disodium 8-amino-1,3,6-naphthalenetrisulfonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: disodium 8-amino-1,3,6-naphthalenetrisulfonate
• 英文别名: 8-amino-1,3,6-naphthalenetrisulfonic acid disodium salt；8-aminonaphthalene-1,3,6-trisulfonic acid disodium salt；ANTS；sodium;8-amino-3-sulfonaphthalene-1,6-disulfonate
• 化学式: C₁₀H₇NO₉S₃*2Na
• 分子量: 427.344
• InChiKey: AFFMXGGDMXALPG-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.52
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  220
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  disodium 8-amino-1,3,6-naphthalenetrisulfonate 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 1-aminonaphthalene-3,6,8-trisulphonic acid trisodium salt
  参考文献：
  名称：

  Ureylenebis substituted (or unsubstituted) phenylene-carbonyl (or

  摘要：

  Ureylenebis取代（或未取代）苯基羰基（或磺酰基）亚胺-1,3,5或6-萘三磺酸及其盐，可用作补体抑制剂，其中间体和制备这种中间体和终产品的过程。

  公开号：

  US04387059A1

文献信息

• 一种用于检测次磺酸化蛋白质的荧光探针、制 备方法及其应用
  申请人：重庆医科大学

  公开号：CN107235866B

  公开（公告）日：2019-09-10

  本发明公开了一种用于检测次磺酸化蛋白质的荧光探针，具有如下结构通式(Ⅰ)：稳定性好,能够长期保存使用；对于环境很敏感，探针在亲水环境中本身荧光不强，只有在与次磺酸化蛋白反应后荧光基团处于蛋白质结构内疏水环境，产生较强荧光，能在细胞内原位显影巯基次磺酸化蛋白质，同时，具有良好的水溶性和较大的吸收发射波长差，在细胞外缓冲溶液检测体系，与蛋白质中色氨酸残基能够配对产生荧光共振能量转移FRET效应，有效避免激发光和蛋白质样品中发射光的干扰，能在复杂生物样品中特异性地定量检测次磺酸化蛋白质，检测信噪比高，灵敏度好，具有优秀的选择性，从而实现对细胞内蛋白质巯基次磺酸化修饰的特异性检测。
• Ureylenebis substituted (or unsubstituted) phenylene-carbonyl (or
  申请人：American Cyanamid Company

  公开号：US04387059A1

  公开（公告）日：1983-06-07

  Ureylenebis substituted (or unsubstituted) phenylenecarbonyl (or sulfonyl)-imino-1,3,5 or 6-naphthalenetrisulfonic acids and salts thereof, useful as complement inhibitors, the intermediates thereof, and the process of making such intermediates and end products.

  Ureylenebis取代（或未取代）苯基羰基（或磺酰基）亚胺-1,3,5或6-萘三磺酸及其盐，可用作补体抑制剂，其中间体和制备这种中间体和终产品的过程。
• Molecular Targeting of VEGF with a Suramin Fragment–DOCA Conjugate by Mimicking the Action of Low Molecular Weight Heparins
  作者：Jooho Park、Tae-Bong Kang、Ji-Hong Lim、Hyung-Sik Won

  DOI：10.3390/biom11010046

  日期：——

  Molecular targeting of growth factors has shown great therapeutic potential in pharmaceutical research due to their roles in pathological conditions. In the present study, we developed a novel suramin fragment and deoxycholic acid conjugate (SFD) that exhibited the potential to bind to the heparin-binding site (HBD) of vascular endothelial growth factor (VEGF) and to inhibit its pathogenic action for the first time. Notably, SFD was optimally designed for binding to the HBD of VEGF using the naphthalenetrisulfonate group, allowing to observe its excellent binding efficacy in a surface plasmon resonance (SPR) study, showing remarkable binding affinity (KD = 3.8 nM) as a small molecule inhibitor. In the tubular formation assay, it was observed that SFD could bind to HBD and exhibit antiangiogenic efficacy by inhibiting VEGF, such as heparins. The cellular treatment of SFD resulted in VEGF-inhibitory effects in human umbilical vein endothelial cells (HUVECs). Therefore, we propose that SFD can be employed as a novel drug candidate to inhibit the pathophysiological action of VEGF in diseases. Consequently, SFD, which has a molecular structure optimized for binding to HBD, is put forward as a new chemical VEGF inhibitor.

  分子靶向生长因子已经在药物研究中展示出了巨大的治疗潜力，因为它们在病理情况中发挥着重要作用。在本研究中，我们开发了一种新型的苏拉明片段和去氧胆酸结合物（SFD），首次展示其具有结合到血管内皮生长因子（VEGF）的肝素结合位点（HBD）并抑制其病理作用的潜力。值得注意的是，SFD使用萘三磺酸基团进行了最佳设计，以结合到VEGF的HBD，并在表面等离子共振（SPR）研究中观察到其出色的结合效能，表现出显著的结合亲和力（KD = 3.8 nM）作为小分子抑制剂。在管状形成实验中，观察到SFD可以结合到HBD并通过抑制VEGF（如肝素）发挥抗血管生成作用。对人脐静脉内皮细胞（HUVECs）进行SFD的细胞处理，结果表明其具有抑制VEGF的效果。因此，我们建议SFD可以作为一种新型药物候选物来抑制疾病中VEGF的病理作用。因此，具有针对HBD进行优化的分子结构的SFD被提出作为一种新的化学VEGF抑制剂。
• Multisulfonated naphthalene ureas useful as complement inhibitors
  申请人：American Cyanamid Company

  公开号：US04599203A1

  公开（公告）日：1986-07-08

  Multisulfonated naphthalene ureas, useful as complement inhibitors.

  多磺化萘脲，可用作补体抑制剂。
• Novel fluorescent cycloheximide derivatives for the imaging of protein synthesis
  作者：Francesca Paoletti、Kevin Ainger、Ivan Donati、Raffaella Scardigli、Amedeo Vetere、Antonino Cattaneo、Cristiana Campa

  DOI：10.1016/j.bbrc.2010.04.075

  日期：2010.5

  Cycloheximide (CHX) is one of the most interesting protein synthesis inhibitors. For this reason, fluorescent derivatives of CHX could find useful applications in cell biology. We report the successful synthesis of a set of novel fluorescent derivatives of CHX. The effect of different functional groups on the biological activity of CHX was studied upon their modification through suitable strategies, i.e., acetylation of the hydroxyl group and reductive amination of the ketone group. The first route induced a complete loss of biological activity, while the second approach allowed a retained inhibition of protein synthesis, as demonstrated by in vitro translation assays. Various fluorescent dyes for reductive amination were tested (i.e., ANTS, APTS, and Rhodamine-123), and the success of the syntheses was demonstrated by diverse analytical techniques. Cycloheximide labeling with fluorescent dyes is a promising approach for developing fluorescence reporters for various applications, both in vitro (fluorescence spectroscopy) and in vivo (live imaging). (C) 2010 Elsevier Inc. All rights reserved.