5-nitro-25,26,27,28-tetrahydroxy-11,17,23-trisulfonato-calix[4]arene | 1365530-34-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 5-nitro-25,26,27,28-tetrahydroxy-11,17,23-trisulfonato-calix[4]arene
• 英文别名: 25,26,27,28-Tetrahydroxy-23-nitropentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-5,11,17-trisulfonic acid；25,26,27,28-tetrahydroxy-23-nitropentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-5,11,17-trisulfonic acid
• CAS: 1365530-34-2
• 化学式: C₂₈H₂₃NO₁₅S₃
• 分子量: 709.686
• InChiKey: HRQXLWVJPDYJQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  47
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  315
• 氢给体数：
  7
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  5-nitro-25,26,27,28-tetrahydroxy-11,17,23-trisulfonato-calix[4]arene 在 氢气 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 生成 5-(4'-tolyl)sulfonamido-25,26.27,28-tetrahydroxy-11,17,23-trisulfonatocalix[4]arene
  参考文献：
  名称：

  在上环上功能化的新三磺化杯[4]芳烃的合成及其与三甲基赖氨酸表观遗传标记的络合

  摘要：

  据报道，合成路线可生产新的三磺化杯芳烃[4]芳烃家族，该芳烃带有一个选择性引入的单一基团，该基团位于结合口袋中。十个实例，包括新的磺酰胺和联苯取代的主体，每个主体都具有其他结合元素，证明了客体亲和力和选择性的调整。在磷酸盐缓冲水中的NMR滴定表明，新宿主之一以迄今观察到的最高亲和力和选择性结合到修饰的氨基酸三甲基赖氨酸上。

  DOI：

  10.1021/ol300243b
• 作为产物：
  描述：

  5-nitro-25,26,27,28-tetrahydroxycalix[4]arene 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到5-nitro-25,26,27,28-tetrahydroxy-11,17,23-trisulfonato-calix[4]arene
  参考文献：
  名称：

  在上环上功能化的新三磺化杯[4]芳烃的合成及其与三甲基赖氨酸表观遗传标记的络合

  摘要：

  据报道，合成路线可生产新的三磺化杯芳烃[4]芳烃家族，该芳烃带有一个选择性引入的单一基团，该基团位于结合口袋中。十个实例，包括新的磺酰胺和联苯取代的主体，每个主体都具有其他结合元素，证明了客体亲和力和选择性的调整。在磷酸盐缓冲水中的NMR滴定表明，新宿主之一以迄今观察到的最高亲和力和选择性结合到修饰的氨基酸三甲基赖氨酸上。

  DOI：

  10.1021/ol300243b

文献信息

• [EN] METHOD AND ARRAY FOR IDENTIFYING HISTONE-CODE-RELATED ANALYTES<br/>[FR] PROCÉDÉ ET RÉSEAU POUR L'IDENTIFICATION D'ANALYTES LIÉS AU CODE DES HISTONES
  申请人：UVIC INDUSTRY PARTNERSHIPS INC

  公开号：WO2013091074A1

  公开（公告）日：2013-06-27

  Disclosed embodiments concern an array for use in identifying or identifying and quantifying analytes in a sample using a macrocyclic sensor comprising a macrocyclic compound and a detectable moiety. The disclosed array may be used to discriminate among various analytes based on different features, such as post- translational modifications, isomeric post-translational modifications, and the peptide sequence around post-translational modifications. Also disclosed is a method for identifying analytes comprising a post-translational modification, as well as an enzymatic assay using the disclosed macrocyclic sensor.

  披露的实施例涉及一种用于使用包括宏环化合物和可检测基团的宏环传感器在样本中识别或识别并定量分析物的阵列。所披露的阵列可用于基于不同特征区分各种分析物，例如后转录修饰、同分异构后转录修饰以及围绕后转录修饰的肽序列。还披露了一种用于识别包含后转录修饰的分析物的方法，以及使用所披露的宏环传感器的酶学测定方法。
• Detoxification of VX and Other V-Type Nerve Agents in Water at 37 °C and pH 7.4 by Substituted Sulfonatocalix[4]arenes
  作者：Christian Schneider、Anne Bierwisch、Marianne Koller、Franz Worek、Stefan Kubik

