tert-butyl (4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyl)carbamate | 857074-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl (4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyl)carbamate
• 英文别名: 1-(4-N-Boc-aminobutyl)-1H-pyrrole-2,5-dione；tert-butyl N-[4-(2,5-dioxopyrrol-1-yl)butyl]carbamate
• CAS: 857074-62-5
• 化学式: C₁₃H₂₀N₂O₄
• 分子量: 268.313
• InChiKey: HVWFMVXISAYIGH-UHFFFAOYSA-N

物化性质

• 沸点：
  422.5±28.0 °C(Predicted)
• 密度：
  1.158±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyl)carbamate 在 苯甲醚 、 三氟乙酸 作用下， 反应 1.0h， 以96%的产率得到1-(4-aminobutyl)-1H-pyrrolyl-2,5-dione
  参考文献：
  名称：

  Synthesis and characterization of a new polymer–drug conjugate with pH-induced activity

  摘要：

  A well-defined, stimuli-responsive tetrapolymer with pH-responsive characteristics and targeting specificity has been synthesized by radical copolymerization of methacrylic acid. N-(2-hydroxypropyl)methacrylamide, methacryloyl glycylglycyl sulfamethoxazole, and N-(methacryloyl)glycylglycine 4-nitrophenyl ester. The structure and properties of tetrapolymer were investigated by NMR, FT-IR, UV-visible absorption, TEM and gel permeation chromatography. Incorporation of maleimide linker into tetrapolymer facilitates its conjugation with antibody fragments, as demonstrated by the solid-phase immunoassay experiments. The TEM image shows that tetrapolymer had self-assembled a spherical micelle with a diameter ranging from 50 to 150 nm. Altering the pH of the solution leads to a different extent of aggregation at pH 6.5-3.5, responding in accordance with the properties associated with the extracellular environment of solid tumors and endocytosis. Furthermore, fluorescence spectroscopy indicated a critical micelle concentration (CMC) of 1 mg/mL. Because of the solvation and ionization effects, the tetrapolymer showed considerably enhanced antibacterial activities against Escherichia coli in the presence of DMSO and the antibacterial activity increased with decreasing pH value. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.06.006
• 作为产物：
  描述：

  N-叔丁氧羰基-1,4-丁二胺 在 sodium acetate 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 tert-butyl (4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyl)carbamate
  参考文献：
  名称：

  Synthesis of azobenzenealkylmaleimide probes to photocontrol the enzyme activity of a bacterial histone deacetylase-like amidohydrolase

  摘要：

  A series of azobenzenealkylmaleimides (AMDs) with different spacer length was synthesized and coupled via Michael-Addition to a specific mutant of a bacterial histone deacetylase-like amidohydrolase (HDAH). Michaelis-Menten parameters (V-max and K-m) were employed to characterize the effect of both, the spacer length and the configuration (cis vs. trans) of the attached azobenzene moiety, on the HDAH enzyme activity. The photoswitch behavior of the AMD/enzyme conjugate activity was clearly influenced by the AMD spacer length. This study highlights the importance of steric rearrangement of the photoswitch with respect to the active site and describes a strategy to optimize the photocontrol of HDAH. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2014.10.004

文献信息

• Exploiting Chromophore–Protein Interactions through Linker Engineering To Tune Photoinduced Dynamics in a Biomimetic Light-Harvesting Platform
  作者：Milan Delor、Jing Dai、Trevor D. Roberts、Julia R. Rogers、Samia M. Hamed、Jeffrey B. Neaton、Phillip L. Geissler、Matthew B. Francis、Naomi S. Ginsberg

  DOI：10.1021/jacs.7b13598

  日期：2018.5.23

  energetics, positions and relative orientations of chromophores in densely packed arrays to transfer electronic excitation energy to desired locations with high efficiency. Toward achieving this goal, we use a highly versatile biomimetic protein scaffold from the tobacco mosaic virus coat protein on which chromophores can be attached at precise locations via linkers of differing lengths and rigidities. We

