3-O-<2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-threonine methyl ester | 101301-66-0

• 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: 3-O-<2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-threonine methyl ester
• CAS: 101301-66-0
• 化学式: C₄₂H₅₂N₂O₁₉
• 分子量: 888.877
• InChiKey: NYHSQPRRJQSWFC-IYANATINSA-N

物化性质

• 沸点：
  941.8±65.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  63.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  254.31
• 氢给体数：
  2.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  3-O-<2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-threonine methyl ester 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 75.0 ℃ 、500.0 kPa 条件下， 反应 9.0h， 生成 β-D-Gal-(1->3)-α-D-GalNAc->Thr
  参考文献：
  名称：

  Structural, dynamic, and metal-ion binding studies of the core glycopeptides β-d-Gal-(1→3)-α-d-GalNAc→Ser, Thr by 13C-n.m.r. spectroscopy

  摘要：

  13C-N.m.r. spectral data as well as spin-lattice relaxation times (T1 values) are presented for the core glycopeptides beta-D-Gal-(1----3)-alpha-D-GalNAc----Ser, Thr. The binding of Gd3+ to these model compounds containing N-terminal blocking groups and esterified carboxyl groups indicates that the disaccharide contains a rather weak, but unique, binding-site in the vicinity of C-2 of alpha-D-GalNAc (possibly involving N-2', the acetamido carbonyl group, O-3' and/or possibly the glycosidic oxygen atom (O-3)).

  DOI：

  10.1016/s0008-6215(00)90729-8
• 作为产物：
  描述：

  tetra-O-acetyl-α-D-galacto-pyranosyl bromide 、 3-O-<2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine methyl ester 在 calcium sulfate 、 氰化汞 作用下， 生成 3-O-<2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-threonine methyl ester
  参考文献：
  名称：

  Structural, dynamic, and metal-ion binding studies of the core glycopeptides β-d-Gal-(1→3)-α-d-GalNAc→Ser, Thr by 13C-n.m.r. spectroscopy

  摘要：

  13C-N.m.r. spectral data as well as spin-lattice relaxation times (T1 values) are presented for the core glycopeptides beta-D-Gal-(1----3)-alpha-D-GalNAc----Ser, Thr. The binding of Gd3+ to these model compounds containing N-terminal blocking groups and esterified carboxyl groups indicates that the disaccharide contains a rather weak, but unique, binding-site in the vicinity of C-2 of alpha-D-GalNAc (possibly involving N-2', the acetamido carbonyl group, O-3' and/or possibly the glycosidic oxygen atom (O-3)).

  DOI：

  10.1016/s0008-6215(00)90729-8