2-[3-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H), 9'-[9H]xanthen]-6-yl)carbonyl]amino]-1-propyn-1-yl]-benzyl N-[4-[(1E)-2-[4-(dimethylamino)phenyl]diazenyl]benzoyl]-glycinate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-[3-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H), 9'-[9H]xanthen]-6-yl)carbonyl]amino]-1-propyn-1-yl]-benzyl N-[4-[(1E)-2-[4-(dimethylamino)phenyl]diazenyl]benzoyl]-glycinate
• 化学式: C₄₈H₃₇N₅O₉
• 分子量: 827.85
• InChiKey: CYNREDYLHZEJBM-WYYOLBRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  62.0
• 可旋转键数：
  10.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  188.45
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2-[3-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H), 9'-[9H]xanthen]-6-yl)carbonyl]amino]-1-propyn-1-yl]-benzyl N-[4-[(1E)-2-[4-(dimethylamino)phenyl]diazenyl]benzoyl]-glycinate 在 porcine liver carboxylesterase 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 生成 3',6'-dihydroxy-N-(3-(2-(hydroxymethyl)phenyl)prop-2-yn-1-yl)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxamide 、 2-[[4-[[4-(dimethylamino)phenyl]diazenyl]benzoyl]amino]acetic acid
  参考文献：
  名称：

  A specific molecular beacon probe for the detection of human prostate cancer cells

  摘要：

  The small-molecule, water-soluble molecular beacon probe 1 is hydrolyzed by the lysate and living cells of human prostate cancer cell lines (LNCaP), resulting in strong green fluorescence. In contrast, probe 1 does not undergo significant hydrolysis in either the lysate or living cells of human nontumorigenic prostate cells (RWPE-1). These results, corroborated by UV-Vis spectroscopy and fluorescent microscopy, reveal that probe 1 is a sensitive and specific fluorogenic and chromogenic sensor for the detection of human prostate cancer cells among nontumorigenic prostate cells and that carboxylesterase activity is a specific biomarker for human prostate cancer cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.055
• 作为产物：
  描述：

  N-(2''-propynyl)-3',6'-dipivaloyloxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 、 三苯基膦 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 2-[3-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H), 9'-[9H]xanthen]-6-yl)carbonyl]amino]-1-propyn-1-yl]-benzyl N-[4-[(1E)-2-[4-(dimethylamino)phenyl]diazenyl]benzoyl]-glycinate
  参考文献：
  名称：

  A specific molecular beacon probe for the detection of human prostate cancer cells

  摘要：

  The small-molecule, water-soluble molecular beacon probe 1 is hydrolyzed by the lysate and living cells of human prostate cancer cell lines (LNCaP), resulting in strong green fluorescence. In contrast, probe 1 does not undergo significant hydrolysis in either the lysate or living cells of human nontumorigenic prostate cells (RWPE-1). These results, corroborated by UV-Vis spectroscopy and fluorescent microscopy, reveal that probe 1 is a sensitive and specific fluorogenic and chromogenic sensor for the detection of human prostate cancer cells among nontumorigenic prostate cells and that carboxylesterase activity is a specific biomarker for human prostate cancer cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.055

文献信息

• A specific molecular beacon probe for the detection of human prostate cancer cells
  作者：Yu Lin Jiang、Christopher A. McGoldrick、Deling Yin、Jing Zhao、Vini Patel、Marianne F. Brannon、Janet W. Lightner、Koyamangalath Krishnan、William L. Stone

  DOI：10.1016/j.bmcl.2012.04.055

  日期：2012.6

  The small-molecule, water-soluble molecular beacon probe 1 is hydrolyzed by the lysate and living cells of human prostate cancer cell lines (LNCaP), resulting in strong green fluorescence. In contrast, probe 1 does not undergo significant hydrolysis in either the lysate or living cells of human nontumorigenic prostate cells (RWPE-1). These results, corroborated by UV-Vis spectroscopy and fluorescent microscopy, reveal that probe 1 is a sensitive and specific fluorogenic and chromogenic sensor for the detection of human prostate cancer cells among nontumorigenic prostate cells and that carboxylesterase activity is a specific biomarker for human prostate cancer cells. (C) 2012 Elsevier Ltd. All rights reserved.