  创建模仿和超越自然界中发现的人工系统是现代科学的巨大挑战之一。在光合光收集的背景下，困难在于对密集排列的发色团的能量、位置和相对方向进行最大程度的控制，以将电子激发能量高效地转移到所需的位置。为了实现这一目标，我们使用来自烟草花叶病毒外壳蛋白的高度通用的仿生蛋白支架，发色团可以通过不同长度和刚度的接头连接在精确位置上。我们展示了微小的接头修饰，包括切换手性构型和烷基链缩短，随着链接器被缩短和硬化，导致系统的超快激发态动力学显着延长。分子动力学模拟提供关于发色团附着方向、位置和距离蛋白质表面的距离如何导致观察到的系统动力学趋势的分子级细节。特别是，我们发现短而刚性的接头能够将水分子夹在生色团和蛋白质之间，导致生色团-水-蛋白质超复合物具有高度依赖于其局部蛋白质环境的复杂耦合动力学。此外，基于环己基的接头被认为是在几纳秒内保持旋转相关性的理想候选者，从而在激子的整个生命周期内锁定相对发色团方向。
• Branched molecular scaffolds for linking polymer residues to biologically active moieties
  申请人：Norman John Timothy

  公开号：US20070128150A1

  公开（公告）日：2007-06-07

  Branched molecular scaffolds are provided which are capable of linking two polymer residues (derived, for example, from polyethylene glycol) to two, three or four residues derived from biologically active molecules (e.g. from whole antibodies or from functionally active fragments or derivatives thereof), the latter being attached to the scaffold by means of hydrolytically stable linkages.

  提供了分支分子支架，其能够将两个聚合物残基（例如来自聚乙二醇）连接到两个、三个或四个来自生物活性分子（例如来自整个抗体或其功能性活性片段或衍生物）的残基上，后者通过水解稳定键与支架相连。
• Albumin-Binding Conjugates Comprising a Fatty Acid and Peg
  申请人：Eaton Anthony William Michael

  公开号：US20080096957A1

  公开（公告）日：2008-04-24

  The present invention provides an albumin-binding compound essentially of the following elements: a spacer group, a water-soluble bridging group, a fatty acid chain and an acidic group characterised in that the acidic group is attached to the distal end of the fatty acid chain. The invention also provides an albumin-binding compound to which one or more biologically active moieties are attached.

  本发明提供了一种基本由以下元素组成的白蛋白结合化合物：一个空间群、一个水溶性桥接群、一个脂肪酸链和一个酸性基团，其特征在于酸性基团附着在脂肪酸链的远端。该发明还提供了一种附有一种或多种生物活性物质的白蛋白结合化合物。
• Biologically active molecules, conjugates thereof, and therapeutic uses
  申请人：REGENERON PHARMACEUTICALS, INC.

  公开号：US10570151B2

  公开（公告）日：2020-02-25

  The present disclosure relates to linker compounds that are useful in covalently linking biologically active molecules with Ligands. The disclosed compounds also relate to biologically active molecules and Ligand conjugates, wherein the biologically active molecule is linked to the Ligand through a linker. The disclosure further provides compositions comprising biologically active molecule-ligand conjugates, methods of modifying abnormal cell growth and methods of treatment using the conjugates or the compositions.

  本公开涉及用于将生物活性分子与配体共价连接的连接体化合物。所公开的化合物还涉及生物活性分子和配体共轭物，其中生物活性分子通过连接体与配体连接。本公开进一步提供了包含生物活性分子-配体共轭物的组合物、改变异常细胞生长的方法以及使用共轭物或组合物进行治疗的方法。
• [EN] ALBUMIN-BINDING CONJUGATES COMPRISING A FATTY ACID AND PEG<br/>[FR] COMPOSES LIANT L'ALBUMINE
  申请人：CELLTECH R&D LTD

  公开号：WO2005117984A3

  公开（公告）日：2006-08-03