5-iodo-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside | 195531-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-iodo-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside
• 英文别名: N-[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(2-iodoethoxy)ethoxy]oxan-3-yl]acetamide
• CAS: 195531-54-5
• 化学式: C₁₂H₂₂INO₇
• 分子量: 419.214
• InChiKey: PWZFUTCJEUHITF-ZIQFBCGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  118
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-iodo-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside 、 4-硝基苯基-D-吡喃葡糖苷 在 β-galactosidase from bovine testes 、 sodium phosphate-citrate buffer 作用下， 反应 48.0h， 以35%的产率得到5-iodo-3-oxa-pentyl-2-acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-α-D-galactopyranoside
  参考文献：
  名称：

  Galactosylation with β-galactosidase from bovine testes employing modified acceptor substrates

  摘要：

  In this study beta 1-3 linked analogues of the T-antigen determinant were sythesized in preparative scale by transgalactosylation using beta-galactosidase from bovine testes to give synthetic antigens. Accepters with modifications of the sugar residue such as alpha-glycosylated spacers, as well as GlcNAc-alpha OR- and 2dGal-alpha OR-substrates opened further possibilities for galactosylation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00071-0
• 作为产物：
  描述：

  3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl trichloroacetimidate 在 palladium on activated charcoal 吡啶 、 甲醇 、 二环己烷并-18-冠醚-6 、 三氟甲磺酸三甲基硅酯 、 氢气 、 sodium methylate 、 溶剂黄146 、 sodium iodide 作用下， 以 乙醚 、 丁酮 为溶剂， 反应 10.5h， 生成 5-iodo-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside
  参考文献：
  名称：

  Galactosylation with β-galactosidase from bovine testes employing modified acceptor substrates

  摘要：

  In this study beta 1-3 linked analogues of the T-antigen determinant were sythesized in preparative scale by transgalactosylation using beta-galactosidase from bovine testes to give synthetic antigens. Accepters with modifications of the sugar residue such as alpha-glycosylated spacers, as well as GlcNAc-alpha OR- and 2dGal-alpha OR-substrates opened further possibilities for galactosylation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00071-0