2,5-dioxo-pyrrolidin-1-yl 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionate | 853799-72-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-dioxo-pyrrolidin-1-yl 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionate
• 英文别名: 2,5-Dioxopyrrolidin-1-yl 3-((2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl)methoxy)propanoate；(2,5-dioxopyrrolidin-1-yl) 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoate
• CAS: 853799-72-1
• 化学式: C₁₄H₁₅NO₇S
• 分子量: 341.342
• InChiKey: GIJACQBAFMMOMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  羟甲基 EDOT 在 sodium hydroxide 、 18-冠醚-6 、 sodium hydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 98.0h， 生成 2,5-dioxo-pyrrolidin-1-yl 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionate
  参考文献：
  名称：

  Characterization of PEDOT film functionalized with a series of automated synthesis ferrocenyl-containing oligonucleotides

  摘要：

  In previous works we have described a fully automated synthesis of new ferrocene labelled oligonucleotides (Fc-ODNs) probes with one or more electroactive markers at different position in the chain. These Fc-ODNs have shown good properties to detect ODN target in solution. Here we describe the post-functionalization of a conducting co-polymer based on ethylenedioxythiophene (EDOT) derivatives by a series of Fc-ODNs. The grafting of the Fc-ODNs probes resulted in the appearance of the ferrocene redox couple which directly confirm the effectiveness of the ODN anchoring compared to traditional approach based on IR spectroscopy and X-ray fluorescence of the films. Moreover, the electrochemical response of the modified electrodes analysed in organic media before and after hybridization with ODN target confirm that properties obtain in solution for Fe-ODNs already exist in the film. The changes in the current intensity were found to be dependant on the structure of the grafted ODN that validate our strategy to synthesize an optimal Fc-ODNs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.058

文献信息

• Characterization of PEDOT film functionalized with a series of automated synthesis ferrocenyl-containing oligonucleotides
  作者：Aude-Emmanuelle Navarro、Frédéric Fages、Corinne Moustrou、Hugues Brisset、Nicolas Spinelli、Carole Chaix、Bernard Mandrand

  DOI：10.1016/j.tet.2005.02.058

  日期：2005.4

  In previous works we have described a fully automated synthesis of new ferrocene labelled oligonucleotides (Fc-ODNs) probes with one or more electroactive markers at different position in the chain. These Fc-ODNs have shown good properties to detect ODN target in solution. Here we describe the post-functionalization of a conducting co-polymer based on ethylenedioxythiophene (EDOT) derivatives by a series of Fc-ODNs. The grafting of the Fc-ODNs probes resulted in the appearance of the ferrocene redox couple which directly confirm the effectiveness of the ODN anchoring compared to traditional approach based on IR spectroscopy and X-ray fluorescence of the films. Moreover, the electrochemical response of the modified electrodes analysed in organic media before and after hybridization with ODN target confirm that properties obtain in solution for Fe-ODNs already exist in the film. The changes in the current intensity were found to be dependant on the structure of the grafted ODN that validate our strategy to synthesize an optimal Fc-ODNs. (c) 2005 Elsevier Ltd. All rights reserved.