4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside | 104946-24-9

• 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 O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside
• 英文别名: 4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• CAS: 104946-24-9
• 化学式: C₄₇H₅₉NO₃₀
• 分子量: 1117.97
• InChiKey: AMPFJWWTJBETOC-AIGPVRTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.05
• 重原子数：
  78.0
• 可旋转键数：
  22.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  387.82
• 氢给体数：
  0.0
• 氢受体数：
  30.0

反应信息

• 作为反应物：
  描述：

  4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside 在 甲醇 、 sodium hydroxide 、 sodium methylate 作用下， 生成 4-carboxy-2-nitrobenzyl O-α-D-glucopyranosyl-(1->4)-O-α-D-glucopyranosyl-(1->4)-β-D-glucopyranoside
  参考文献：
  名称：

  Polymers having (1 → 4)- and (1 → 6)-linked α-d-glucopyranosyl groups as acceptors in the glycogen synthase reaction

  摘要：

  Insoluble, light-sensitive polymers linked to maltose, maltotriose, a glycogen-branch point trisaccharide, and panose were synthesized and served in a comparative study as acceptors in the glycogen synthase (UDP-D-glucose:glycogen 4-alpha-D-glucosyltransferase, EC 2.4.1.11) reaction. The highest transfer rate was observed with the maltotrio polymer. Extending the acceptor linearly with (1 --> 4)-linked alpha-D-glucopyranosyl residues improved the transfer, whereas (1 --> 6)-linked alpha-D-glucopyranosyl branches decreased it.

  DOI：

  10.1016/s0008-6215(00)90563-9
• 作为产物：
  描述：

  2,2',2'',3,3',3'',4'',6,6',6''-deca-O-acetyl-maltotriose 在 calcium sulfate 、 氢溴酸 、 silver perchlorate 、 calcium carbonate 作用下， 以 硝基甲烷 为溶剂， 反应 2.0h， 生成 4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and 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