Department of Chemistry and Chemical Engineering, Jining University, Qufu 273155, Shandong, China.
Comput Biol Med. 2012 Apr;42(4):480-4. doi: 10.1016/j.compbiomed.2011.12.017. Epub 2012 Jan 25.
The protonated adrenaline (PAd(+)) forms supramolecular complexes with crown ethers by extensive hydrogen bond and ion-dipole interactions. Recent experiments and calculations have demonstrated the molecular recognition of PAd(+) through the supramolecular complexes formed between 12-crown-4 (12C4) and 15-crown-5 (15C5). In the present article, 18-crown-6 (18C6), 21-crown-7 (21C7), and dibenzo-24-crown-8 (DB24C8) are selected as model molecules of crown ethers to investigate systematically the cavity effect on the molecular recognition between the crown ethers and protonated adrenaline. The calculational results demonstrate that the capabilities of molecular recognition increase with the size of cavity of crown ethers. The experimental results of cyclic voltammetry (CV) are consistent with the calculational results that crown ethers can form stable supramolecular complexes with PAd(+), and the supramolecular complexes become more stable with the increasing size of crown ether.
质子化肾上腺素 (PAd(+)) 通过广泛的氢键和离子偶极相互作用与冠醚形成超分子配合物。最近的实验和计算表明，通过 12-冠-4 (12C4) 和 15-冠-5 (15C5) 之间形成的超分子配合物，实现了 PAd(+) 的分子识别。在本文中，选择 18-冠-6 (18C6)、21-冠-7 (21C7) 和二苯并-24-冠-8 (DB24C8) 作为冠醚的模型分子，系统研究空腔效应对冠醚与质子化肾上腺素之间分子识别的影响。计算结果表明，分子识别能力随冠醚空腔大小的增加而增加。循环伏安法 (CV) 的实验结果与计算结果一致，表明冠醚可以与 PAd(+) 形成稳定的超分子配合物，并且随着冠醚尺寸的增加，超分子配合物变得更加稳定。
