(2,5-Dioxopyrrolidin-1-yl) 4-oxo-4-[2-[2-[2-(pentacosa-10,12-diynoylamino)ethoxy]ethoxy]ethylamino]butanoate | 933061-29-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2,5-Dioxopyrrolidin-1-yl) 4-oxo-4-[2-[2-[2-(pentacosa-10,12-diynoylamino)ethoxy]ethoxy]ethylamino]butanoate
• 英文别名: (2,5-dioxopyrrolidin-1-yl) 4-oxo-4-[2-[2-[2-(pentacosa-10,12-diynoylamino)ethoxy]ethoxy]ethylamino]butanoate
• CAS: 933061-29-1
• 化学式: C₃₉H₆₃N₃O₈
• 分子量: 701.945
• InChiKey: AGOVKFZIWKMMAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  50
• 可旋转键数：
  33
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 4-Oxo-4-[2-[2-[2-(pentacosa-10,12-diynoylamino)ethoxy]ethoxy]ethylamino]butanoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以54%的产率得到(2,5-Dioxopyrrolidin-1-yl) 4-oxo-4-[2-[2-[2-(pentacosa-10,12-diynoylamino)ethoxy]ethoxy]ethylamino]butanoate
  参考文献：
  名称：

  Polydiacetylene Liposome Arrays for Selective Potassium Detection

  摘要：

  Potassium is an important cation in biology, and quantitative detection of the extracellular potassium level is important. However, selective detection of extracellular physiological potassium is a challenging task due to the presence of sodium in a much higher concentration. In this contribution, we describe the development of practical polydiacetylene (PDA) liposome-based microarrays to selectively detect potassium even in the presence of sodium. We utilize the fact that the G-rich ssDNA can fold into a G-quadruplex via intramolecular hydrogen bonding by wrapping around a potassium ion exclusively. We rationally design the PDA liposome in such a way that the G-rich ssDNA probes are presented densely at the liposome surface and form bulky quadruplexes upon binding with K+. The resulting bulky quadruplexes are sterically hindered and repulse each other and impose mechanical stress on the PDA backbone, resulting in the conformational change of the ene-yne backbone of the PDA. As a result, polydiacetylene liposomes turn into the emissive red phase from the nonfluorescent blue phase.

  DOI：

  10.1021/ja709996c

文献信息

• FUNCTIONALIZED POLYDIACETYLENE SENSORS
  申请人：Kim Jinsang

  公开号：US20110059867A1

  公开（公告）日：2011-03-10

  A microarray includes a solid substrate having a surface, the surface having a plurality of binding spots and a plurality of reaction moieties bound to the binding spots. A reaction moiety includes a plurality of polyacetylene monomers, the polyacetylene monomers having a first coupling region and a second coupling region, the first coupling region having a first functional group operable to bind to the binding spot and the second coupling region comprising a second functional group operable to bind to an accessory molecule; and an accessory molecule having a binding region and an analyte reaction region, the analyte reaction region operable to selectively bind to the target analyte, and the binding region operable to bind to the second coupling region of the polyacetylene monomer. Upon binding a target analyte with the reaction moiety, a color change from the polyacetylene monomer occurs and the reaction moiety produces fluorescence.

  微阵列包括一个固体基质，其表面具有多个结合点和多个与结合点结合的反应分子。反应分子包括多个聚乙烯单体，聚乙烯单体具有第一偶联区和第二偶联区，第一偶联区具有第一个功能基团，可用于结合结合点，第二偶联区包含第二个功能基团，可用于结合辅助分子；以及具有结合区和分析物反应区的辅助分子，分析物反应区可选择性地结合目标分析物，结合区可结合聚乙烯单体的第二偶联区。当反应分子与目标分析物结合时，聚乙烯单体发生颜色变化，反应分子产生荧光。
• Polydiacetylene Liposome Arrays for Selective Potassium Detection
  作者：Jiseok Lee、Hyong-Jun Kim、Jinsang Kim

  DOI：10.1021/ja709996c

  日期：2008.4.1

  Potassium is an important cation in biology, and quantitative detection of the extracellular potassium level is important. However, selective detection of extracellular physiological potassium is a challenging task due to the presence of sodium in a much higher concentration. In this contribution, we describe the development of practical polydiacetylene (PDA) liposome-based microarrays to selectively detect potassium even in the presence of sodium. We utilize the fact that the G-rich ssDNA can fold into a G-quadruplex via intramolecular hydrogen bonding by wrapping around a potassium ion exclusively. We rationally design the PDA liposome in such a way that the G-rich ssDNA probes are presented densely at the liposome surface and form bulky quadruplexes upon binding with K+. The resulting bulky quadruplexes are sterically hindered and repulse each other and impose mechanical stress on the PDA backbone, resulting in the conformational change of the ene-yne backbone of the PDA. As a result, polydiacetylene liposomes turn into the emissive red phase from the nonfluorescent blue phase.