8-methoxycarbonyloctyl 5-N-acetyl-α-neuraminyl-(2->3)-β-D-galactopyranosyl-(1->3)-2-deoxy-2-(methyl β-L-galactopyranosyluronamide)-β-D-glucopyranoside | 219727-34-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-methoxycarbonyloctyl 5-N-acetyl-α-neuraminyl-(2->3)-β-D-galactopyranosyl-(1->3)-2-deoxy-2-(methyl β-L-galactopyranosyluronamide)-β-D-glucopyranoside
• CAS: 219727-34-1
• 化学式: C₄₀H₆₈N₂O₂₆
• 分子量: 992.978
• InChiKey: NBMBZAQNURMDJB-DYIBHQPVSA-N

物化性质

• 沸点：
  1287.730±65.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.564±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -7.72
• 重原子数：
  68.0
• 可旋转键数：
  24.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  438.4
• 氢给体数：
  15.0
• 氢受体数：
  25.0

反应信息

• 作为反应物：
  描述：

  GDP-fucose 、 8-methoxycarbonyloctyl 5-N-acetyl-α-neuraminyl-(2->3)-β-D-galactopyranosyl-(1->3)-2-deoxy-2-(methyl β-L-galactopyranosyluronamide)-β-D-glucopyranoside 在 manganese(ll) chloride 作用下， 以 水 为溶剂， 反应 96.0h， 以56%的产率得到8-methoxycarbonyloctyl 5-N-acetyl-α-neuraminyl-(2->3)-β-D-galactopyranosyl-(1->3)-[α-L-fucopyranosyl-(1->4)]-2-deoxy-2-(methyl β-L-galactopyranosyluronamide)-β-D-glucopyranoside
  参考文献：
  名称：

  Glycosyltransferase catalyzed assemblage of sialyl-Lewisa-saccharopeptides

  摘要：

  A series of methyl hexopyranosiduronic acids are coupled to type I disaccharide amines to give 'trisaccharides' which have the natural N-acetyl group of the type I disaccharides replaced by uronic acids (--> saccharopeptides). These saccharopeptides are surprisingly good substrates for alpha-2,3-sialyltransferase and fucosyltransferase III. The enzymes transfer N-acetylneuraminic acid and fucose, respectively, onto these acceptor substrates, despite the far reaching alterations, regio- and stereospecifically in the expected manner to yield sialyl-Lewis(a)-saccharopeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00229-8
• 作为产物：
  描述：

  9-((2R,4aR,6R,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-nonanoic acid methyl ester 在 吡啶 、 甲醇 、 四(三苯基膦)钯 、 sodium methylate 、 氰化汞 、 sodium cacodylate 、 O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate 、 三乙胺 、 三氟乙酸 、 丙二酸二乙酯 、 manganese(ll) chloride 作用下， 以 四氢呋喃 、 硝基甲烷 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 49.0h， 生成 8-methoxycarbonyloctyl 5-N-acetyl-α-neuraminyl-(2->3)-β-D-galactopyranosyl-(1->3)-2-deoxy-2-(methyl β-L-galactopyranosyluronamide)-β-D-glucopyranoside
  参考文献：
  名称：

  Glycosyltransferase catalyzed assemblage of sialyl-Lewisa-saccharopeptides

  摘要：

  A series of methyl hexopyranosiduronic acids are coupled to type I disaccharide amines to give 'trisaccharides' which have the natural N-acetyl group of the type I disaccharides replaced by uronic acids (--> saccharopeptides). These saccharopeptides are surprisingly good substrates for alpha-2,3-sialyltransferase and fucosyltransferase III. The enzymes transfer N-acetylneuraminic acid and fucose, respectively, onto these acceptor substrates, despite the far reaching alterations, regio- and stereospecifically in the expected manner to yield sialyl-Lewis(a)-saccharopeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00229-8