5,5'-diformyl-BAPTA-tetraethyl ester | 475578-64-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,5'-diformyl-BAPTA-tetraethyl ester
• 英文别名: 5,5’-diformyl-1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic ethyl ester；VK-170；5,5’-diformyl-BAPTA-tetraethyl ester；ethyl 2-[2-[2-[2-[bis(2-ethoxy-2-oxoethyl)amino]-5-formylphenoxy]ethoxy]-N-(2-ethoxy-2-oxoethyl)-4-formylanilino]acetate
• CAS: 475578-64-4
• 化学式: C₃₂H₄₀N₂O₁₂
• 分子量: 644.676
• InChiKey: CWTFCOKAWWKRQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  46
• 可旋转键数：
  25
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  164
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  5,5'-diformyl-BAPTA-tetraethyl ester 在 二甲胺基甲硼烷 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 5,5'-di(benzylaminomethyl)-BAPTA-tetraethyl ester
  参考文献：
  名称：

  Ultralow Calcium Requirements of Fungi Facilitate Use of Calcium Regulating Agents to Suppress Host Calcium-Dependent Defenses, Synergizing Infection by a Mycoherbicide

  摘要：

  Infection by many fungi activates a variety of calcium dependent defenses in the hosts, slowing or suppressing the attacker and limiting the efficacy of mycoherbicides. The calcium requirement for fungal growth is so low that it could only be implied based on fungi containing calcium-dependent signaling enzymes. Analytical grade media contain <2 muM calcium, and the addition of specific chelators does not affect fungal growth. Hydrophobic derivatives of the calcium-specific chelator BAPTA designed to traverse plant cuticles were synthesized in order to chelate calcium internally during fungal attack. Some chelators as well as calcium precipitating oxalate and channel blocker verapamil were applied with a weakly mycoherbicidal Colletotrichum coccodes to cotyledons of compatible Abutilon threophrasti. They suppressed calcium dependent callose biosynthesis in the weed and increased virulence but may have affected other calcium-dependent processes that facilitate virulence. The low calcium requirement of fungi, and their high affinity for calcium, allows the application of calcium-regulating agents as synergists for mycoherbicides where the weed uses calcium-dependent defenses.

  DOI：

  10.1021/jf0201780
• 作为产物：
  描述：

  sodium o-nitrophenate 在 palladium on activated charcoal 吡啶 、 氢气 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 5,5'-diformyl-BAPTA-tetraethyl ester
  参考文献：
  名称：

  Ultralow Calcium Requirements of Fungi Facilitate Use of Calcium Regulating Agents to Suppress Host Calcium-Dependent Defenses, Synergizing Infection by a Mycoherbicide

  摘要：

  Infection by many fungi activates a variety of calcium dependent defenses in the hosts, slowing or suppressing the attacker and limiting the efficacy of mycoherbicides. The calcium requirement for fungal growth is so low that it could only be implied based on fungi containing calcium-dependent signaling enzymes. Analytical grade media contain <2 muM calcium, and the addition of specific chelators does not affect fungal growth. Hydrophobic derivatives of the calcium-specific chelator BAPTA designed to traverse plant cuticles were synthesized in order to chelate calcium internally during fungal attack. Some chelators as well as calcium precipitating oxalate and channel blocker verapamil were applied with a weakly mycoherbicidal Colletotrichum coccodes to cotyledons of compatible Abutilon threophrasti. They suppressed calcium dependent callose biosynthesis in the weed and increased virulence but may have affected other calcium-dependent processes that facilitate virulence. The low calcium requirement of fungi, and their high affinity for calcium, allows the application of calcium-regulating agents as synergists for mycoherbicides where the weed uses calcium-dependent defenses.

  DOI：

  10.1021/jf0201780

文献信息

• A membrane permeable fluorescent Ca²⁺probe based on bis-BODIPY with branched PEG
  作者：Wenfeng Duan、Huimin Wei、Tengbo Cui、Baoxiang Gao

  DOI：10.1039/c4tb01457j

  日期：——

  The cellular uptake ofMPFCP-2is improved by the PEG encapsulation method, and thenMPFCP-2could pass through the cell membrane by itself, and monitor the changes of the intracellular Ca²⁺signal.

