梨醇和卫矛醇进行了气相研究。超声速膨胀提供的隔离条件揭示了这些甜味剂的固有构象结构。山梨醇和卫矛醇分别观察到的三个和五个构象异构体，通过邻位羟基之间顺时针或逆时针排列的协同分子内氢键网络得以稳定。在这两种多元醇鉴定出的八个构象异构体中，有七个的结构中的合适位置符合沙伦伯格和阿克里提出的甜味分子理论中糖基的要求。目前的结果首次建立了糖醇甜味与结构之间的联系。
