1,10-N,N’-bis-(β-D-ureidocellobiosyl)-4,7,13,16-tetraoxa-1,10-diazacyclooctadecane | 1182838-47-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,10-N,N’-bis-(β-D-ureidocellobiosyl)-4,7,13,16-tetraoxa-1,10-diazacyclooctadecane
• 英文别名: 1,10-N,N'-bis-(β-D-ureidocellobiosyl)-4,7,13,16-tetraoxa-1,10-diazacyclooctadecane；7-N,16-N-bis[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-dicarboxamide
• CAS: 1182838-47-6
• 化学式: C₃₈H₆₈N₄O₂₆
• 分子量: 996.969
• InChiKey: HHPRROFNCBRGBT-DPQXKDDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.5
• 重原子数：
  68
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  440
• 氢给体数：
  16
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  L-赖氨酸 、 1,10-N,N’-bis-(β-D-ureidocellobiosyl)-4,7,13,16-tetraoxa-1,10-diazacyclooctadecane 以 水 为溶剂， 反应 18.0h， 生成 N7,N16-bis((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-dicarboxamide L-lysinate
  参考文献：
  名称：

  Bis-β-cyclodextrinyl- and bis-cellobiosyl-diazacrowns: synthesis and molecular complexation behaviors toward Busulfan anticancer agent and two basic aminoacids

  摘要：

  The one-step synthesis of two C-2-symmetric receptors including two beta-cyclodextrin cores or two disaccharidyl units connected by urea linkers to a diazacrown ether organizing platform is reported. The X-ray structure of the peracetylated bis-ureidocellobiosyl podand could be determined. These molecular systems, long thought to be potent selective carriers for chiral/achiral organic guests at the supramolecular level, were found to be efficient complexing tools toward the Busulfan anticancer agent but also toward L-arginine and L-lysine basic aminoacids. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.057
• 作为产物：
  描述：

  1,10-N,N’-bis-(2,3,6,2’,3’,4’,6’-hepta-O-acetyl-β-D-ureidocellobiosyl)-4,7,13,16-tetraoxa-1,10-diazacyclooctadecane 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 1,10-N,N’-bis-(β-D-ureidocellobiosyl)-4,7,13,16-tetraoxa-1,10-diazacyclooctadecane
  参考文献：
  名称：

  双糖冠醚与对甲苯磺酰胺配合物的稳定性

  摘要：

  两种新的 C2 对称大环可溶于水，根据一步程序使用氮杂冠醚和叠氮糖制备。通过质子核磁共振光谱研究了它们与对甲苯磺酰胺的配合物。检查了氮杂冠醚的大小和溶剂效应对客体-主体复合物稳定性的影响。

  DOI：

  10.1002/hc.21242

文献信息

• 10.3390/molecules29143359
  作者：Hoelm, Marta、Porwański, Stanisław、Jóźwiak, Paweł、Krześlak, Anna

  DOI：10.3390/molecules29143359

  日期：——
• Bis-β-cyclodextrinyl- and bis-cellobiosyl-diazacrowns: synthesis and molecular complexation behaviors toward Busulfan anticancer agent and two basic aminoacids
  作者：Stanislaw Porwanski、Florence Dumarcay-Charbonnier、Stéphane Menuel、Jean-Pierre Joly、Veronique Bulach、Alain Marsura

  DOI：10.1016/j.tet.2009.05.057

  日期：2009.8

  The one-step synthesis of two C-2-symmetric receptors including two beta-cyclodextrin cores or two disaccharidyl units connected by urea linkers to a diazacrown ether organizing platform is reported. The X-ray structure of the peracetylated bis-ureidocellobiosyl podand could be determined. These molecular systems, long thought to be potent selective carriers for chiral/achiral organic guests at the supramolecular level, were found to be efficient complexing tools toward the Busulfan anticancer agent but also toward L-arginine and L-lysine basic aminoacids. (C) 2009 Elsevier Ltd. All rights reserved.
• Stability of the Complexes of Bis-Saccharide Crown Ethers with<i>p</i>-Toluenesulfonamide
  作者：Michalina Pintal、Bogusław Kryczka、Stanisław Porwański

  DOI：10.1002/hc.21242

  日期：2015.3

  macrocycles, soluble in water, were prepared according to the one-step procedure using azacrown ethers and azidosaccharides. Their complexes with p-toluenesulfonamide were studied by proton NMR spectroscopy. The influence of the size of azacrown ether and the solvent effect on the stability of the guest–host complexes were examined.

  两种新的 C2 对称大环可溶于水，根据一步程序使用氮杂冠醚和叠氮糖制备。通过质子核磁共振光谱研究了它们与对甲苯磺酰胺的配合物。检查了氮杂冠醚的大小和溶剂效应对客体-主体复合物稳定性的影响。