tert-butyl methyl({10-[(methylamino)methyl]anthracen-9-yl}methyl)carbamate | 470688-83-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: tert-butyl methyl({10-[(methylamino)methyl]anthracen-9-yl}methyl)carbamate
• 英文别名: Methyl-(10-methylaminomethyl-anthracen-9-ylmethyl)-carbamic acid tert-butyl ester；tert-butyl N-methyl-N-[[10-(methylaminomethyl)anthracen-9-yl]methyl]carbamate
• CAS: 470688-83-6
• 化学式: C₂₃H₂₈N₂O₂
• 分子量: 364.488
• InChiKey: FACKWHRKDTVYFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl methyl({10-[(methylamino)methyl]anthracen-9-yl}methyl)carbamate 在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Diboronic acids as fluorescent probes for cells expressing sialyl lewis X

  摘要：

  A series of fluorescent diboronic acids was synthesized in nine steps as potential sensors for sialyl Lewis X (sLex). The fluorescent binding studies of these sensors with sLex were carried out in a mixed aqueous solution. Compound 7e was found to show the strongest fluorescence enhancement upon binding with sLex. Using cell cultures, 7e was shown to label sLex-expressing HEPG2 cells at 1 muM, while non-sLex-expressing cells were not labeled. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00339-6
• 作为产物：
  描述：

  10-(Hydroxymethyl)-9-((methylimino)methyl)anthracene 在 sodium tetrahydroborate 、 TEA 、 三氧化硫吡啶 、 二甲基亚砜 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 tert-butyl methyl({10-[(methylamino)methyl]anthracen-9-yl}methyl)carbamate
  参考文献：
  名称：

  Diboronic acids as fluorescent probes for cells expressing sialyl lewis X

  摘要：

  A series of fluorescent diboronic acids was synthesized in nine steps as potential sensors for sialyl Lewis X (sLex). The fluorescent binding studies of these sensors with sLex were carried out in a mixed aqueous solution. Compound 7e was found to show the strongest fluorescence enhancement upon binding with sLex. Using cell cultures, 7e was shown to label sLex-expressing HEPG2 cells at 1 muM, while non-sLex-expressing cells were not labeled. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00339-6

文献信息

• Triazole-linked fluorescent bisboronic acid capable of selective recognition of the Lewis Y antigen
  作者：Yan'en Wang、Ruixue Rong、Hua Chen、Mengyuan Zhu、Binghe Wang、Xiaoliu Li

  DOI：10.1016/j.bmcl.2017.03.023

  日期：2017.5

  Cell surface carbohydrates of the Lewis blood group antigens, Lewis X (Lex), Lewis Y (Ley), Lewis A (Lea), and their sialylated derivatives, such as sialy Lewis X (sLex) and sialy Lewis A (sLea), play important roles in various recognition processes. These cell surface carbohydrates have also been associated with the development and progression of many types of cancers. Recently, we synthesized four

  Lewis血型抗原的细胞表面碳水化合物，Lewis X（Lex），Lewis Y（Ley），Lewis A（Lea）及其唾液酸化衍生物，例如sialy Lewis X（sLex）和sialy Lewis A（sLea），在各种识别过程中的重要作用。这些细胞表面的碳水化合物也与许多类型的癌症的发生和发展有关。最近，我们合成了四种基于蒽的荧光双硼酸传感器（化合物2a-d），这些传感器通过“点击”化学与不同长度的系链连接在一起，以匹配各种Lewis糖基团的表位。在这四种化合物中，2a在其他碳水化合物抗原中似乎对Ley具有很高的敏感性和选择性。
• Using boronolectin in MALDI-MS imaging for the histological analysis of cancer tissue expressing the sialyl Lewis X antigen
  作者：Chaofeng Dai、Lisa H. Cazares、Lifang Wang、Yong Chu、Siming L. Wang、Dean A. Troyer、O. John Semmes、Richard R. Drake、Binghe Wang

  DOI：10.1039/c1cc11814e

  日期：——

  Certain carbohydrate-based biomarkers are known to correlate with cancer formation and progression. By targeting sialyl Lewis X, we have developed the first boronolectin–MS tag conjugate, which allows for MALDI-based imaging of cancer based on its cell surface carbohydrate.

  已知某些基于碳水化合物的生物标志物与癌症的形成和发展相关。通过靶向 sialyl Lewis X，我们开发出了第一种硼诺选择素-MS 标签共轭物，可根据细胞表面碳水化合物对癌症进行基于 MALDI 的成像。
• [EN] CELLULAR RECOGNITION CONJUGATES AND METHODS OF USE FOR THE HISTOLOGICAL ANALYSIS OF CANCER TISSUE USING MALDI-MS IMAGING<br/>[FR] CONJUGUÉS POUR RECONNAISSANCE CELLULAIRE ET LEURS PROCÉDÉS D'UTILISATION EN VUE DE L'ANALYSE HISTOLOGIQUE D'UN TISSU CANCÉREUX PAR IMAGERIE MALDI-MS
  申请人：UNIV GEORGIA STATE RES FOUND

  公开号：WO2013013130A1

  公开（公告）日：2013-01-24

  Disclosed are conjugates that can bind to one or more site on cancer cell surface, for example, surface proteins, compound specific receptors and carbohydrates that comprise the surface of specific cell types. The disclosed conjugates can thereby serve as indicators identifying the presence of cancerous tissue.

  本发明涉及一种共轭物，其可以结合到癌细胞表面上的一个或多个位点，例如表面蛋白质、化合物特异性受体和包括特定细胞类型表面的碳水化合物。因此，所披露的共轭物可以作为指示剂，用于确定癌组织的存在。
• CONTRAST AGENTS FOR MYOCARDIUM PERFUSION IMAGING
  申请人：Edwards Scott D.

  公开号：US20070140973A1

  公开（公告）日：2007-06-21

  The present invention is directed, in part, to compounds and methods for diagnostic imaging, comprising administering to a patient a contrast agent which has an overall negative charge.

  本发明在一定程度上涉及化合物和用于诊断成像的方法，包括向患者施用总体带有负电荷的造影剂。
• Selective Binding of Dopamine and Epinephrine in Water by Molecularly Imprinted Fluorescent Receptors
  作者：Likun Duan、Yan Zhao

  DOI：10.1002/asia.201901783

  日期：2020.4

  construct synthetic receptors with selective binding. A combination of covalent and noncovalent binding groups in the hydrophobic core of water-soluble nanoparticles enabled them to recognize dopamine and epinephrine with an association constant (Ka) of 3-4 × 104 M -1 in water, an order of magnitude higher than previously reported. In addition, minute structural changes among analogues were detected including

  儿茶酚胺在生物学中发挥着重要作用，但它们的结构相似性使得构建具有选择性结合的合成受体具有挑战性。水溶性纳米颗粒疏水核心中的共价和非共价结合基团的组合使它们能够识别多巴胺和肾上腺素，在水中的缔合常数（Ka）为3-4 × 104 M -1 ，比以前高了一个数量级报道称。此外，还检测到类似物之间的微小结构变化，包括添加或去除单个羟基或甲基。