| 1415679-75-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1415679-75-2
• 化学式: C₂₇H₃₀O₆
• 分子量: 450.532
• InChiKey: RSPIBQTXCFDNLW-KQZFZZGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  33.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  、 (2S)-2-(4-azidobutanoylamino)-3-phenylpropanoic acid 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 12.0h， 以20%的产率得到(2S)-2-[4-[4-[[(2S,3R,4S,5S,6R)-3-[[1-[4-[[(1S)-1-carboxy-2-phenylethyl]amino]-4-oxobutyl]triazol-4-yl]methoxy]-2-methoxy-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-4-yl]oxymethyl]triazol-1-yl]butanoylamino]-3-phenylpropanoic acid
  参考文献：
  名称：

  Identification of a new bis-amino acid glycoside selectively toxic to multiple myeloma cells

  摘要：

  A bis-triazolyl phenylalaninyl galactoside was synthesized by a two-fold click reaction between an azido phenylalanine and a di-O-propynyl galactoside. By a cytotoxicity assay the compound was determined to be selectively toxic for multiple myeloma (MM) among a series of cancer cell lines with no toxicity to a control cell line. A Western blot analysis suggested that this compound could potentiate the cleavage of poly ADP-ribose polymerase in MM cells, leading to apoptosis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.05.014
• 作为产物：
  描述：

  methyl 4,6-O-benzylidene-α-D-galactopyranoside 在 sodium hydride 、 对甲苯磺酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Construction of triazolyl bidentate glycoligands (TBGs) by grafting of 3-azidocoumarin to epimeric pyranoglycosides via a fluorogenic dual click reaction

  摘要：

  Glycoligands, which feature a glycoside as the central template incorporating Lewis bases as metal chelation sites and various fluorophores as the chemical reporter, represent a range of interesting scaffolds for development of chemosensors. Here, new types of triazolyl bidentate glycoligands (TBGs) based on the grafting of 3-azidocoumarin to the C2,3- or C4,6-positions of three epimeric pyranoglycosides including a glucoside, a galactoside, and a mannoside were efficiently synthesized via a fluorogenic dual click reaction assisted by microwave irradiation. The desired TBGs were afforded in high conversion rates (>90%) and reasonable yields (similar to 70%). Moreover, a preliminary optical study of two hydroxyl-free glucoside-based TBGs indicates that these compounds are strongly fluorescent in pure water, implying their potential for ion detections in aqueous media. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.10.001