α-D-glucopyranosyl-(1"→4')-α-D-glucopyranosyl-(1'→3)-3D-chiro-inositol | 1402284-14-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-glucopyranosyl-(1"→4')-α-D-glucopyranosyl-(1'→3)-3D-chiro-inositol
• CAS: 1402284-14-3
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: YPQMXXBWZNFHNA-YQOJIZCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.19
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  279.68
• 氢给体数：
  12.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  β-环糊精 、 D-chiro-inositol 在 Thermoanaerobacter sp. cyclodextrin glucosyl transferase 作用下， 以 aq. phosphate buffer 为溶剂， 反应 24.0h， 以23%的产率得到α-D-glucopyranosyl-(1→3)-3D-chiro-inositol
  参考文献：
  名称：

  Regioselective glucosylation of inositols catalyzed by Thermoanaerobacter sp. CGTase

  摘要：

  Monoglucosylated products of L-chiro-, D-chiro-, muco-, and allo-inositol were synthesized by regioselective alpha-D-glucosylation with cyclodextrin glucosyl transferase from Thermoanaerobacter sp. after hydrolysis of by products with Aspergillus niger glucoamylase. While the reactions carried out with D-chiro-, muco-, and allo-inositol resulted in the regioselective formation of monoglucosylated products, two products were obtained in the reaction with L-chiro-inositol. Through the structural characterization of the glucosylated inositols here we demonstrated that the selectivity observed in the glucosylation of several inositols by Thermoanaerobacter sp. CGTase, is analogous to the specificity observed for the glucosylation of beta-D-glucopyranose and equivalent glucosides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.08.002