3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside | 876857-65-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside
• CAS: 876857-65-7
• 化学式: C₂₇H₄₀N₂O₁₃S
• 分子量: 632.686
• InChiKey: SKNODGQZOMYENI-UAHSQCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.79
• 重原子数：
  43.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  227.94
• 氢给体数：
  8.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside 、 GDP-fucose 在 manganese(ll) chloride 、 bovine serum albumin calf intestine alkaline phosphatase 、 fucosyltransferase III 、 Na-cacodylate buffer 作用下， 以 水 为溶剂， 反应 48.0h， 以54%的产率得到3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl β-D-galactopyranosyl-(1->3)-[α-L-fucopyranosyl-(1->4)]-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-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以77%的产率得到3-(5-dimethylaminonaphthalen-1-ylsulfonylamino)propyl β-D-galactopyranosyl-(1->4)-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