与木葡聚糖相关的寡糖：2-O-（α-L-呋喃岩藻糖基）-β-D-吡喃半乳糖苷甲酯的合成与X射线晶体结构
Oligosaccharides related to xyloglucan: synthesis and X-ray crystal structure of methyl 2-0-(alpha-L-fucopyranosyl)-beta-D-galactopyranoside.
作者信息
Watt D K, Brasch D J, Larsen D S, Melton L D, Simpson J
机构信息
Department of Chemistry, University of Otago, Dunedin, New Zealand.
出版信息
Carbohydr Res. 1996 May 14;285:1-15. doi: 10.1016/s0008-6215(96)90160-3.
The disaccharides methyl 2-O-(alpha-L-fucopyranosyl)-beta-D-galactopyranoside and methyl 2-O-(alpha-L-fucopyranosyl)-alpha-D-galactopyranoside have been synthesised using the assisted halide reaction of tri-O-benzyl-alpha-L-fucopyranosyl bromide with methyl 3,4,6-tri-O-benzyl-beta-D-galactopyranoside and methyl 3,4,6-tri-O-benzyl-alpha-D-galactopyranoside to construct the interresidue glycosidic linkages. A crystal structure of methyl 2-O-(alpha-L-fucopyranosyl)-beta-D-galactopyranoside was determined using Mo-K alpha X-ray data at 183 K. The space group is P1 (No. 1) with the unit cell containing two molecules of the disaccharide with unique conformations and a water molecule. The structure was refined to R = 0.0566 for 2969 reflections. The L-fucopyranosyl and D-galactopyranosyl residues have the nominal 1C4 and 4C1 conformations, respectively. The interresidue torsion angles are comparable with those generated in a recent molecular modelling study.
已通过三 - O - 苄基 - α - L - 呋喃岩藻糖基溴与3,4,6 - 三 - O - 苄基 - β - D - 吡喃半乳糖苷和3,4,6 - 三 - O - 苄基 - α - D - 吡喃半乳糖苷的辅助卤化物反应来构建残基间糖苷键，合成了二糖2 - O -（α - L - 呋喃岩藻糖基） - β - D - 吡喃半乳糖苷甲酯和2 - O -（α - L - 呋喃岩藻糖基） - α - D - 吡喃半乳糖苷甲酯。利用183 K下的Mo - Kα X射线数据测定了2 - O -（α - L - 呋喃岩藻糖基） - β - D - 吡喃半乳糖苷甲酯的晶体结构。空间群为P1（编号1），晶胞包含两个具有独特构象的二糖分子和一个水分子。对2969个反射进行结构精修，得到R = 0.0566。L - 呋喃岩藻糖基和D - 吡喃半乳糖基残基分别具有标称的1C4和4C1构象。残基间扭转角与最近的分子模拟研究中产生的扭转角相当。
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