5-(3-(3,4-dihydroxyphenethyl)thioureido)-2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)benzoic acid

• 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: 5-(3-(3,4-dihydroxyphenethyl)thioureido)-2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)benzoic acid
• 英文别名: 5-[2-(3,4-Dihydroxyphenyl)ethylcarbamothioylamino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid；5-[2-(3,4-dihydroxyphenyl)ethylcarbamothioylamino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• 化学式: C₂₉H₂₂N₂O₇S
• 分子量: 542.569
• InChiKey: LPASOEPOBSTLLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  180
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  Fluorescein isothiocyanate 、 盐酸多巴胺 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以55%的产率得到5-(3-(3,4-dihydroxyphenethyl)thioureido)-2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)benzoic acid
  参考文献：
  名称：

  单/二羟基苯甲酸酯和苯酚吡啶鎓衍生物作为哺乳动物碳酸酐酶同工型I，II，VII，IX，XII和XIV的抑制剂

  摘要：

  以羟基/二羟基苯甲酸为先导，一系列4-羟基苯甲酸，2,4-，2,5-，2,6-，3,4-和3的甲基，乙基和异丙基酯获得了5-5-羟基苯甲酸和香豆酸，并研究了其对六种哺乳动物碳酸酐酶（CA，EC 4.2.1.1）同工型，即胞质CA I，II和VII以及跨膜CA IX的抑制作用， XII和XIV，其中许多是确定的药物靶标。从多巴胺中通过与异硫氰酸荧光素或与2,4,6-三取代的吡啶鎓盐反应，可以得到掺入苯酚/邻苯二酚基团的其他化合物。通过使用吡喃鎓盐，一些氨基酚也以类似的方式衍生化。与从中获得的先导化合物相比，这些化合物中的许多都显示出更高的抑制作用，对大多数研究过的CA同工型具有亚微摩尔范围内的功效。与苯磺酰胺相比，由于苯酚是一类研究较少的CA抑制剂（CAI），并且对它们的抑制机理了解得很少，因此此处设计的这类化合物可能有助于深入了解这些现象。

  DOI：

  10.1016/j.bmc.2012.05.019

文献信息

• Toward live-cell imaging of dopamine neurotransmission with fluorescent neurotransmitter analogues
  作者：Hui-Jen Lin、Hsueh-Han Lu、Kuan-Miao Liu、Chi-Min Chau、You-Zung Hsieh、Yaw-Kuen Li、Ian Liau

  DOI：10.1039/c5cc03050a

  日期：——

  We report a novel ‘fluorescent dopamine’ that possesses essential features of natural dopamine.

  我们报道了一种新型的“荧光多巴胺”，它具有天然多巴胺的关键特征。
• Facile Method for Preparing Surface-Mounted Cucurbit[8]uril-Based Rotaxanes
  作者：Chi Hu、Yang Lan、Feng Tian、Kevin R. West、Oren A. Scherman

  DOI：10.1021/la5026125

  日期：2014.9.16

  Surface-immobilized rotaxanes are of practical interest for myriad applications including molecular rotors and analytical sensing. Herein, we present a facile method for the preparation of cucurbit[8]uril (CB[8])-based rotaxanes on gold (Au) surfaces threaded onto a viologen (MV2+) axle. The surface-bound CB[8] rotaxanes were characterized by contact angle measurements and optical microscopy. Direct imaging of the rotaxanes was accomplished by attaching either azobenzene-functionalized silica (Si-azo) colloids or fluorescein-labeled dopamine that were bound to the Au surface through a supramolecular heteroternary (1:1:1) complex with CB[8]. The surface density of CB[8] rotaxanes was examined based on their detection of dopamine. The calculated surface density is 4.8 x 10(13) molecules.cm(-2), which is only slightly lower than the theoretical value of 5.0 x 10(13) molecules.cm(-2). Surface-functionalized rotaxanes can be reversibly switched using external stimuli to bind electron-rich second guests for CB[8], including both small molecules such as dopamine and appropriately-functionalized colloidal particles. Such controlled reversibility gives rise to potential applications including selective sensing or reusable templates for preparing well-defined colloidal arrays. The formation of the surface-bound rotaxane structure is critical for successfully anchoring CB[8] host molecules onto Au substrates, yielding an interlocked architecture and preventing the dissociation of binary host-guest complex MV2+subset of CB[8]. The MV2+subset of CB[8] rotaxane structure thus effectively maintains the material density on the Au surface and dramatically enhances the stability of the functional surface.
• DENDRIMER, DENDRIMER HAVING FUNCTIONAL GROUP AND ANTIBODY
  申请人：NATIONAL CHIAO TUNG UNIVERSITY

  公开号：US20160222173A1

  公开（公告）日：2016-08-04

  A dendrimer represented by formula (I): G0-G10 represent a generation 0-10 dendrimer; the dendrimer has a plurality of branches; each branch has a terminal group; and n is an integer of 4-4096.
• ANTIBODY
  申请人：NATIONAL CHIAO TUNG UNIVERSITY

  公开号：US20170342217A1

  公开（公告）日：2017-11-30

  An antibody includes a polyamidoamine (PAMAM) dendrimer and a first functional group. The polyamidoamine (PAMAM) dendrimer includes a plurality of branches and each of the branches has a phenylboronic acid (PBA) terminal group. The first functional group is bonded to at least one of the PBA terminal groups.