1,6-di-galloylglucose | 23363-08-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 1,6-di-galloylglucose
• 英文别名: 1,6-di-O-galloyl-D-glucose；galloyl(-6)Glc-O-galloyl；[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• CAS: 23363-08-8
• 化学式: C₂₀H₂₀O₁₄
• 分子量: 484.37
• InChiKey: LYGRISUQIZNHGM-HMGWZPSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  244
• 氢给体数：
  9
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1,6-di-galloylglucose 、 1-没食子酸酰葡萄糖 以 水 为溶剂， 反应 5.0h， 生成 没食子酸 、 6-O-galloyl-D-glucopyranose 、 1,2,6-tri-O-galloyl β-D-glucopyranoside
  参考文献：
  名称：

  Biosynthesis of 1,2,3,6-tetra-O-galloyl-β-d-glucose

  摘要：

  An enzyme that catalysed the beta-glucogallin (1-O-galloyl-beta-D-glucose)-dependent galloylation of 1,2,6-tri-O-galloyl-beta-D-glucose to 1,2,3,6-tetra-O-galloyl-beta-D-glucose was partially purified from leaves of oak (Quercus robur). This acyltransferase had a M(r) of ca 380 000, and pH and temperature optima of 6.0 and 55-degrees, respectively, and was most stable between pH 4.0 and 6.5. In addition to the natural substrates beta-glucogallin (donor) and 1,2,6-trigalloylglucose (acceptor), 1,3,6-trigalloylglucose (which is not an intermediate in the biosynthesis of hydrolysable tannins in oak and sumac) was an equally efficient acceptor molecule; in both cases, 1,2,3,6-tetragalloylglucose was the reaction product. Based on the physiological role of this new enzyme, the systematic name 'beta-glucogallin: 1,2,6-tri-O-galloyl-beta-D-glucose 3-O-galloyltransferase' (EC 2.3.1.-) is proposed.

  DOI：

  10.1016/s0031-9422(00)95148-3

文献信息

• Biosynthesis of 1,2,3,6-tetra-O-galloyl-β-d-glucose
  作者：Sigrid Hagenah、Georg G. Gross

  DOI：10.1016/s0031-9422(00)95148-3

  日期：1993.2

  An enzyme that catalysed the beta-glucogallin (1-O-galloyl-beta-D-glucose)-dependent galloylation of 1,2,6-tri-O-galloyl-beta-D-glucose to 1,2,3,6-tetra-O-galloyl-beta-D-glucose was partially purified from leaves of oak (Quercus robur). This acyltransferase had a M(r) of ca 380 000, and pH and temperature optima of 6.0 and 55-degrees, respectively, and was most stable between pH 4.0 and 6.5. In addition to the natural substrates beta-glucogallin (donor) and 1,2,6-trigalloylglucose (acceptor), 1,3,6-trigalloylglucose (which is not an intermediate in the biosynthesis of hydrolysable tannins in oak and sumac) was an equally efficient acceptor molecule; in both cases, 1,2,3,6-tetragalloylglucose was the reaction product. Based on the physiological role of this new enzyme, the systematic name 'beta-glucogallin: 1,2,6-tri-O-galloyl-beta-D-glucose 3-O-galloyltransferase' (EC 2.3.1.-) is proposed.