Pyrene-1-carboxylic acid (3-{2-amino-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-8-yl}-prop-2-ynyl)-amide | 760998-32-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: Pyrene-1-carboxylic acid (3-{2-amino-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-8-yl}-prop-2-ynyl)-amide
• 英文别名: N-[3-[2-amino-9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-oxo-1H-purin-8-yl]prop-2-ynyl]pyrene-1-carboxamide
• CAS: 760998-32-1
• 化学式: C₄₂H₅₂N₆O₅Si₂
• 分子量: 777.083
• InChiKey: AUXSJDKONAGOFE-RKKDRKJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.08
• 重原子数：
  55
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  142
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Pyrene-1-carboxylic acid (3-{2-amino-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-8-yl}-prop-2-ynyl)-amide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以94%的产率得到N-[3-[2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-8-yl]prop-2-ynyl]pyrene-1-carboxamide
  参考文献：
  名称：

  A novel fluorescent guanine derivative distinguishable of three structures, single strand, duplex, and quadruplex

  摘要：

  We have constructed a pyrene-labeled guanine base, (8Py)G. (8Py)G is a novel fluorescent probe for monitoring the secondary structure of G-rich DNA. The fluorescence emitted from (8Py)G-labeled oligodeoxynucleotide clearly distinguished three structural states. single strand-duplex-quadruplex. Thus, the technique, which monitors the fluorescence of (8Py)G-labeled oligodeoxynucleotide, is a powerful tool for the investigation of DNA structural changes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.136
• 作为产物：
  描述：

  3',5'-O,O'-bis(tert-butyldimethylsilyl)-8-bromo-2'-deoxyguanosine 、 N-(prop-2-ynyl)pyrene-1-carboxamide 在 四(三苯基膦)钯 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以74%的产率得到Pyrene-1-carboxylic acid (3-{2-amino-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-8-yl}-prop-2-ynyl)-amide
  参考文献：
  名称：

  A novel fluorescent guanine derivative distinguishable of three structures, single strand, duplex, and quadruplex

  摘要：

  We have constructed a pyrene-labeled guanine base, (8Py)G. (8Py)G is a novel fluorescent probe for monitoring the secondary structure of G-rich DNA. The fluorescence emitted from (8Py)G-labeled oligodeoxynucleotide clearly distinguished three structural states. single strand-duplex-quadruplex. Thus, the technique, which monitors the fluorescence of (8Py)G-labeled oligodeoxynucleotide, is a powerful tool for the investigation of DNA structural changes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.136

文献信息

• A novel fluorescent guanine derivative distinguishable of three structures, single strand, duplex, and quadruplex
  作者：Akimitsu Okamoto、Keiichiro Kanatani、Yuji Ochi、Yoshio Saito、Isao Saito

  DOI：10.1016/j.tetlet.2004.05.136

  日期：2004.7

  We have constructed a pyrene-labeled guanine base, (8Py)G. (8Py)G is a novel fluorescent probe for monitoring the secondary structure of G-rich DNA. The fluorescence emitted from (8Py)G-labeled oligodeoxynucleotide clearly distinguished three structural states. single strand-duplex-quadruplex. Thus, the technique, which monitors the fluorescence of (8Py)G-labeled oligodeoxynucleotide, is a powerful tool for the investigation of DNA structural changes. (C) 2004 Elsevier Ltd. All rights reserved.