fluoresceinamine isomer I | 27402-70-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: fluoresceinamine isomer I
• 英文别名: 5-aminofluorescein；6-aminofluorescein；9-(4-Amino-2-carboxyphenyl)-3,6-dihydroxyxanthen；5-amino-2-(3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid
• CAS: 27402-70-6
• 化学式: C₂₀H₁₅NO₅
• 分子量: 349.343
• InChiKey: HMWQUNRPRXGLGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  113
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  fluoresceinamine isomer I 在 potassium carbonate 、 苯硫酚 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  合成膜锚定抗原有效促进哺乳动物细胞对抗荧光素抗体和相关蛋白 A 的吸收

  摘要：

  小分子、蛋白质和 DNA 向活细胞的有效递送对于治疗和分子探针的有效性至关重要。尽管大多数小分子药物通过低极性细胞膜的被动扩散进入细胞，但大分子通常不具有细胞渗透性，需要特定的主动转运机制才能进入细胞内受体。1 天然和非天然分子的细胞摄取可以通过多种方法增强，包括用阳离子肽、2 种蛋白质、3 种拟肽、4 和脂质进行修饰、5 用脂质体、6 种树枝状聚合物、7 和铁载体、8 以及与阳离子聚合物复合. 9 然而，这些方法的效率差异很大，

  DOI：

  10.1021/ja017087o

文献信息

• Kinetics and thermodynamics of metal-binding to histone deacetylase 8
  作者：Byungchul Kim、Amit S. Pithadia、Carol A. Fierke

  DOI：10.1002/pro.2623

  日期：2015.3

  picomolar to micromolar for Zn(II) and Fe(II), respectively. Unexpectedly, the Fe(II) and Zn(II) dissociation rate constants from HDAC8 are comparable, koff ∼0.0006 s−1, suggesting that the apparent association rate constant for Fe(II) is slow (∼3 × 103 M−1 s−1). Furthermore, monovalent cations (K+ or Na+) that bind to HDAC8 decrease the dissociation rate constant of Zn(II) by ≥100‐fold for K+ and ≥10‐fold

  组蛋白脱乙酰基酶8（HDAC8）最初根据Zn（II）依赖性HDAC8的体外活性和结合到活性位点的Zn（II）的照射而被分类为Zn（II）依赖性脱乙酰酶。但是，体外测量结果表明，尽管Fe（II）-HDAC8在有氧条件下会迅速失去活性，但HDAC8的结合Fe（II）的活性要高于Zn（II）。这些数据表明，细胞中的HDAC8可以被Zn（II）或Fe（II）激活。在这里，我们详细介绍了结合到HDAC8的Zn（II）和Fe（II）的动力学，热力学和选择性。为此，我们开发了一种使用荧光素标记的磺酰苯胺异羟肟酸异羟肟酸（fl-SAHA）的荧光各向异性测定法。fl-SAHA以与SAHA相当的亲和力与金属结合的HDAC8特异性结合。为了测量HDAC的金属亲和力，将金属结合物连接至fl-SAHA，并根据观察到的各向异性变化进行分析。金属K DHDAC8的值显着不同，Zn（II）和Fe（II）的范围从皮摩尔到微
• Small Molecule Inhibitors of Histone Arginine Methyltransferases:  Homology Modeling, Molecular Docking, Binding Mode Analysis, and Biological Evaluations
  作者：Rino Ragno、Silvia Simeoni、Sabrina Castellano、Caterina Vicidomini、Antonello Mai、Antonella Caroli、Anna Tramontano、Claudia Bonaccini、Patrick Trojer、Ingo Bauer、Gerald Brosch、Gianluca Sbardella

  DOI：10.1021/jm061213n

  日期：2007.3.1

  The screening of the inhibition capabilities of dye-like small molecules from a focused library against both human PRMT1 and Aspergillus nidulans RmtA is reported as well as molecular modeling studies (homology modeling, molecular docking, and 3-D QSAR) of the catalytic domain of the PRMT1 fungal homologue RmtA. The good correlation between computational and biological results makes RmtA a reliable tool for screening arginine methyltransferase inhibitors. In addition, the binding mode analyses of tested derivatives reveal the crucial role of two regions, the pocket formed by Ile12, His13, Met16, and Thr49 and the SAM cisteinic binding site subsite. These regions should be taken into account in the design of novel PRMT inhibitors.
• CYCLIC PEPTIDYL INHIBITORS OF CAL-PDZ BINDING DOMAIN
  申请人：Ohio State Innovation Foundation

  公开号：US20210038737A1

  公开（公告）日：2021-02-11

  Described herein, in various embodiments, are peptides comprising: (i) a cyclic cell-penetrating peptide sequence (cCPP) and (ii) a CAL-PDZ binding sequence, which is conjugated, directly or indirectly, to an N-terminus of an amino acid in the cCPP, to a C-terminus of an amino acid on the cCPP, or on a side chain of an amino acid in the cCPP. In other embodiments, the peptides further comprise a physiologically cleavable group, wherein after entering the cell, the physiologically cleavable group is reduced, thereby providing a linear peptide. Without being bound by theory, the inventors discovered that the amino acid sequence in the cCPP, which facilities cytosolic delivery of the CAL-PDZ binding sequence also, surprisingly and unexpectedly, synergistically improves binding of CAL-PDZ binding sequence to the CAL-PDZ binding domain. Additionally, the cCPP sequence may also improve selectivity of the CAL-PDZ binding sequence for the CAL-PDZ domain relative to other PDZ binding domains.