(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 | 1620016-74-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (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
• CAS: 1620016-74-1
• 化学式: C₅₃H₆₂N₈O₁₂
• 分子量: 1003.12
• InChiKey: GEPRBZYKOCOHMS-BQFNJDBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  73
• 可旋转键数：
  30
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  250
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  L-苯丙氨酸甲酯 在 copper(ll) sulfate pentahydrate 、 lithium hydroxide monohydrate 、 1-羟基苯并三唑 、 sodium ascorbate 、 1,2-二氯乙烷 作用下， 以 甲醇 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 37.0h， 生成 (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

文献信息

• Identification of a new bis-amino acid glycoside selectively toxic to multiple myeloma cells
  作者：Chao-Ying Cheng、Yan-Yan Feng、Yi Zang、Jia Li、Xiao-Peng He、Guo-Rong Chen

  DOI：10.1016/j.carres.2014.05.014

  日期：2014.7

  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.