4-(1-pyrenyl)butyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside | 1160291-45-1

• 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: 4-(1-pyrenyl)butyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS: 1160291-45-1
• 化学式: C₃₄H₃₆O₁₀
• 分子量: 604.654
• InChiKey: CDTHSTIISMHCHU-HEWUUFLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.01
• 重原子数：
  44.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4-(1-pyrenyl)butyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 在 甲醇 、 sodium methylate 作用下， 以84%的产率得到4-(1-pyrenyl)-butyl-α-D-mannopyranoside
  参考文献：
  名称：

  Sudibya, Herry Gunadi; Ma, Jimei; Dong, Xiaochen, Angewandte Chemie - International Edition, 2009, vol. 48, p. 2723 - 2726

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(1-芘基)-1-丁醇 、 2,3,4,6-四-O-乙酰基-α-D-吡喃甘露糖 三氯乙酰亚胺酯 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 以40%的产率得到4-(1-pyrenyl)butyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  Sudibya, Herry Gunadi; Ma, Jimei; Dong, Xiaochen, Angewandte Chemie - International Edition, 2009, vol. 48, p. 2723 - 2726

  摘要：

  DOI：

文献信息

• Synthesis, Physicochemical and Photophysical Characterization of 4-(1-Pyrenyl)-butyl-α-<i>D</i>-mannopyranoside
  作者：Catalina Sandoval、Franco S. Arriagada、Julio R. De la Fuente、Susana A. Sanchez、Javier Morales、Nancy Pizarro、Santi Nonell、German Gunther

  DOI：10.5935/0103-5053.20150306

  日期：——

  Glycolipids are biomolecules composed of a lipid chain (lipophilic) and a monosaccharide or oligosaccharide as hydrophilic group. Their chemical structure and biological role make them undoubtedly good candidates for a large and continuously growing number of biotechnological applications. Mannose is a carbohydrate present on membrane glycolipids of a wide number of pathogenic microorganisms (bacteria, fungi, protozoa, and viruses) and specifically recognized by several lectins. We synthesized a mannose derivative linked through a short methylene chain to a pyrene moiety which behaves as a surfactant, able to aggregate, and retains the photophysical properties of pyrene: showing comparable absorption and emission spectra, having lower fluorescence quantum yield and the ability to form excimer, and finally the ability to produce O-2((1)Delta(g)) with high quantum yields. Thus, this novel molecule would open future applications for detection (fluorescence) or inactivation (singlet oxygen) of bacterial pathogens, viruses, tumor cells, or particular cells.