An NMR study of inclusion complexes formed by alpha-cyclodextrin and (R)- or (S)-alpha-lipoic acid

作者：Ikeda Hiroshi^*; Ikuta Naoko; Nakata Daisuke; Fukumi Hiroshi; Terao Keiji

来源：Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2012, 73(1-4): 443-447.

DOI：10.1007/s10847-011-0082-8

• Cyclodextrin
• Inclusion complex
• Lipoic acid
• NMR
• ROESY

A H-1 NMR study that explored the ability of alpha-cyclodextrin (alpha-CD) to preferentially bind (R)-alpha-lipoic acid is presented. The interaction between alpha-CD and (R)-alpha-lipoic acid was found to be stronger than that between alpha-CD and (S)-alpha-lipoic acid. Structures for the (R)-alpha-lipoic acid/alpha-CD and (S)-alpha-lipoic acid/alpha-CD inclusion complexes were constructed using restraints derived from ROESY spectra and MM2 molecular mechanics calculations. The models built for both complexes have the 1,2-dithiolane ring and the carboxyl moiety of alpha-lipoic acid oriented toward the secondary and primary hydroxy sides of alpha-CD, respectively.

• 出版日期2012-8