3-(benzyloxycarbonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside | 876857-71-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(benzyloxycarbonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside
• CAS: 876857-71-5
• 化学式: C₆₂H₇₆N₂O₂₂
• 分子量: 1201.29
• InChiKey: TZLLMBKRUDNAPF-GCSWKDJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  86.0
• 可旋转键数：
  28.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  282.0
• 氢给体数：
  2.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  3-(benzyloxycarbonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以100%的产率得到3-(benzyloxycarbonylamino)propyl β-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Synthetic Potential of Fucosyltransferase III for the Synthesis of Fluorescent‐labeled Milk Oligosaccharides

  摘要：

  Various fundamental biologic roles of milk oligosaccharides have been recognized; however, their structure-affinity relationship is still not fully revealed. Herein, we describe the synthesis of the fluorescent-labeled milk oligosaccharides 3-(5-dimethylaminonaphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-2-acetamido-2-deoxy-beta-D-glucopyranoside (1) and 3-(5-dimethylamino-naphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-beta-D-glucopyranoside (2) as useful tools for synthetic, analytic, and biologic applications. For the fucosylation of lactose and lacto- N -biose, the chemical and the enzymatic syntheses using fucosyltransferase III were compared.

  DOI：

  10.1080/07328300500341965
• 作为产物：
  描述：

  3-(benzyloxycarbonylamino)propyl 2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 在 吡啶 、 三氟化硼乙醚 、 四丁基溴化铵 、 三氟乙酸 、 copper(ll) bromide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.34h， 生成 3-(benzyloxycarbonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Synthetic Potential of Fucosyltransferase III for the Synthesis of Fluorescent‐labeled Milk Oligosaccharides

  摘要：

  Various fundamental biologic roles of milk oligosaccharides have been recognized; however, their structure-affinity relationship is still not fully revealed. Herein, we describe the synthesis of the fluorescent-labeled milk oligosaccharides 3-(5-dimethylaminonaphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-2-acetamido-2-deoxy-beta-D-glucopyranoside (1) and 3-(5-dimethylamino-naphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-beta-D-glucopyranoside (2) as useful tools for synthetic, analytic, and biologic applications. For the fucosylation of lactose and lacto- N -biose, the chemical and the enzymatic syntheses using fucosyltransferase III were compared.

  DOI：

  10.1080/07328300500341965