N-[(2R,3R,4R,5R,6R)-6-Aminomethyl-4-benzyloxy-5-((2S,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide | 704907-17-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(2R,3R,4R,5R,6R)-6-Aminomethyl-4-benzyloxy-5-((2S,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide
• CAS: 704907-17-5
• 化学式: C₄₄H₅₄N₂O₁₀
• 分子量: 770.92
• InChiKey: ZUUYIENZRMYYOP-BEVSXENHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  56.0
• 可旋转键数：
  19.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  138.19
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-[(2R,3R,4R,5R,6R)-6-Aminomethyl-4-benzyloxy-5-((2S,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide 在 palladium on activated charcoal 氢气 、 乙酸酐 作用下， 以 吡啶 为溶剂， 生成 Gal2Me(b1-4)b-GlcNAc1Me6NFormyl
  参考文献：
  名称：

  Glycosyltransferase activity can be selectively modulated by chemical modifications of acceptor substrates

  摘要：

  A range of N-acetyllactosamine derivatives, which are modified by a wide range of functionalities at C-2' and C-6, have been synthesised and the kinetic parameters of transfer catalysed by recombinant alpha-2,6-sialyltransferase and alpha-1,3-fucoyltransferase VI determined. Several of the chemical modifications led to selective modulate the activity the enzymes and offer promising lead compounds for the development of oligosaccharide primers for selective metabolic inhibition of oligosaccharide biosynthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.024
• 作为产物：
  描述：

  methyl 2-acetamido-2-deoxy-3-O-benzyl-6-O-methanesulfonyl-4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 在 1,3-丙二硫醇 、 barium dihydroxide 、 sodium azide 、 sodium methylate 、 barium(II) oxide 作用下， 以 吡啶 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 N-[(2R,3R,4R,5R,6R)-6-Aminomethyl-4-benzyloxy-5-((2S,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide
  参考文献：
  名称：

  Glycosyltransferase activity can be selectively modulated by chemical modifications of acceptor substrates

  摘要：

  A range of N-acetyllactosamine derivatives, which are modified by a wide range of functionalities at C-2' and C-6, have been synthesised and the kinetic parameters of transfer catalysed by recombinant alpha-2,6-sialyltransferase and alpha-1,3-fucoyltransferase VI determined. Several of the chemical modifications led to selective modulate the activity the enzymes and offer promising lead compounds for the development of oligosaccharide primers for selective metabolic inhibition of oligosaccharide biosynthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.024