Department of Analytical Chemistry, Institute of Chemical Technology, Technická 5, Prague, Czech Republic.
J Pharm Biomed Anal. 2010 Dec 1;53(4):958-61. doi: 10.1016/j.jpba.2010.07.007. Epub 2010 Aug 1.
Alaptide is the active substance of the veterinary dermatological ointment ALAPTID and a potential drug in human medicine. Electronic circular dichroism spectroscopy (ECD), transparent spectral region optical rotation (OR), and ab initio calculations were employed to determine the absolute configuration of alaptide. No X-ray structural data determining the absolute configuration were available. It was not possible to employ vibrational circular dichroism spectroscopy (VCD), because alaptide was not sufficiently soluble in common solvents used in VCD spectroscopy to generate reliable spectra. Both ECD spectra and OR values of alaptide solution were in good agreement with predicted data and determined unambiguously the absolute configuration of alaptide synthesized from (S)-alanine as being (S).
阿伐肽是兽用皮肤科软膏 ALAPTID 的活性物质，也是人类医学中的一种潜在药物。采用电子圆二色性光谱（ECD）、透明光谱区旋光度（OR）和从头算计算方法确定了阿伐肽的绝对构型。没有可用于确定绝对构型的 X 射线结构数据。由于阿伐肽在用于 VCD 光谱的常见溶剂中的溶解度不足以产生可靠的光谱，因此无法使用振动圆二色性光谱（VCD）。ECD 光谱和阿伐肽溶液的 OR 值与预测数据非常吻合，明确确定了由（S）-丙氨酸合成的阿伐肽的绝对构型为（S）。