  DOI：10.1002/anie.201606881

  日期：2016.10.4

  Sulfonatocalix[4]arenes with an appended hydroxamic acid residue can detoxify VX and related V‐type neurotoxic organophosphonates with half‐lives down to 3 min in aqueous buffer at 37 °C and pH 7.4. The detoxification activity is attributed to the millimolar affinity of the calixarene moiety for the positively charged organophosphonates in combination with the correct arrangement of the hydroxamic

  带有异羟肟酸残基的磺基杯[4]芳烃可以在37°C和pH 7.4的水性缓冲液中解毒VX和相关的V型神经毒性有机膦酸酯，半衰期低至3分钟。排毒活性归因于杯芳烃部分对带正电荷的有机膦酸酯的毫摩尔亲和力，以及异羟肟酸基团的正确排列。该反应涉及异羟肟酸的膦酰化，然后发生洛森重排，从而使作用方式为化学计量的而不是催化的。但是，这些杯芳烃是目前在温和条件下对持久性V型神经毒物进行排毒的最有效的低分子量化合物。
• Binding Methylarginines and Methyllysines as Free Amino Acids: A Comparative Study of Multiple Host Classes**
  作者：Zoey Warmerdam、Bianca E. Kamba、My‐Hue Le、Thomas Schrader、Lyle Isaacs、Peter Bayer、Fraser Hof

  DOI：10.1002/cbic.202100502

  日期：2022.1.19

  Comparative binding studies for three different host classes (calixarenes, acyclic cucurbiturils and other cleft-like hosts) are presented. Each was studied with multiple methylated arginines and lysines to determine fundamental structure-function relationships. Molecular modelling was used to gain insight on the preferences of the different hosts.

  介绍了三种不同宿主类别（杯芳烃、无环葫芦脲和其他裂隙样宿主）的比较结合研究。每种都用多种甲基化精氨酸和赖氨酸进行研究，以确定基本的结构-功能关系。分子建模用于深入了解不同宿主的偏好。
• Synthetic trimethyllysine receptors that bind histone 3, trimethyllysine 27 (H3K27me3) and disrupt its interaction with the epigenetic reader protein CBX7
  作者：Sara Tabet、Sarah F. Douglas、Kevin D. Daze、Graham A.E. Garnett、Kevin J.H. Allen、Emma M.M. Abrioux、Taylor T.H. Quon、Jeremy E. Wulff、Fraser Hof

  DOI：10.1016/j.bmc.2013.09.024

  日期：2013.11

  Post-translational modifications act as 'on' or 'off' switches causing downstream changes in gene transcription. Modifications such as trimethylation of lysine 27 on histone H3 (H3K27me3) cause repression of transcription and stable gene silencing, and its presence is associated with aggressive cancers of many types. We report here macrocyclic host-type compounds that can bind H3K27me3 preferentially over unmethylated H3K27, and characterize their binding affinities and selectivities using a convenient dye-displacement method. We also show that they can disrupt the protein-protein interaction of H3K27me3 with the chromobox homolog 7 (CBX7), a methyllysine reader protein, using fluorescence polarization. These results show that sub-micromolar potencies are achievable with this family of host compounds, and suggest the possibility of their use as new tools to induce the disruption of methyllysine-mediated protein-protein interactions and to report on lysine methylation in vitro. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of New Trisulfonated Calix[4]arenes Functionalized at the Upper Rim, and Their Complexation with the Trimethyllysine Epigenetic Mark
  作者：Kevin D. Daze、Manuel C. F. Ma、Florent Pineux、Fraser Hof

  DOI：10.1021/ol300243b

  日期：2012.3.16

  to produce a new family of trisulfonated calix[4]arenes bearing a single group, selectively introduced, that lines the binding pocket is reported. Ten examples, including new sulfonamide and biphenyl-substituted hosts, each with additional binding elements, demonstrate the tuning of guest affinities and selectivities. NMR titrations in phosphate-buffered water show that one of the new hosts binds to

  据报道，合成路线可生产新的三磺化杯芳烃[4]芳烃家族，该芳烃带有一个选择性引入的单一基团，该基团位于结合口袋中。十个实例，包括新的磺酰胺和联苯取代的主体，每个主体都具有其他结合元素，证明了客体亲和力和选择性的调整。在磷酸盐缓冲水中的NMR滴定表明，新宿主之一以迄今观察到的最高亲和力和选择性结合到修饰的氨基酸三甲基赖氨酸上。