1,8-bis((1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl)methoxy)anthracene-9,10-dione | 1257346-66-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,8-bis((1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl)methoxy)anthracene-9,10-dione
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[4-[[9,10-dioxo-8-[[1-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]triazol-4-yl]methoxy]anthracen-1-yl]oxymethyl]triazol-1-yl]oxan-2-yl]methyl acetate
• CAS: 1257346-66-9
• 化学式: C₄₈H₅₀N₆O₂₂
• 分子量: 1062.95
• InChiKey: NNXGTZGIHQJBGZ-HIPKKNQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  76
• 可旋转键数：
  26
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  343
• 氢给体数：
  0
• 氢受体数：
  26

反应信息

• 作为产物：
  描述：

  1,8-bis(prop-2-ynyloxy)anthracene-9,10-dione 、 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以59.6%的产率得到1,8-bis((1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl)methoxy)anthracene-9,10-dione
  参考文献：
  名称：

  Highly optically selective and electrochemically active chemosensor for copper (II) based on triazole-linked glucosyl anthraquinone

  摘要：

  A novel triazole-linked acetyl-beta-N-glucosyl anthraquinone 1 was conveniently synthesized through one-step click chemistry The functionalized glycoconjugate (1) exhibited a remarkable blue shift absorption and quenching fluorescence in the presence of trace amounts of Cu2+ presumably attributable to intramolecular charge transfer (ICT) which also displayed high selectivity over a series of other metal cations tested in acetonitrile The result yielded by fluorescence spectroscopy titration suggested a 2 1 ligand-to-metal complex which was further demonstrated by NMR spectroscopy titration Moreover the addition of Cu2+ to 1 also significantly altered its electrochemical behavior which was reflected via differential pulse voltammetry (DPV) measurements Such optically and electrochemically detectable metal-mediated sugar derivatives could be further used as biosensors for the recognition of multivalent carbohydrate-protein interactions (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.dyepig.2010.08.010