bis-(tetra-O-acetyl-β-D-galactopyranosyl)-ether | 84049-75-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: bis-(tetra-O-acetyl-β-D-galactopyranosyl)-ether
• 英文别名: bis-(tetra-O-acetyl-β-D-galactopyranosyl)-ether；Bis-(tetra-O-acetyl-β-D-galactopyranosyl)-aether
• CAS: 84049-75-2
• 化学式: C₂₈H₃₈O₁₉
• 分子量: 678.598
• InChiKey: HWDSLHMSWAHPBA-MQFIMZJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.83
• 重原子数：
  47.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  238.09
• 氢给体数：
  0.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  苯甲醛二甲缩醛 、 bis-(tetra-O-acetyl-β-D-galactopyranosyl)-ether 在 sodium methylate 、 对甲苯磺酸 作用下， 生成
  参考文献：
  名称：

  C₂-Symmetric Lewis Antigen Mimetics Exhibiting the Common Structural Motif

  摘要：

  DOI：

  10.1021/ja972764t
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 在 硝基甲烷 、 氰化汞 作用下， 生成 bis-(tetra-O-acetyl-β-D-galactopyranosyl)-ether
  参考文献：
  名称：

  Helferich; Steinpreis, Chemische Berichte, 1958, vol. 91, p. 1794,1797

  摘要：

  DOI：

文献信息

• Selectivity of utilization of galactosyl-oligosaccharides by bifidobacteria.
  作者：YOSHIHIRO MINAMI、KOUHEI YAZAWA、ZENZO TAMURA、TOSHIO TANAKA、TAKEHIKO YAMAMOTO

  DOI：10.1248/cpb.31.1688

  日期：——

  Isogalactobiose (β-D-galactopyranosyl β-D-galactopyranoside), galsucrose (β-D-fructofuranosyl α-D-galactopyranoside) and lactosucrose (O-β-D-galactopyranosyl-(1→4)-O-α-D-glucopyranosyl β-D-fructofuranoside) were synthesized as potential sugar sources that selectively enhance the growth of bifidobacteria in the human intestines. Isogalactobiose was synthesized by means of the Koenigs-Knorr reaction and the others by using levansucrase. The structures of these sugars were confirmed by enzymic hydrolysis. All of the sugars synthesized were utilized by bifidobacteria, but not by strains of Lactobacillus acidophilus, Streptococcus faecalis and Escherichia coli. However, isogalactobiose was utilized by 65%, galsucrose by 62% and lactosucrose by 41% of thirty-seven strains of Enterobacteriaceae isolated from nineteen adults, while raffinose, which had seemed to be the best among commercially available sugars tested, was utilized by 49% of the strains.

  异半乳糖二糖（β-D-半乳糖吡喃苷β-D-半乳糖吡喃苷）、半乳糖蔗糖（β-D-果糖呋喃苷α-D-半乳糖吡喃苷）和乳糖蔗糖（O-β-D-半乳糖吡喃苷-(1→4)-O-α-D-葡萄糖吡喃苷β-D-果糖呋喃苷）被合成作为潜在的糖源，能够选择性地增强人类肠道中双歧杆菌的生长。异半乳糖二糖通过Koenigs-Knorr反应合成，其他糖则是通过利用左旋糖酶合成。这些糖的结构通过酶解确认。所有合成的糖都被双歧杆菌利用，但不被嗜酸乳杆菌、产粪链球菌和大肠杆菌株利用。然而，异半乳糖二糖被从十九名成年人分离出的三十七株肠杆菌中的65%利用，半乳糖蔗糖被62%利用，乳糖蔗糖被41%利用，而在测试的商业可用糖中，看来是最佳的红藻糖则被49%的菌株利用。
• Bredereck et al., Chemische Berichte, 1953, vol. 86, p. 1271,1273
  作者：Bredereck et al.

  DOI：——

  日期：——