Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, MI 48202, USA.
Angew Chem Int Ed Engl. 2012 Oct 29;51(44):11105-9. doi: 10.1002/anie.201204400. Epub 2012 Sep 13.
At a moment's notice: Thermal equilibration of 1 and mass spectral analysis of sialyl phosphates suggest that the 4O,5N-oxazolidinone and the 4,5-O-carbonate systems influence the anomeric effect and the mechanisms of sialidation by virtue of their dipole moment in the mean plane of the pyranose ring. The electron-withdrawing effect destabilizes 2 and promotes associative glycosylation mechanisms. TEMPO = 2,2,6,6-tetramethylpiperidine N-oxide.
1 的热平衡和唾液酸磷酸的质谱分析表明，4O,5N-噁唑烷酮和 4,5-O-碳酸酯系统通过其在吡喃糖环的平均平面中的偶极矩影响端基效应和唾液酸化机制。吸电子效应使 2 不稳定并促进缔合糖基化机制。TEMPO = 2,2,6,6-四甲基哌啶氮氧化物。
