3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside | 876857-68-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside
• CAS: 876857-68-0
• 化学式: C₃₇H₅₁N₃O₁₇S
• 分子量: 841.888
• InChiKey: JDVMDCRMDWOMGO-WYYTWPBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.36
• 重原子数：
  58.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  261.09
• 氢给体数：
  4.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以57%的产率得到3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl β-D-galactopyranosyl-(1->3)-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 palladium on activated charcoal 三氟化硼乙醚 、 氢气 、 溶剂黄146 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.17h， 生成 3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-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