Maeno Mayaka, Tokunaga Etsuko, Yamamoto Takeshi, Suzuki Toshiya, Ogino Yoshiyuki, Ito Emi, Shiro Motoo, Asahi Toru, Shibata Norio
Department of Nanopharmaceutical Sciences and Department of Frontier Materials , Nagoya Institute of Technology , Gokiso, Showa-ku , Nagoya 466-8555 , Japan . Email:
Department of Life Science and Medical Bioscience , Waseda University (TWIns) , Wakamatsu-cho 2-2, Shinjuku-ku , Tokyo 162-8480 , Japan . Email:
Chem Sci. 2015 Feb 1;6(2):1043-1048. doi: 10.1039/c4sc03047h. Epub 2014 Oct 30.
We report on the self-disproportionation of enantiomers (SDE) of non-racemic thalidomide () and 3'-fluorothalidomide () under the conditions of gravity-driven achiral silica-gel chromatography. The presence of a fluorine atom on the chiral center dramatically alters the structure and polarity of and , resulting in the opposite SDE profile on silica-gel.
我们报道了在重力驱动的非手性硅胶色谱条件下,非外消旋沙利度胺()和3'-氟沙利度胺()对映体的自歧化作用(SDE)。手性中心上氟原子的存在显著改变了和的结构与极性,导致在硅胶上出现相反的SDE图谱。