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

被引：6
|
作者：
Ikeda, Hiroshi [1 ]
Ikuta, Naoko [2 ]
Nakata, Daisuke [2 ]
Fukumi, Hiroshi [2 ]
Terao, Keiji [2 ]
机构：
[1] Tokyo Inst Technol, Grad Sch Biosci & Biotechnol, Dept Bioengn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
[2] CycloChem Co Ltd, Kobe, Hyogo, Japan
来源：
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY | 2012年 / 73卷 / 1-4期
关键词：
Cyclodextrin; Inclusion complex; Lipoic acid; NMR; ROESY; LIPOIC ACID; RATS;
D O I：
10.1007/s10847-011-0082-8
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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.
引用
收藏
页码：443 / 447
页数：5
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