O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1[*]6)-2,3,4-tri-O-acetyl-N-(1-ethyl L-glutam-5-oyl)-α-D-glucopyranosylamine | 83235-90-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1[*]6)-2,3,4-tri-O-acetyl-N-(1-ethyl L-glutam-5-oyl)-α-D-glucopyranosylamine
• 英文别名: O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1<*>6)-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-acetyl-N-(1-ethyl L-glutam-5-oyl)-α-D-glucopyranosylamine；O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-6)-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1-6)-2,3,4-tri-O-acetyl-1-N-(1-ethyl-L-glutam-5-oyl)-α-D-glucopyranosylamine
• CAS: 83235-90-9
• 化学式: C₄₅H₆₄N₂O₂₈
• 分子量: 1081.0
• InChiKey: AAHRVGHNZKCIMT-BNMMEIPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.07
• 重原子数：
  75.0
• 可旋转键数：
  23.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  390.57
• 氢给体数：
  2.0
• 氢受体数：
  29.0

反应信息

• 作为反应物：
  描述：

  O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1[*]6)-2,3,4-tri-O-acetyl-N-(1-ethyl L-glutam-5-oyl)-α-D-glucopyranosylamine 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以89.9%的产率得到O-α-D-glucopyranosyl-(1<*>6)-O-β-D-glucopyranosyl-(1<*>6)-N-(L-glutam-5-oyl)-α-D-glucopyranosylamine
  参考文献：
  名称：

  Synthesis of N-(l-glutam-5-oyl)-α-d-glucopyranosylamine and O-α-d-glucopyranosyl-(1→6)-O-β-d-glucopyranosyl-(1→6)-N-(l-glutam-5-oyl)-α-d-glucopyranosylamine

  摘要：

  DOI：

  10.1016/s0008-6215(00)84977-0
• 作为产物：
  描述：

  (4S)-4-{[(benzyloxy)carbonyl]amino}-5-ethoxy-5-oxopentanoic acid 在 platinum(IV) oxide 氰基磷酸二乙酯 、 氢气 、 三乙胺 作用下， 以 various solvent(s) 为溶剂， 反应 43.0h， 生成 O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1[*]6)-2,3,4-tri-O-acetyl-N-(1-ethyl L-glutam-5-oyl)-α-D-glucopyranosylamine
  参考文献：
  名称：

  Synthesis of N-(l-glutam-5-oyl)-α-d-glucopyranosylamine and O-α-d-glucopyranosyl-(1→6)-O-β-d-glucopyranosyl-(1→6)-N-(l-glutam-5-oyl)-α-d-glucopyranosylamine

  摘要：

  DOI：

  10.1016/s0008-6215(00)84977-0

文献信息

• Synthesis of N-glycopeptides and a neoglycoprotein
  作者：Tadahiro Takeda、Masahiko Sawaki、Yukio Ogihara、Seichi Shibata

  DOI：10.1016/0008-6215(85)90014-x

  日期：1985.6

  O-(alpha-D-Glucopyranosyl)-(1----6)-O-beta-D-glucopyranosyl-(1----6)-1-N -(glycylglycylglycyl-L-seryl-L-leucyl-L-glutam-5-oyl)-alpha- D -glucopyranosylamine has been prepared, as a model of a derivative possibly present in the glomerular basement membrane of rats, by condensation of the corresponding L-glutamyl derivative of the trisaccharide with the pentapeptide in the presence of O,O-diethyl cyanophosphonate. Protective groups were removed by O-deacetylation, deethoxylation, and hydrogenolysis. The glutamyl derivative of the trisaccharide was also converted into the acyl azide which was condensed with bovine serum albumin to form a neoglycoprotein.