1-N-(propin-3-yl)-4-(pyren-1-yl)butyramide | 1000852-25-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-N-(propin-3-yl)-4-(pyren-1-yl)butyramide
• 英文别名: N-(prop-2-yn-1-yl)-4-(pyren-1-yl)butanamide；N-(Prop-2-yn-1-yl)-4-(pyren-1-yl)butanamide；N-prop-2-ynyl-4-pyren-1-ylbutanamide
• CAS: 1000852-25-4
• 化学式: C₂₃H₁₉NO
• 分子量: 325.41
• InChiKey: SCCWCGNPEDTGDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-N-(propin-3-yl)-4-(pyren-1-yl)butyramide 、 1-(叠氮甲基)-3-甲氧基苯 在 copper(l) iodide 、 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 90.0h， 以81%的产率得到N-((1-(3-methoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)-4-(pyren-1-yl)butanamide
  参考文献：
  名称：

  A Novel and Versatile Access to Task-Specific Ionic Liquids Based on 1,2,3-Triazolium Salts

  摘要：

  基于1,2,3-三唑盐的新型任务特异性离子液体采用简单的两步法制备。叠氮化合物和炔烃通过铜催化的“点击反应”转化为1,4-二取代的1,2,3-三唑。随后进行烷基化反应，得到1,3,4-三取代的1,2,3-三唑作为离子液体。这样可以将有用的功能团，如有机催化剂、荧光团或连接剂，融入到离子液体中。

  DOI：

  10.1055/s-2008-1042915
• 作为产物：
  描述：

  1-芘丁酸 、 炔丙胺 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以76%的产率得到1-N-(propin-3-yl)-4-(pyren-1-yl)butyramide
  参考文献：
  名称：

  Isostable DNA

  摘要：

  The high fidelity detection of multiple DNA sequences in multiplex assays calls for duplexes whose stability is independent of sequence (isostable DNA), forming under universally stringent conditions. Nature did not evolve DNA to form isostable duplexes. Here we report how probe strands can be modified so that an all-A/T target strand is bound with the same or slightly higher affinity than the corresponding all-G/C strand with the same sequence of purines and pyrimidines. We refer to these probes that feature covalently attached ligands as "decorated nucleic acids". Caps, intercalators, and locks were used to stabilize A/T duplexes, and N4-ethylcytosine residues were employed to tune down the stability of G/C duplexes without significantly affecting base pairing selectivity. Near-isostability was demonstrated in solution and on microarrays of high and low density. Further, it is shown that hybridization results involving decorated probes on microarrays can be predicted on the basis of thermodynamic data for duplex formation in solution. Predictable formation of isostable DNA not only benefits microarrays for gene expression analysis and genotyping, but may also improve the sequence-specificity of other applications that rely on the massively parallel formation of Watson-Crick duplexes.

  DOI：

  10.1021/ja074209p

文献信息

• NON COVALENT MOLECULAR STRUCTURE, COMPRISING A PYRENE BASED GLYCOCONJUGATE, DEVICE COMPRISING THE SAME AND ITS USE FOR DETECTION OF LECTIN
  申请人：Imberty Anne

  公开号：US20140147938A1

  公开（公告）日：2014-05-29

  The present invention relates to a non covalent molecular structure comprising a carbon nanostructure and a pyrene based glycoconjugate (I) which is linked to the said carbon nanostructure by a non covalent link, the said glycoconjugate (I) having the formula: wherein B is a group which is present on any of the ten carbon atoms of the pyrene structure represented in (I) susceptible to bear a substituent, and is represented by the following group: —(CH2) n -CO—NH-A, wherein n is an integer from 1 to 9, A is a group of formula: The present invention also relates to an electronic device comprising the said non covalent molecular structure, and to the use of this device for the detection of a lectin involved in bacterial or viral infections. Thus the invention also relates to a method for detecting the presence of a lectin in a sample to be analysed.

