4-carboxymethyl-2-nitrobenzyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside | 104952-93-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-carboxymethyl-2-nitrobenzyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside
• CAS: 104952-93-4
• 化学式: C₃₅H₄₃NO₂₂
• 分子量: 829.72
• InChiKey: MHYCTTVLWOSWHS-PBFXWOOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.52
• 重原子数：
  58.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  290.46
• 氢给体数：
  0.0
• 氢受体数：
  22.0

反应信息

• 作为产物：
  描述：

  4-(羟基甲基)-3-硝基苯甲酸甲酯 、 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 在 calcium sulfate 、 silver perchlorate 、 calcium carbonate 作用下， 以 硝基甲烷 为溶剂， 以21%的产率得到4-carboxymethyl-2-nitrobenzyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Probing acceptor specificity in the glycogen synthase reaction with polymer-bound oligosaccharides

  摘要：

  Polymers having maltose and maltotriose side-chains were synthesized by attaching 4-carboxy-2-nitrobenzyl 4-O-alpha-D-glucopyranosyl-beta-D-glucopyranoside or 4-carboxy-2-nitrobenzyl O-alpha-D-glucopyranosyl-(1----4)-O-alpha-D-glucopyranosyl-O-beta-D- glucopyranoside, respectively, to aminoethyl-substituted polyacrylamide gel beads. Subsequently, the two polymers, and analogous polymers having D-glucose and cellobiose side-chains, served in a comparative study as acceptors in the glycogen synthase (UDP-D-glucose: glycogen 4-alpha-glucosyltransferase, EC 2.4.1.11) reaction. Highest transfer (4.2%) was observed for the polymer bearing maltotriose groups. The bound saccharides were then removed by irradiation (greater than 320 nm), and examination of them demonstrated that alpha-D-glucosyl oligomerization in the glycogen synthase reaction had occurred.

  DOI：

  10.1016/s0008-6215(00)90356-2