节点文献
苯甘氨酸外消旋体的红外光谱及其对映异构体色谱拆分三点作用原理关系间的探讨
DISCUSSION OF THE APPLICATION OF THREE-POINT INTERACTION PRINCIPLE TO THE PHENYLGLYCINE RACEMIC COMPOUND IN IR SPECTROMETRY AND ITS ENANTIOMERS SEPARATION IN HPLC
【摘要】 目的 探讨色谱手性拆分三点作用原理与其用于红外光谱测定外消旋体适用性之间的关系。方法 验证三点作用原理在红外光谱中的适用性 ,并利用个别化合物苯甘氨酸在手性柱上未能得到拆分但其红外光谱仍符合该原理的特例 ,用实验阐明出现这种特殊例外的原因。结果 等量的左右旋苯甘氨酸晶体研磨数分钟 ,在固相条件下可完全转化为外消旋体化合物。X 射线粉末衍射测定结果也支持这种转化过程。结论 三点作用原理用于手性化合物的色谱分离与红外光谱分析都是相对可靠的。苯甘氨酸未能在手性色谱中直接得到拆分 ,可能是由于对映体中三个极性点之间的作用力太大 ,未能与手性柱生成瞬间非对映异构体 ,这与红外光谱制样过程中极易形成外消旋体的现象相对应。
【Abstract】 AIM To discuss the relationship between the three point interaction principle in the stereoselective separation of chromatography and applying this principle to survey the infrared spectrometry of racemate. METHODS In proving the applicability of the three point interaction principal in IR spectrometry, a special case was found that phenylglycine did not obtain enantioselective separation on the chiral column but its IR spectrometry still obey this principle and explained such special case by experiment. RESULTS After an equal quantity of solid crystal of d phenylglycine and l phenylglycine were mixed and ground for several minutes, they transformed to racemic compound. X powder diffraction also confirmed this fact. CONCLUSION The three point principle was relatively reliable when it was used in the enantioselective chromatography separation and the IR spectrometric analysis. The reason of the fact that phenylglycine was not separated by chiral column can be explained by the fact that the acting force between the three polarity groups in the enantiomers is so strong that they can not form the instantaneous diastereoisomer with the chiral column, it was agreeable with the phenomenon that racemic mixture easily became racemic compound only by simply grinding the mixture in IR spectrometric experiment.
- 【文献出处】 药学学报 ,Acta Pharmaceutica Sinica , 编辑部邮箱 ,2002年08期
- 【分类号】R917
- 【被引频次】6
- 【下载频次】288