8-methoxycarbonyloctyl 2-deoxy-2-(1-deoxy-1-azido-β-D-glucohexopyranosyluronamide)-β-D-glucopyranoside | 362599-23-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-methoxycarbonyloctyl 2-deoxy-2-(1-deoxy-1-azido-β-D-glucohexopyranosyluronamide)-β-D-glucopyranoside
• CAS: 362599-23-3
• 化学式: C₂₂H₃₈N₄O₁₂
• 分子量: 550.563
• InChiKey: CRVANYIFOGGWIJ-IHQZOQGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.05
• 重原子数：
  38.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  253.23
• 氢给体数：
  7.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  8-methoxycarbonyloctyl 2-deoxy-2-(1-deoxy-1-azido-β-D-glucohexopyranosyluronamide)-β-D-glucopyranoside 在 α(1-3)galactosyl-transferase 、 人体β-1,4-半乳糖转移酶I重组体来源于酿酒酵母 苯磺酰胺 、 manganese(ll) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 224.0h， 生成 8-methoxycarbonyloctyl α-D-galactopyranosyl-(1-3)-β-D-galactopyranosyl-(1-4)-2-deoxy-2-(1-deoxy-1-azido-β-D-glucohexopyranosyluronamide)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of linear-B saccharopeptides via enzymatic galactosylation of non-natural glucosamide acceptors

  摘要：

  A series of D- and L-glycopyranuronic acids are coupled to glucosamines to give saccharopeptides. These 'disaccharides'. in which the acetyl moiety of the natural N-acetyl-glucosamine is replaced by various sugar acids, turned out to be surprisingly good substrates for beta (1-4)-galactosyl-transferase and alpha (1-3)-galactosyl-transferase. The enzymes transfer successively two galactose units from the donor UDP-galactose onto these acceptor substrates. despite the far reaching, alterations, regio- and stereospecifically in the expected manner to give linear-B saccharopeptides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00086-4
• 作为产物：
  描述：

  1-deoxy-1-azido-β-D-glucohexopranosiduronic acid 在 sodium methylate 、 O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 8-methoxycarbonyloctyl 2-deoxy-2-(1-deoxy-1-azido-β-D-glucohexopyranosyluronamide)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of linear-B saccharopeptides via enzymatic galactosylation of non-natural glucosamide acceptors

  摘要：

  A series of D- and L-glycopyranuronic acids are coupled to glucosamines to give saccharopeptides. These 'disaccharides'. in which the acetyl moiety of the natural N-acetyl-glucosamine is replaced by various sugar acids, turned out to be surprisingly good substrates for beta (1-4)-galactosyl-transferase and alpha (1-3)-galactosyl-transferase. The enzymes transfer successively two galactose units from the donor UDP-galactose onto these acceptor substrates. despite the far reaching, alterations, regio- and stereospecifically in the expected manner to give linear-B saccharopeptides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00086-4