3,3'-Bis-(2-methoxycarbonyl-ethyl)-4,4'-dimethyl-1H,1'H-[2,2']bipyrrolyl-5,5'-dicarboxylic acid | 499765-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3,3'-Bis-(2-methoxycarbonyl-ethyl)-4,4'-dimethyl-1H,1'H-[2,2']bipyrrolyl-5,5'-dicarboxylic acid
• CAS: 499765-81-0
• 化学式: C₂₀H₂₄N₂O₈
• 分子量: 420.419
• InChiKey: HEERISZYVCIBLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  158.78
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,3'-Bis-(2-methoxycarbonyl-ethyl)-4,4'-dimethyl-1H,1'H-[2,2']bipyrrolyl-5,5'-dicarboxylic acid 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 60.0~210.0 ℃ 、9.33 Pa 条件下， 反应 5.0h， 生成 5,5'-diformyl-3,3'-bis(methoxycarbonylethyl)-4,4'-dimethyl-2,2'-bipyrrole
  参考文献：
  名称：

  Blue Myoglobin Reconstituted with an Iron Porphycene Shows Extremely High Oxygen Affinity

  摘要：

  Myoglobin will be a good scaffold for engineering a function into proteins. To modulate the physiological function of myoglobin, almost all approaches have been demonstrated by site-directed mutagenesis, however, there are few studies which show a significant improvement in the function. In contrast, we focused on the replacement of heme in the protein with an artificial prosthetic group. Recently, we prepared a novel myoglobin reconstituted with an iron porphycene as a structural isomer of mesoheme. The bluish colored reconstituted myoglobin is relatively stable and the deoxymyoglobin reversibly binds ligands. Interestingly, the O2 affinity of the reconstituted myoglobin, 1.1 x 109 M-1, is a significant 1,400-fold higher than that of the native myoglobin. Furthermore, the unfavorable autoxidation kinetics show 7-fold decrease in rate for the reconstituted myoglobin relative to the native myoglobin, indicating the stable oxy-form against autoxidation. The net results come from the slow dissociation of the O2 ligand in the reconstituted myoglobin, koff = 0.11 s-1, because of the formation of strong hydrogen bond between His64 and negatively charged dioxygen. The present study indicates that the replacement of native heme with an artificially created prosthetic group will give us a unique function into a hemoprotein.

  DOI：

  10.1021/ja0265052
• 作为产物：
  描述：

  5-Benzyloxycarbonyl-4-methyl-3-(2-methoxycarbonylethyl)pyrrole-2-carboxylic acid 在 4-二甲氨基吡啶 、 palladium on activated charcoal 、 水 、 氢气 、 碘 、 铜 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 生成 3,3'-Bis-(2-methoxycarbonyl-ethyl)-4,4'-dimethyl-1H,1'H-[2,2']bipyrrolyl-5,5'-dicarboxylic acid
  参考文献：
  名称：

  Functionalized expanded porphyrins

  摘要：

  本发明涉及功能化的扩展卟啉，可用作高价态锕系阳离子的光谱传感器。所述功能化的扩展卟啉相对于未功能化的体系具有优势，因为它们可以通过共价连接到含无机或有机聚合物或其他常见基底的固体支持上而被固定。本发明还涉及包含所述功能化的扩展卟啉的基板。此外，本发明还涉及制备所述化合物（固定和自由态）、将其用作传感器以检测高价态锕系元素的方法、包括所述化合物的装置和试剂盒的方法。

  公开号：

  US08580845B2

文献信息

• Immobilization of a hexaphyrin(1.0.1.0.0.0) derivative onto a tentagel-amino resin and its use in uranyl cation detection
  作者：Patricia J. Melfi、Salvatore Camiolo、Jeong Tae Lee、Mehnaaz F. Ali、John T. McDevitt、Vincent M. Lynch、Jonathan L. Sessler

  DOI：10.1039/b718627d

  日期：——

  The synthesis of an isoamethyrin derivative containing two CH2CH2CO2CH3 moieties in the β-pyrrolic positions and its use in the colorimetric detection of the uranyl cation after immobilization onto a solid support is reported.

  报告了一种在β-吡咯位置含有两个 CH2CH2CO2CH3 分子的异甲基林衍生物的合成及其在固定到固体支持物上后用于铀酰阳离子的比色检测。