| 1314535-71-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1314535-71-1
• 化学式: C₁₃H₁₇N₃O₆
• 分子量: 311.294
• InChiKey: COYYLZCNRWHKLN-WECGXBHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.91
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  130.1
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  (2R,4aR,6S,7R,8R,8aS)-7-(benzo[c][1,2,5]oxadiazol-4-ylamino)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol 在 溶剂黄146 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Syntheses of 2-NBDG analogues for monitoring stereoselective uptake of d -glucose

  摘要：

  2-NBDG is a widely used fluorescent tracer for monitoring D-glucose uptake into single living cells. However, 2-NBDG alone is not sufficient for monitoring the net stereoselective uptake of D-glucose, unless its possible non-stereoselective uptake is properly evaluated. L-Glucose derivatives, which emit fluorescence distinct from that of 2-NBDG, should provide valuable information on the stereoselective uptake, when used with 2-NBDG in combination. In the present study, we synthesized Texas Red (sulforhodamine 101 acid)-coupled and [2-(benz-2-oxa-1,3-diazol-4-yl)amino]-coupled 2-deoxy-D-glucose, referred to as [2-TRG] and [2-BDG], respectively. These derivatives showed emission wavelength longer and shorter than that of 2-NBDG, respectively. 2-TRLG, an antipode of 2-TRG, proved to be an effective tracer for evaluating the extent of non-stereoselective uptake of 2-NBDG when used simultaneously with 2-NBDG. On the other hand, 2-BDG exhibited very weak fluorescence, but the application of a novel cross coupling in the presence of a benzoxadiazole group may be useful for the future development of effective glucose tracers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.148