[7-(1,3-dioxan-2-yl)heptyl] 3,4-di-O-acetyl-6-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside | 1556776-86-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [7-(1,3-dioxan-2-yl)heptyl] 3,4-di-O-acetyl-6-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS: 1556776-86-3
• 化学式: C₈₅H₉₁ClN₄O₃₆
• 分子量: 1780.12
• InChiKey: NDYUKVWASXEHCN-BCZFCKJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  126.0
• 可旋转键数：
  33.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  478.52
• 氢给体数：
  0.0
• 氢受体数：
  36.0

反应信息

• 作为反应物：
  描述：

  [7-(1,3-dioxan-2-yl)heptyl] 3,4-di-O-acetyl-6-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 、 乙酸酐 在 乙二胺 、 吡啶 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以66%的产率得到[7-(1,3-dioxan-2-yl)heptyl] 3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Preparation of synthetic oligosaccharide-conjugates of poly-β-(1→6)-N-acetyl glucosamine

  摘要：

  Staphylococcus aureus and Staphylococcus epidermidis are prominent bacterial pathogens of nosocomial infections. Both microorganisms colonize medical devices by forming adherent biofilms. poly-beta-(1 -> 6)-N-acetyl-glucosamine (PNAG) is a surface polysaccharide antigen which was found on both S. aureus and S. epidermidis. Animal studies have proved that PNAG can elicit antibodies which protect against staphylococcal infections. We have presented the synthesis of di-, tetra-and hexasaccharide fragments of PNAG with formyl-heptyl aglycone and their attachment to bovine serum albumin (BSA) by reductive amination. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.12.022
• 作为产物：
  描述：

  phenyl 3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 、 7-(1,3-dioxan-2-yl)-heptan-1-ol 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以58%的产率得到[7-(1,3-dioxan-2-yl)heptyl] 3,4-di-O-acetyl-6-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Preparation of synthetic oligosaccharide-conjugates of poly-β-(1→6)-N-acetyl glucosamine

  摘要：

  Staphylococcus aureus and Staphylococcus epidermidis are prominent bacterial pathogens of nosocomial infections. Both microorganisms colonize medical devices by forming adherent biofilms. poly-beta-(1 -> 6)-N-acetyl-glucosamine (PNAG) is a surface polysaccharide antigen which was found on both S. aureus and S. epidermidis. Animal studies have proved that PNAG can elicit antibodies which protect against staphylococcal infections. We have presented the synthesis of di-, tetra-and hexasaccharide fragments of PNAG with formyl-heptyl aglycone and their attachment to bovine serum albumin (BSA) by reductive amination. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.12.022