1d-1,4-二-O-[(S)-O-乙酰基扁桃酰基]-2,3:5,6-二-O-异亚丙基-myo-肌醇的晶体结构、固态及溶液构象

Crystal structure, solid state and solution conformation of 1d-1,4-di-O-[(S)-O-acetylmandeloyl]-2,3:5,6-di-O-isopropylidene-myo-inositol.

作者信息

Sureshan Kana M, Miyasou Tomomi, Watanabe Yutaka

机构信息

Department of Applied Chemistry, Faculty of Engineering, Ehime University, Matsuyama 7908577, Japan.

出版信息

Carbohydr Res. 2004 Mar 15;339(4):807-11. doi: 10.1016/j.carres.2003.12.018.

DOI:10.1016/j.carres.2003.12.018

PMID:14980823

Abstract

The X-ray crystal structure of 1d-1,4-di-O-[(S)-O-acetylmandeloyl]-2,3:5,6-di-O-isopropylidene-myo-inositol is described. Both inositol ring and OAM (O-acetylmandeloyl) moiety deviate from their respective ideal conformations. Inositol ring adopts a flattened chair conformation while OAM adopts an ap (antiperiplanar) conformation. A comparison of its conformation in solution with that in solid was made by the use of NOESY and anisotropic shielding effect in (1)H NMR. This conformational study revealed that the title compound adopts similar conformations in both the states.

摘要

描述了1d - 1,4 - 二 - O - [(S) - O - 乙酰基扁桃酰基] - 2,3:5,6 - 二 - O - 异亚丙基 - 肌醇的X射线晶体结构。肌醇环和OAM（O - 乙酰基扁桃酰基）部分均偏离其各自的理想构象。肌醇环采用扁平椅式构象，而OAM采用ap（反式共平面）构象。通过在¹H NMR中使用NOESY和各向异性屏蔽效应，对其在溶液和固体中的构象进行了比较。该构象研究表明，标题化合物在两种状态下采用相似的构象。