3-(pyren-1-yl)prop-2-yn-1-ol | 1392406-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 3-(pyren-1-yl)prop-2-yn-1-ol
• 英文别名: 3-Pyren-1-ylprop-2-yn-1-ol；3-pyren-1-ylprop-2-yn-1-ol
• CAS: 1392406-87-9
• 化学式: C₁₉H₁₂O
• 分子量: 256.304
• InChiKey: JMUXKJROYXWFSI-UHFFFAOYSA-N

物化性质

• 沸点：
  484.2±28.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(pyren-1-yl)prop-2-yn-1-ol 在 sodium hydride 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 47.0h， 生成
  参考文献：
  名称：

  1,3,5-Trisubstituted benzenes as fluorescent photoaffinity probes for human carbonic anhydrase II capture

  摘要：

  本研究介绍了基于 1,3,5-三取代苯的小分子合成方法，用于光介导捕获人类碳酸酐酶 II 并通过荧光进行可视化。

  DOI：

  10.1039/c3cc38251f
• 作为产物：
  描述：

  1-溴芘 、 2-丙炔-1-醇 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁胺 作用下， 以95%的产率得到3-(pyren-1-yl)prop-2-yn-1-ol
  参考文献：
  名称：

  1,3,5-Trisubstituted benzenes as fluorescent photoaffinity probes for human carbonic anhydrase II capture

  摘要：

  本研究介绍了基于 1,3,5-三取代苯的小分子合成方法，用于光介导捕获人类碳酸酐酶 II 并通过荧光进行可视化。

  DOI：

  10.1039/c3cc38251f

文献信息

• Synthetic Routes to Fluorescent Dyes Exhibiting Large Stokes Shifts
  作者：Sandra Rihn、Pascal Retailleau、Antoinette De Nicola、Gilles Ulrich、Raymond Ziessel

  DOI：10.1021/jo301059u

  日期：2012.10.19

  Derivatives of isomeric 2-(hydroxytolyl)-4,6-dimethylamino-1,3,5-triazines have been synthesized in high yields in a controlled manner using a multistep reaction sequence. Iodination of either 2-(1'-hydroxy-6'-methylphen-2'-yl)- or 2-(1'-hydroxy-4'-methylphen-2'-yl)-4,6-dimethylamino-1,3,5-triazine with ICl provides species differing in the positioning of the iodo group relative to the hydroxyl which readily undergo Suzuki, Sonogashira, and Heck reactions under Pd(0) catalysis. Thus, thienyl, bisthienyl, and 3,4-ethylenedioxythienyl groups have been directly grafted, while unsubstituted polycyclic aromatics such as pyrene and perylene have been linked via alkyne bridges, as have ethynyldifluoroborondipyrromethane (BODIPY) dyes prepared in situ. The presence of a hydrogen bond in the ground state involving the hydroxyl substituent has been established by proton NMR and several X-ray structure determinations. All of the new dyes with a simple substituent (phenyl, thienyl) exhibited a pronounced green fluorescence resulting from an intramolecular proton transfer:in:the excited state (ESIPT) which produces a large Stokes shift (> 10 000 cm(-1)). With other dyes, the fluorescence of the keto form responsible for the ESIPT process could be used as the.input energy in efficient intramolecular energy transfer processes. Replacing perylene with pyrene allowed reversal of the direction of energy transfer from the polyaromatic module to the keto form.
• EMBODIMENTS OF A PROBE AND METHOD FOR TARGETING NUCLEIC ACIDS
  申请人：University Of Idaho

  公开号：EP2734525A2

  公开（公告）日：2014-05-28
• [EN] EMBODIMENTS OF A PROBE AND METHOD FOR TARGETING NUCLEIC ACIDS<br/>[FR] MODES DE RÉALISATION D'UNE SONDE ET PROCÉDÉ DE CIBLAGE D'ACIDES NUCLÉIQUES
  申请人：UNIV IDAHO

  公开号：WO2013013068A2

  公开（公告）日：2013-01-24

  Disclosed embodiments concern a probe comprising one or more pairs of monomers capable of targeting a nucleic acid target. The pair of monomers may be arranged in a manner that promotes thermoinstability of the probe complex, thus producing a probe capable of locating and/or detecting a target. The probe also may comprise one or more natural or non-natural nucleotides capable of Watson-Crick base pairing with an isosequential nucleic acid target. Particular disclosed embodiments concern a method of using the disclosed probe to target nucleic acids. In particular disclosed embodiments, the probe may be incubated with a target nucleic acid and then be detected.
• Optimised Synthesis of the Bacterial Magic Spot (p)ppGpp Chemosensor PyDPA
  作者：Gabriele Conti、Marco Minneci、Sara Sattin

  DOI：10.1002/cbic.201900013

  日期：2019.7

  Guanosine penta- or tetraphosphate (pppGpp or ppGpp, respectively) is a nucleotide signalling molecule with a marked effect on bacterial physiology during stress. Its accumulation slows down cell metabolism and replication, supposedly leading to the formation of the antibiotic-tolerant persister phenotype. A specifically tailored fluorescent chemosensor, PyDPA, allows the detection of (p)ppGpp in solution

  鸟苷五磷酸或四磷酸鸟嘌呤（分别为pppGpp或ppGpp）是一种核苷酸信号分子，在压力下对细菌生理学具有显着影响。它的积累减慢了细胞的代谢和复制，据推测导致了抗生素耐受性持久性表型的形成。专门定制的荧光化学传感器PyDPA可以相对于其他核苷酸，以高选择性检测溶液中的（p）ppGpp。本文中，提出了一种优化的合成方法，可通过7个步骤将总收率从9％提高到67％。这种方法的简单性和鲁棒性使研究小组可以轻松地研究（p）ppGpp的许多方面。
• 1,3,5-Trisubstituted benzenes as fluorescent photoaffinity probes for human carbonic anhydrase II capture
  作者：Partha Sarathi Addy、Baisakhee Saha、N. D. Pradeep Singh、Amit K. Das、Jacob T. Bush、Clarisse Lejeune、Christopher J. Schofield、Amit Basak

  DOI：10.1039/c3cc38251f

  日期：——

  The synthesis of small molecule based 1,3,5-trisubstituted benzenes for photo-mediated capture of human carbonic anhydrase II with visualisation by fluorescence is described.

  本研究介绍了基于 1,3,5-三取代苯的小分子合成方法，用于光介导捕获人类碳酸酐酶 II 并通过荧光进行可视化。