1,2,3,4-tetra-O-acetyl-6-O-[4-(10-undecenyloxy)benzoyl]-β-D-glucose | 324047-51-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,3,4-tetra-O-acetyl-6-O-[4-(10-undecenyloxy)benzoyl]-β-D-glucose
• 英文别名: [(2R,3R,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl 4-undec-10-enoxybenzoate
• CAS: 324047-51-0
• 化学式: C₃₂H₄₄O₁₂
• 分子量: 620.694
• InChiKey: SOZHHNNVJCTTOT-LTGXLJKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  44
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  三甲氧基硅烷 、 1,2,3,4-tetra-O-acetyl-6-O-[4-(10-undecenyloxy)benzoyl]-β-D-glucose 在 dihydrogen hexachloroplatinate 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以100%的产率得到[(2R,3R,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl 4-(11-trimethoxysilylundecoxy)benzoate
  参考文献：
  名称：

  Self-Assembly of β-Glucosidase and d-Glucose-Tethering Zeolite Crystals into Fibrous Aggregates

  摘要：

  beta -Glucosidase and D-glucose-tethering micrometer-sized zeolite crystals self-assemble into thin (2-20 mum) and very long (>1 cm) fibrous aggregates in water. The process proceeds at a faster rate in a buffer solution of pH 4.8 at which the enzymatic activity is highest. The zeolite and enzyme remain intact within the fibrous material. Furthermore, the enzymatic activity of beta -glucosidase is preserved even after they are kept in water for more than 6 months at room temperature. With the zeolite to enzyme weight ratio of 5, all the zeolite crystals are buried within the round fibrils which consist of either a single strand or helical double strands. Upon increasing the ratio to 10, clusters of unburied zeolite crystals appear on the exterior of the fibrils, while narrow flat fibers with smooth surfaces are formed upon decreasing the ratio to 2.5. The process is proposed to initiate by the tight binding between the zeolite-bound D-glucose moieties and beta -glucosidase followed by crystallization of the enzyme over the zeolite-bound enzyme monolayer. This report thus reveals a novel behavior of beta -glucosidase and demonstrates an unprecedented phenomenon that an enzyme and its substrate-tethering inorganic crystals self-assemble into structured aggregates.

  DOI：

  10.1021/ja0028222
• 作为产物：
  描述：

  a-无水葡萄糖酯 在 吡啶 、 4-二甲氨基吡啶 、 氢溴酸 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.01h， 生成 1,2,3,4-tetra-O-acetyl-6-O-[4-(10-undecenyloxy)benzoyl]-β-D-glucose
  参考文献：
  名称：

  Self-Assembly of β-Glucosidase and d-Glucose-Tethering Zeolite Crystals into Fibrous Aggregates

  摘要：

  beta -Glucosidase and D-glucose-tethering micrometer-sized zeolite crystals self-assemble into thin (2-20 mum) and very long (>1 cm) fibrous aggregates in water. The process proceeds at a faster rate in a buffer solution of pH 4.8 at which the enzymatic activity is highest. The zeolite and enzyme remain intact within the fibrous material. Furthermore, the enzymatic activity of beta -glucosidase is preserved even after they are kept in water for more than 6 months at room temperature. With the zeolite to enzyme weight ratio of 5, all the zeolite crystals are buried within the round fibrils which consist of either a single strand or helical double strands. Upon increasing the ratio to 10, clusters of unburied zeolite crystals appear on the exterior of the fibrils, while narrow flat fibers with smooth surfaces are formed upon decreasing the ratio to 2.5. The process is proposed to initiate by the tight binding between the zeolite-bound D-glucose moieties and beta -glucosidase followed by crystallization of the enzyme over the zeolite-bound enzyme monolayer. This report thus reveals a novel behavior of beta -glucosidase and demonstrates an unprecedented phenomenon that an enzyme and its substrate-tethering inorganic crystals self-assemble into structured aggregates.

  DOI：

  10.1021/ja0028222