Department of Chemistry, A. Mickiewicz University, Poznan 60-780, Poland.
Chirality. 2009;21 Suppl 1:E37-47. doi: 10.1002/chir.20774.
The absolute configurations of cis-dihydrodiol bacterial metabolites derived from quinoline substrates and their quinolinium salts have been determined by comparison of experimental and calculated chiroptical data (circular dichroism spectra and optical rotations). The role of intramolecular H-bonding and other interactions in the preferred conformations has been investigated, including the effect of protonation of several cis-dihydrodiols. The presence of a strong intramolecular OH...N bond in several cis-dihydrodiol metabolites suggests that such species have a residually chiral oxygen atom.
通过比较实验和计算的手性数据（圆二色光谱和旋光），确定了来自喹啉底物及其季铵盐的顺式二氢二醇细菌代谢物的绝对构型。研究了分子内氢键和其他相互作用在优先构象中的作用，包括几个顺式二氢二醇质子化的影响。在几种顺式二氢二醇代谢物中存在强的分子内 OH...N 键表明这些物质具有残留的手性氧原子。
