Kim Y H, Tishbee A, Gil-Av E
Science. 1981 Sep 18;213(4514):1379-81. doi: 10.1126/science.7268441.
Chiral recognition by nucleosides and nucleotides coated on silica gel was studied by high-performance liquid chromatography. Helicenes, which are chiral polyaromatic hydrocarbons, were used as probes. Stereoselectivity was detected when the nucleobase was a purine (adenosine 3', 5'-monophosphate, an guanosine), but was not detected with the pyrimidine derivative uridine. For a given nucleobase (adenine), all changes in the ribose moiety affected the resolution factors, which ranged between 1.03 and 1.074. These results might be relevant to the enantioselectivity of carcinogenic metabolites of polyaromatic hydrocarbons.
采用高效液相色谱法研究了涂覆在硅胶上的核苷和核苷酸的手性识别。手性多环芳烃螺旋烯用作探针。当核苷酸碱基为嘌呤（3',5'-单磷酸腺苷和鸟苷）时可检测到立体选择性，但嘧啶衍生物尿苷未检测到。对于给定的核苷酸碱基（腺嘌呤），核糖部分的所有变化都会影响分辨率因子，其范围在1.03至1.074之间。这些结果可能与多环芳烃致癌代谢物的对映选择性有关。
