Bock K, Hvidt T, Marino-Albernas J, Verez-Bencomo V
Department of Chemistry, Carlsberg Laboratory, Valby, Denmark.
Carbohydr Res. 1990 Apr 25;200:33-45. doi: 10.1016/0008-6215(90)84180-3.
The 1H- and 13C-n.m.r. spectra of allyl 2-O-[4-O-(3,6-di-O-methyl-beta-D-glucopyranosyl)-2,3-di-O-methyl-alpha-L -rhamnopyranosyl]-3-O-methyl-alpha-L-rhamnopyranoside (3), a glycoside of the terminal trisaccharide found in the phenolic glycolipid I from Mycobacterium leprae, and those of the two component disaccharides, allyl 4-O-(3,6-di-O-methyl-beta-D-glucopyranosyl)-2,3-di-O- methyl-alpha-L-rhamnopyranoside (1) and allyl 2-O-(2,3-di-O-methyl-alpha-L-rhamnopyranosyl)-3-O-methyl-alpha-L- rhamnopyranoside (2) have been assigned completely by 1D and 2D techniques. The preferred conformations, determined by chemical shift and n.O.e. studies, were different in D2O, CD3OD, and CDCl3. The preferred conformation of 3 accorded with the results of hard-sphere exo-anomeric (HSEA) calculations.
烯丙基2 - O - [4 - O - (3,6 - 二 - O - 甲基 - β - D - 吡喃葡萄糖基)-2,3 - 二 - O - 甲基 - α - L - 鼠李吡喃糖基]-3 - O - 甲基 - α - L - 鼠李吡喃糖苷（3）是从麻风分枝杆菌的酚糖脂I中发现的末端三糖的糖苷，以及两种组成二糖，烯丙基4 - O - (3,6 - 二 - O - 甲基 - β - D - 吡喃葡萄糖基)-2,3 - 二 - O - 甲基 - α - L - 鼠李吡喃糖苷（1）和烯丙基2 - O - (2,3 - 二 - O - 甲基 - α - L - 鼠李吡喃糖基)-3 - O - 甲基 - α - L - 鼠李吡喃糖苷（2）的¹H - 和¹³C - 核磁共振谱已通过一维和二维技术完全归属。通过化学位移和核Overhauser效应（n.O.e.）研究确定的优势构象在D₂O、CD₃OD和CDCl₃中有所不同。3的优势构象与硬球外端基异构（HSEA）计算结果一致。
