N-propargyl-1-γ-oxo-pyrenebutyric acid amide | 1235988-21-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-propargyl-1-γ-oxo-pyrenebutyric acid amide
• 英文别名: 4-oxo-N-prop-2-ynyl-4-pyren-1-ylbutanamide
• CAS: 1235988-21-2
• 化学式: C₂₃H₁₇NO₂
• 分子量: 339.393
• InChiKey: SYGAPEFGVYZVFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-propargyl-1-γ-oxo-pyrenebutyric acid amide 、 碘苷 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以60%的产率得到N-(3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-yn-1-yl)-4-oxo-4-(pyren-1-yl)butanamide
  参考文献：
  名称：

  Singly and doubly labeled base-discriminating fluorescent oligonucleotide probes containing oxo-pyrene chromophore

  摘要：

  We have developed new oxo-pyrene labeled fluorescent nucleoside, (Oxo-Py)U which showed a strong fluorescence dependency on solvent polarity at long wavelength. The designed singly and doubly (Oxo-Py)U labeled fluorescent oligonucleotide probes were found highly efficient for the discrimination of A and consecutive AA bases of target DNA opposite to the labeled base via generation of enhanced fluorescence signal. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.063
• 作为产物：
  描述：

  4-氧代-4-芘-1-基丁酸 、 炔丙胺 在 1-羟基苯并三唑 、 1,2-二氯乙烷 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.25h， 以85%的产率得到N-propargyl-1-γ-oxo-pyrenebutyric acid amide
  参考文献：
  名称：

  Singly and doubly labeled base-discriminating fluorescent oligonucleotide probes containing oxo-pyrene chromophore

  摘要：

  We have developed new oxo-pyrene labeled fluorescent nucleoside, (Oxo-Py)U which showed a strong fluorescence dependency on solvent polarity at long wavelength. The designed singly and doubly (Oxo-Py)U labeled fluorescent oligonucleotide probes were found highly efficient for the discrimination of A and consecutive AA bases of target DNA opposite to the labeled base via generation of enhanced fluorescence signal. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.063

文献信息

• STACKING NUCLEIC ACID AND METHODS FOR USE THEREOF
  申请人：Schneider Uffe Vest

  公开号：US20140065676A1

  公开（公告）日：2014-03-06

  The present invention provides a novel modified oligonucleotide monomer useful in molecular biological techniques such as capture and/or detection of nucleic acids, amplification of nucleic acids and sequencing of nucleic acids. The modified oligonucleotide monomer comprises an intercalator that can intercalate into an antiparallel duplex from the major groove.

  本发明提供了一种新型的修饰寡核苷酸单体，在分子生物学技术中具有捕获和/或检测核酸、核酸扩增和核酸测序等方面的应用。该修饰寡核苷酸单体包括一种可以插入到反平行双链的主沟槽中的插入剂。
• [EN] STACKING NUCLEIC ACID AND METHODS FOR USE THEREOF<br/>[FR] ACIDE NUCLÉIQUE D'EMPILEMENT ET MÉTHODES D'UTILISATION ASSOCIÉES
  申请人：QUANTIBACT AS

  公开号：WO2012130238A1

  公开（公告）日：2012-10-04

  The present invention provides a novel modified oligonucleotide monomer useful in molecular biological techniques such as capture and/or detection of nucleic acids, amplification of nucleic acids and sequencing of nucleic acids. The modified oligonucleotide monomer comprises an intercalator that can intercalate into an antiparallel duplex from the major groove.
• Singly and doubly labeled base-discriminating fluorescent oligonucleotide probes containing oxo-pyrene chromophore
  作者：Subhendu Sekhar Bag、Rajen Kundu、Katsuhiko Matsumoto、Yoshio Saito、Isao Saito

  DOI：10.1016/j.bmcl.2010.04.063

  日期：2010.6

  We have developed new oxo-pyrene labeled fluorescent nucleoside, (Oxo-Py)U which showed a strong fluorescence dependency on solvent polarity at long wavelength. The designed singly and doubly (Oxo-Py)U labeled fluorescent oligonucleotide probes were found highly efficient for the discrimination of A and consecutive AA bases of target DNA opposite to the labeled base via generation of enhanced fluorescence signal. (C) 2010 Elsevier Ltd. All rights reserved.