5-[2-[10-[2-[4-(cyclohexylamino)phenyl]ethynyl]anthracen-9-yl]ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione | 1374418-27-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5-[2-[10-[2-[4-(cyclohexylamino)phenyl]ethynyl]anthracen-9-yl]ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 1374418-27-5
• 化学式: C₃₉H₃₅N₃O₅
• 分子量: 625.724
• InChiKey: SRCYMXSNWTWXCX-HKIDPNTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-cyclohexyl-4-iodoaniline 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 、 二异丙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 39.33h， 生成 5-[2-[10-[2-[4-(cyclohexylamino)phenyl]ethynyl]anthracen-9-yl]ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Fluorescent nucleosides with ‘on–off’ switching function, pH-responsive fluorescent uridine derivatives

  摘要：

  We synthesized various pH-responsive fluorescent deoxyuridine derivatives (1a-g). These fluorescent nucleosides exhibited distinctive fluorescence at 470-600 nm in aqueous solvents containing methanol only at acidic to neutral pH values. In particular, 1f exhibited strong fluorescence only at pH range of 3.1-7.2 with a pK(a) of 6.1. Such pH-sensitive fluorescent nucleosides can be used as 'on-off' fluorescence switch for monitoring pH change in biological systems, particularly for cancer cell detection. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.092

文献信息

• Fluorescent nucleosides with ‘on–off’ switching function, pH-responsive fluorescent uridine derivatives
  作者：Yoshio Saito、Shigenori Miyamoto、Azusa Suzuki、Katsuhiko Matsumoto、Tsutomu Ishihara、Isao Saito

  DOI：10.1016/j.bmcl.2012.02.092

  日期：2012.4

  We synthesized various pH-responsive fluorescent deoxyuridine derivatives (1a-g). These fluorescent nucleosides exhibited distinctive fluorescence at 470-600 nm in aqueous solvents containing methanol only at acidic to neutral pH values. In particular, 1f exhibited strong fluorescence only at pH range of 3.1-7.2 with a pK(a) of 6.1. Such pH-sensitive fluorescent nucleosides can be used as 'on-off' fluorescence switch for monitoring pH change in biological systems, particularly for cancer cell detection. (C) 2012 Elsevier Ltd. All rights reserved.