4-(cyclooct-2-yn-1-yloxy)butan-1-ol | 1278564-18-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(cyclooct-2-yn-1-yloxy)butan-1-ol
• 英文别名: 4-cyclooct-2-yn-1-yloxybutan-1-ol
• CAS: 1278564-18-3
• 化学式: C₁₂H₂₀O₂
• 分子量: 196.29
• InChiKey: BYWVLVASUDAKPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-二琥珀酰亚胺基碳酸酯 、 4-(cyclooct-2-yn-1-yloxy)butan-1-ol 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以76%的产率得到4-(cyclooct-2-yn-1-yloxy)butyl (2,5-dioxopyrrolidin-1-yl) carbonate
  参考文献：
  名称：

  Sequence-Selective Detection of Double-Stranded DNA Sequences Using Pyrrole–Imidazole Polyamide Microarrays

  摘要：

  We describe a microarray format that can detect double-stranded DNA sequences with a high degree of sequence selectivity. Cyclooctyne-derivatized pyrrole imidazole polyamides were immobilized on azide-modified glass substrates using microcontact printing and a strain-promoted azide alkyne cycloaddition (SPAAC) reaction. These polyamide-immobilized substrates selectively detected a seven-base-pair binding site incorporated within a double-stranded oligodeoxyribonucleotide sequence even in the presence of an excess of a sequence with a single-base-pair mismatch.

  DOI：

  10.1021/ja309677h
• 作为产物：
  描述：

  (E)-4-(2-bromocyclooct-2-enyloxy)butan-1-ol 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以52%的产率得到4-(cyclooct-2-yn-1-yloxy)butan-1-ol
  参考文献：
  名称：

  Solid phase strain promoted “click” modification of DNAvia[3+2]-nitrile oxide–cyclooctyne cycloadditions

  摘要：

  报道了一种快速、无催化剂、固相DNA修饰的方法，该方法基于应变促进的环辛炔-腈氧化物点击化学反应；该反应的特点是在温和条件下进行，在水相环境中、常温常压下发生，并在10分钟内完成。

  DOI：

  10.1039/c0cc03985c

文献信息

• Uncharged pyrenyloxy sulfonamide dyes for conjugation with biomolecules
  申请人：Li Yongfu

  公开号：US20170210904A1

  公开（公告）日：2017-07-27

  The invention relates to novel fluorescent dyes based on the following pyrenyloxy sulfonamide structure: wherein R 1 is a leash joined to the pyrenyloxy group via an ether link containing generally a reactive functional group such as, activated carbonate, activated ester, amino group, azide or alkyne for conjugation with biomolecules; R 2 and R 3 are hydrogen atoms, or short alkyl chains, or cyclic rings with or without heteroatoms such as nitrogen, oxygen, sulfur, phosphorus. The spectral properties of the fluorescent dyes are sufficiently different in wave-lengths and intensity from fluorescein as to permit simultaneous use of fluorescein and/or more other fluorescent dyes with minimum interference and to avoid interference from endogenous green fluorescent protein in biological system. The dyes are non-ionic to facilitate their entry into cells for intracellular detection. The non-ionic structure also precludes undesired electrostatic reactions with ionic sites on biological components and structures. The dyes have bigger Stokes' shifts than other dyes with similar spectral properties allowing use of simpler, more efficient detection equipment, are not sensitive to pH, and have good solubility in aqueous solution.

  本发明涉及基于以下pyrenyloxy磺酰胺结构的新型荧光染料：其中，R1是通过醚键连接到pyrenyloxy基团的链，通常含有反应性功能团，如活化的碳酸、活化的酯、氨基、叠氮或炔烃，用于与生物分子结合；R2和R3是氢原子，或短烷基链，或含有或不含有如氮、氧、硫、磷等杂原子的环状结构。这些荧光染料的谱特性在波长和强度上与荧光素足够不同，以至于可以同时使用荧光素和/或更多其他荧光染料，并且最小化干扰，并避免生物系统内源性绿色荧光蛋白的干扰。这些染料是非离子的，便于它们进入细胞进行细胞内检测。非离子结构还避免了与生物成分和结构上的离子位点发生不希望的静电反应。这些染料的斯托克斯位移比具有相似光谱特性的其他染料要大，允许使用更简单、更高效的检测设备，对pH不敏感，在水溶液中具有良好的溶解性。
• US9850383B2
  申请人：——

  公开号：US9850383B2

  公开（公告）日：2017-12-26