Methyl (4-aminophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didedoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate | 130087-26-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl (4-aminophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didedoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate
• 英文别名: methyl (4-aminophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-oxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate；methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-(4-aminophenoxy)-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 130087-26-2
• 化学式: C₂₆H₃₄N₂O₁₃
• 分子量: 582.562
• InChiKey: BQUDPOHRYXLAPD-RLKHCHHESA-N

物化性质

• 沸点：
  708.3±60.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  41
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  205
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  Methyl (4-aminophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didedoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate 在 甲醇 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 120.42h， 生成 7-N-<4-O-(Methyl 5-acetamido-3,5-didedoxy-α-D-glycero-D-galacto-2-nonulopyranosylonate)phenyl>-9a-methoxymitosane
  参考文献：
  名称：

  "Studies on sialic acids". Part XXIII. Studies on glycosylation of the mitomycins. Syntheses of 7-N-(4-O-glycosylphenyl)-9a-methoxymitosanes.

  摘要：

  合成了两种新型的糖苷化米托霉素C衍生物，7-N-{4-O-(β-D-葡萄糖吡喃糖基和α-神经氨酸基)苯基}-9a-甲氧基米托霉素，并通过核磁共振谱分析确证了它们的结构。成功应用场地解吸质谱法对这些结构进行了确认。同时也研究了7-N-(4-糖苷苯基)-9a-甲氧基米托霉素的细胞毒性、抗菌和抗肿瘤活性。

  DOI：

  10.1248/cpb.39.255
• 作为产物：
  描述：

  N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 在 palladium on activated charcoal sodium hydroxide 、 甲酸铵 、 四丁基硫酸氢铵 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 Methyl (4-aminophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didedoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate
  参考文献：
  名称：

  Roy, Rene; Andersson, Fredrik O.; Harms, Guenter, Angewandte Chemie, 1992, vol. 104, # 11, p. 1551 - 1554

  摘要：

  DOI：

文献信息

• Synthesis of poly(aspartimide)-based bio-glycoconjugates
  作者：Irina Carlescu、Helen M.I. Osborn、Jacques Desbrieres、Dan Scutaru、Marcel Popa

  DOI：10.1016/j.carres.2009.08.034

  日期：2010.1

  The purpose of this programme was to synthesize and analyze new bioconjugates of interest for the potential inhibition of the influenza virus, using poly(aspartimide) as a polymer support. The macromolecular targets were obtained by attaching various sialic acid-linker-amine compounds to poly(aspartimide). (1)H and (13)C NMR studies were then performed to analyze the degree of incorporation of the sialic acid-linker-amine compounds within the poly(aspartimide). These studies illustrated that the incorporation was dependent on the nature of the spacer between the sugar and the amine functionality. Thus aliphatic spacers favoured the inclusion of sialic acid onto the polymer support whereas compounds having only an aromatic moiety between the sialic acid and the amine could not be easily incorporated. (C) 2009 Elsevier Ltd. All rights reserved.