聚环氧乙烷模型辅助因子；1,3,6-三-O-没食子酰基-β-D-葡萄糖和柯里拉京的分子模拟

Molecular modeling of poly(ethylene oxide) model cofactors; 1,3,6-tri-O-galloyl-beta- d-glucose and corilagin.

作者信息

Gaudreault Roger, van de ven Theo G M, Whitehead Michael A

机构信息

Department of Chemistry, McGill University, 801, Sherbrooke St. W, Montreal, Qc, Canada.

出版信息

J Mol Model. 2002 Mar;8(3):73-80. doi: 10.1007/s00894-001-0070-9.

DOI:10.1007/s00894-001-0070-9

PMID:12111394

Abstract

The most stable structures of two poly(ethylene oxide) (PEO) model cofactors, beta-1-O-galloyl-3,6-( R)-hexahydroxydiphenoyl- d-glucose (corilagin) and 1,3,6-tri-O-galloyl-beta- d-glucose (TGG), are calculated using molecular modeling and PM3 semiempirical molecular orbital theories. The theoretical PM3 structures agree with interpreted structures from experimental NMR; the glucopyranose ring of corilagin has a boat and TGG a chair conformation, for which the heats of formation, torsion angles, distances, van der Waals surface, and the infrared spectra are calculated.

摘要

利用分子建模和PM3半经验分子轨道理论计算了两种聚环氧乙烷（PEO）模型辅助因子，即β-1-O-没食子酰基-3,6-(R)-六羟基二苯甲酰基-D-葡萄糖（柯里拉京）和1,3,6-三-O-没食子酰基-β-D-葡萄糖（TGG）的最稳定结构。理论上的PM3结构与实验核磁共振解释的结构一致；柯里拉京的吡喃葡萄糖环呈船式构象，TGG呈椅式构象，并计算了它们的生成热、扭转角、距离、范德华表面和红外光谱。