  本发明涉及一种非共价分子结构，包括碳纳米结构和与所述碳纳米结构通过非共价键连接的基于吡啶的糖共轭物(I)，所述糖共轭物(I)具有以下式：其中B是出现在(I)中所代表的吡啶结构的十个碳原子中的任意一个上，易于承载取代基，并由以下基团表示：—(CH2)n-CO—NH-A，其中n是1到9之间的整数，A是以下式的基团：本发明还涉及包括所述非共价分子结构的电子设备，以及利用该设备检测与细菌或病毒感染有关的凝集素的用途。因此，本发明还涉及一种检测样品中凝集素存在的方法。
• Synthesis, photophysical properties of triazolyl-donor/acceptor chromophores decorated unnatural amino acids: Incorporation of a pair into Leu-enkephalin peptide and application of triazolylperylene amino acid in sensing BSA
  作者：Subhendu Sekhar Bag、Subhashis Jana、Manoj Kumar Pradhan

  DOI：10.1016/j.bmc.2016.05.069

  日期：2016.8

  The research in the field of design and synthesis of unnatural amino acids is growing at a fast space for the increasing demand of proteins of potential therapeutics and many other diversified novel functional applications. Thus, we report herein the design and synthesis of microenvironment sensitive fluorescent triazolyl unnatural amino acids (UNAA) decorated with donor and/or acceptor aromatic chromophores

  在非天然氨基酸的设计和合成领域中的研究正在迅速发展，以增加对潜在治疗剂和许多其他多样化的新颖功能应用的蛋白质的需求。因此，我们在本文中报道了通过点击化学用供体和/或受体芳族发色团修饰的微环境敏感的荧光三唑基非天然氨基酸（UNAA）的设计和合成。合成的荧光氨基酸显示出有趣的溶剂变色特性和/或分子内电荷转移（ICT）特性，如从UV-可见光，荧光光物理特性和DFT / TDDFT计算中所揭示的那样。HOMO-LUMO分布表明，某些氨基酸的发射态在三唑基部分和与其相连的芳族发色团之间具有更显着的电子再分布特征，从而导致发射特性得到调节。一对供体-受体氨基酸显示出有趣的光物理相互作用特性，表明发生了FRET猝灭事件。此外，一种氨基酸三唑基-per氨基酸已被用于研究与BSA的相互作用，并发现它能够以增强的荧光强度来感测BSA。最后，我们将一对供体/受体氨基酸掺入Leu-脑啡肽类似物五肽中，发现其主要采用II型β-转角构象。
• Donor/acceptor chromophores-decorated triazolyl unnatural nucleosides: synthesis, photophysical properties and study of interaction with BSA
  作者：Subhendu Sekhar Bag、Sangita Talukdar、Suman Kalyan Das、Manoj Kumar Pradhan、Soumen Mukherjee

  DOI：10.1039/c6ob00500d

  日期：——

  fluorescent unnatural biomolecular building blocks lead us to the synthesis of some triazolyl donor/acceptor unnatural nucleosides via an azide–alkyne 1,3-dipolar cycloaddition reaction as a key step, which we want to report herein. We have studied their photophysical properties and found interesting solvatochromic fluorescence for two of the nucleosides. Photophysical interactions among two donor–acceptor β-nucleosides

  已经付出了很多努力来开发具有正交识别特性的非天然，稳定，疏水性碱基对，并研究了它们对DNA双链体稳定的影响。我们在设计荧光非天然生物分子构件方面的不懈努力导致我们通过以下途径合成了一些三唑基供体/受体非天然核苷：叠氮化物-炔烃1,3-偶极环加成反应是关键步骤，我们在此报告。我们研究了它们的光物理性质，并发现了两个核苷有趣的溶剂变色荧光。还评估了两个供体-受体β-核苷以及一对α/β-核苷之间的光物理相互作用。此外，我们已经利用一种荧光核苷借助紫外线可见光和稳态荧光技术研究了其与BSA的相互作用。我们的设计概念基于这样的假设：一对这样的供体/受体核苷可能参与π堆积以及光物理相互作用，如果可以将此类核苷掺入短的寡核苷酸序列中，则会导致DNA双链体的稳定化。所以，
• Targeted photothermal release of antibiotics by a graphene nanoribbon-based supramolecular glycomaterial
  作者：Ying Shang、Sheng Zhang、Hui-Qi Gan、Kai-Cheng Yan、Fugui Xu、Yiyong Mai、Daijie Chen、Xi-Le Hu、Lei Zou、Tony D. James、Xiao-Peng He

  DOI：10.1039/d2cc05879k

  日期：——

  A supramolecular glycomaterial has been developed using the self-assembly of pyrenyl glycosides and graphene nanoribbon-based nanowires for the targeted, photothermally-controlled release of antibiotics to bacteria.

  一种超分子糖材料已经开发出来，它使用荧光基糖苷和基于石墨烯纳米带的纳米线的自组装，以实现对细菌的定向、光热控制释放抗生素。