5,5'-diformyl-3,3'-bis(methoxycarbonylethyl)-4,4'-dimethyl-2,2'-bipyrrole | 499765-83-2

• 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: 5,5'-diformyl-3,3'-bis(methoxycarbonylethyl)-4,4'-dimethyl-2,2'-bipyrrole
• 英文别名: methyl 3-[5-formyl-2-[5-formyl-3-(3-methoxy-3-oxopropyl)-4-methyl-1H-pyrrol-2-yl]-4-methyl-1H-pyrrol-3-yl]propanoate
• CAS: 499765-83-2
• 化学式: C₂₀H₂₄N₂O₆
• 分子量: 388.42
• InChiKey: YROZULWQCWAUJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,5'-diformyl-3,3'-bis(methoxycarbonylethyl)-4,4'-dimethyl-2,2'-bipyrrole 在 盐酸 、 iron(III) chloride 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 48.0h， 生成
  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
• 作为产物：
  描述：

  2-O-benzyl 1-O-tert-butyl 5-iodo-4-(3-methoxy-3-oxopropyl)-3-methylpyrrole-1,2-dicarboxylate 在 palladium on activated charcoal 、 氢气 、 铜 、 三氟乙酸 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.34h， 生成 5,5'-diformyl-3,3'-bis(methoxycarbonylethyl)-4,4'-dimethyl-2,2'-bipyrrole
  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

• Functional Porphyrinoids from a Biomimetically Decorated Bipyrrole
  作者：Martin Bröring、Frédérique Brégier、Robin Krüger、Christian Kleeberg

  DOI：10.1002/ejic.200800946

  日期：2008.12

  The known 5,5′-diformyl-3,3′-bis(methoxycarbonylethyl)-4,4′-dimethyl-2,2′-bipyrrole was employed in the preparation of biomimetic functional porphyrinoids. Tetrapyrrolic 2,2′-bidipyrrins could be obtained from condensations with two equivalents of 3,4-dialkyl-2-methylpyrroles. From these compounds, a manganese(III) corrole as well as a boron-containing bis(bodipy) fluorophor are accessible as functional

  已知的 5,5'-二甲酰基-3,3'-双（甲氧基羰基乙基）-4,4'-二甲基-2,2'-联吡咯用于制备仿生功能卟啉。可以通过与两当量的 3,4-二烷基-2-甲基吡咯缩合得到四吡咯 2,2'-双吡咯。从这些化合物中，锰 (III) corrole 以及含硼的双 (bodipy) 荧光团可作为一步反应中的功能物质获得。两种产品均通过 X 射线晶体学进行了研究。尝试水解甲基酯部分仅对锰 corole 成功，并产生了一种可溶于缓冲液、血红素类似的 corrole 复合物。另一方面，双核 BF2 螯合物 [bis(bodipy)] 在应用条件下无选择性地分解。这种分解的基本原理来自对具有 F-B-O-B-F 部分的相关水解产物的结晶学工作。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• 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。
• Blue Myoglobin Reconstituted with an Iron Porphycene Shows Extremely High Oxygen Affinity
  作者：Takashi Hayashi、Hirohisa Dejima、Takashi Matsuo、Hideaki Sato、Dai Murata、Yoshio Hisaeda

  DOI：10.1021/ja0265052

  日期：2002.9.1

  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.
• FUNCTIONALIZED EXPANDED PORPHYRINS
  申请人：Sessler Jonathan L.

  公开号：US20100197031A1

  公开（公告）日：2010-08-05

  Disclosed are functionalized expanded porphyrins that can be used as spectrometric sensors for high-valent actinide cations. The disclosed functionalized expanded porphyrins have the advantage over unfunctionalized systems in that they can be immobilized via covalent attachment to a solid support comprising an inorganic or organic polymer or other common substrates. Substrates comprising the disclosed functionalized expanded porphyrins are also disclosed. Further, disclosed are methods of making the disclosed compounds (immobilized and free), methods of using them as sensors to detect high valent actinides, devices that comprise the disclosed compounds, and kits.
• US5410045A
  申请人：——

  公开号：US5410045A

  公开（公告）日：1995-04-25