  细胞摄取MPFCP-2通过PEG封装方法得到改善，然后MPFCP-2可以自行穿过细胞膜，并监测细胞内Ca²⁺信号的变化。
• Long‐Term Tracking and Dynamically Quantifying of Reversible Changes of Extracellular Ca ²⁺ in Multiple Brain Regions of Freely Moving Animals
  作者：Yuandong Liu、Zhichao Liu、Fan Zhao、Yang Tian

  DOI：10.1002/anie.202102833

  日期：2021.6.21

  in the brain requires tracking the reversible changes in chemical signals with long-term stability. We developed a new anti-biofouling microfiber array to real-time quantify extracellular Ca2+ concentrations together with neuron activity across many regions in the mammalian brain for 60 days, in which the signal degradation was < ca. 8 %. The microarray with high tempo-spatial resolution (ca. 10 μm

  了解大脑中的生理和病理过程需要长期稳定地跟踪化学信号的可逆变化。我们开发了一种新的抗生物污损微纤维阵列，用于实时量化哺乳动物大脑中许多区域的细胞外 Ca 2+浓度以及神经元活动，持续 60 天，其中信号衰减小于约 60 天。8%。将具有高时空分辨率（约 10 μm，约 1.3 s）的微阵列植入自由移动小鼠的 7 个脑区，以监测缺血再灌注过程中细胞外 Ca 2+ 的可逆变化。脑卒中7个脑区Ca 2+的变化顺序和速率不同。ROS清除剂可以保护Ca 2+中风后的流入和神经元活动，表明 ROS 对 Ca 2+超载和神经元死亡有显着影响。我们证明了这种微阵列是一种多功能工具，用于研究病理过程和药物治疗期间的大脑动态。
• A Copper Nanocluster-Based Fluorescent Probe for Real-Time Imaging and Ratiometric Biosensing of Calcium Ions in Neurons
  作者：Zhichao Liu、Xia Jing、Sanjun Zhang、Yang Tian

  DOI：10.1021/acs.analchem.8b05360

  日期：2019.2.5

  conjugated with polyethylenimine (PEI) to form a new ligand molecule for the synthesis of CuNCs. Meanwhile, water-soluble Alex Fluor 660 NHS ester was immobilized onto CuNCs as a reference element. The developed ratiometric fluorescence nanoprobe demonstrated a good linearity with Ca2+ concentration in the range of 2–350 μM, and a detection limit down to 220 ± 11 nM was achieved. In addition, the response

  荧光钙离子（Ca 2+）传感和成像已成为研究Ca 2+信号通路和了解Ca 2+在神经退行性疾病中的作用的重要技术。本文开发了一种基于铜纳米簇（CuNC）的比例荧光探针，用于实时感测和成像神经元中的Ca 2+，其中合成了具有两个甲醛基团的特定Ca 2+配体，并与聚乙烯亚胺（PEI）进一步偶联。形成用于合成CuNCs的新配体分子。同时，将水溶性Alex Fluor 660 NHS酯固定在CuNC上作为参考元素。所开发的比例荧光纳米探针显示出与Ca的良好线性2+浓度在2–350μM范围内，检测限低至220±11 nM。另外，发现本探针对Ca 2+的响应时间小于2s，具有良好的稳定性和高选择性。利用已开发的纳米探针的低细胞毒性和良好的生物相容性，发现在神经元的各个部分中组胺诱导的细胞质Ca 2+的增加是不同的。此外，还发现O 2 •诱导的细胞质Ca 2+爆发和O 2 •诱导的神经元死亡可能是由于神经元中Ca
• A highly selective fluorescent probe for cadmium ions in aqueous solution and living cells
  作者：Qiaoling Liu、Lixia Feng、Caixia Yuan、Lin Zhang、Shaomin Shuang、Chuan Dong、Qin Hu、Martin M. F. Choi

  DOI：10.1039/c3cc48668k

  日期：——

  A bifluorophoric probe displays high selectivity for Cd²⁺ and a low detection limit of 20 nM Cd²⁺ in aqueous solution.

  一种双荧光探针在水溶液中对Cd2+表现出高选择性，并具有20 nM Cd2+的低检测限。
• Ultralow Calcium Requirements of Fungi Facilitate Use of Calcium Regulating Agents to Suppress Host Calcium-Dependent Defenses, Synergizing Infection by a Mycoherbicide
  作者：Jonathan Gressel、Daphna Michaeli、Vladimir Kampel、Ziva Amsellem、Abraham Warshawsky

  DOI：10.1021/jf0201780

  日期：2002.10.1

  Infection by many fungi activates a variety of calcium dependent defenses in the hosts, slowing or suppressing the attacker and limiting the efficacy of mycoherbicides. The calcium requirement for fungal growth is so low that it could only be implied based on fungi containing calcium-dependent signaling enzymes. Analytical grade media contain <2 muM calcium, and the addition of specific chelators does not affect fungal growth. Hydrophobic derivatives of the calcium-specific chelator BAPTA designed to traverse plant cuticles were synthesized in order to chelate calcium internally during fungal attack. Some chelators as well as calcium precipitating oxalate and channel blocker verapamil were applied with a weakly mycoherbicidal Colletotrichum coccodes to cotyledons of compatible Abutilon threophrasti. They suppressed calcium dependent callose biosynthesis in the weed and increased virulence but may have affected other calcium-dependent processes that facilitate virulence. The low calcium requirement of fungi, and their high affinity for calcium, allows the application of calcium-regulating agents as synergists for mycoherbicides where the weed uses calcium-dependent defenses.