didansyl-L-tyrosine | 1111-06-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: didansyl-L-tyrosine
• 英文别名: N,O-didansyl-L-tyrosine；(2S)-2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-3-[4-[5-(dimethylamino)naphthalen-1-yl]sulfonyloxyphenyl]propanoic acid
• CAS: 1111-06-4
• 化学式: C₃₃H₃₃N₃O₇S₂
• 分子量: 647.773
• InChiKey: LUBOPDUYHWABFG-NDEPHWFRSA-N

物化性质

• 熔点：
  122 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  833.8±75.0 °C(Predicted)
• 密度：
  1.388±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  didansyl-L-tyrosine 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以93%的产率得到N-[[5-(二甲基氨基)-1-萘基]磺酰基]-L-酪氨酸
  参考文献：
  名称：

  Synthesis and Pharmacological Evaluation of Fluorescent and Photoactivatable Analogues of Antiplasmodial Naphthylisoquinolines

  摘要：

  The naphthylisoquinoline (NIQ) alkaloids from tropical Ancistrocladaceae and Dioncophyllaceae plants show high antiplasmodial activities in vitro and in vivo, even against chloroquine-resistant strains of the malaria pathogen. For the directed optimization of these activities, an investigation of the mode of action seems most rewarding. We have therefore embarked on the identification of the respective target protein in Plasmodium falciparum. For this purpose, we have developed a flexible pathway for the synthesis of a chemically divergent series of photoactive and fluorescent derivatives of such alkaloids and succeeded in preparing the first functionalized NIQ derivatives, 10, 12, and 35, suited for fluorescence and photoaffinity labeling experiments. Pharmacological investigations ensured that the modified alkaloid derivatives retained their antiplasmodial activity. The work may pave the way for a further improvement of the activity of these natural products and will thus increase their pharmacological potential as a valuable lead structure against the widespread tropical disease malaria.

  DOI：

  10.1021/jm061464w
• 作为产物：
  描述：

  O-benzyloxycarbonyl-L-tyrosine 在 钯 甲酸 、 碳酸氢钠 作用下， 以 甲醇 、 水 、 丙酮 、 乙腈 为溶剂， 反应 5.25h， 生成 didansyl-L-tyrosine
  参考文献：
  名称：

  Determination of enantiomeric purity of commercial 14C- and 3H-labeled L-α-amino acids

  摘要：

  DOI：

  10.1002/(sici)1099-1344(199806)41:6<477::aid-jlcr104>3.0.co;2-3

文献信息

• Advanced drug development and manufacturing
  申请人：ICAGEN, LLC

  公开号：US10877035B2

  公开（公告）日：2020-12-29

  X-ray fluorescence (XRF) spectrometry has been used for detecting binding events and measuring binding selectivities between chemicals and receptors. XRF may also be used for estimating the therapeutic index of a chemical. For estimating the binding selectivities of a chemical versus chemical analogs, for measuring post translational modification of proteins, and for drug manufacturing.

  X 射线荧光 (XRF) 光谱法已被用于检测化学物质与受体之间的结合事件和测量结合选择性。XRF 还可用于估算化学品的治疗指数。XRF 还可用于估算化学品的治疗指数、估算化学品与化学类似物的结合选择性、测量蛋白质的翻译后修饰以及药物生产。
• Perturbed membrane-binding compounds
  申请人：——

  公开号：US20040082499A1

  公开（公告）日：2004-04-29

  The present invention provides uses of compounds that bind selectively to cells undergoing perturbations and alterations of their normal membrane organization, while binding to a lesser degree to cell having membranes of normal organization. These compounds are termed perturbed-membrane-binding compounds (PMBC). The PMBC group of compounds includes new compounds and also known compounds.

  本发明提供了一些化合物的用途，这些化合物可选择性地与正常膜组织发生紊乱和改变的细胞结合，同时与具有正常组织的细胞膜的结合程度较低。这些化合物被称为扰动膜结合化合物（PMBC）。PMBC 类化合物包括新化合物和已知化合物。
• OROPEZA, CARLOS;ALPIZAR, LUCELY;LOYOLA-VARGAS, VICTOR MANUEL;QUIROZ, JESU+, J. CHROMATOGR., 456,(1988) N, C. 405-409
  作者：OROPEZA, CARLOS、ALPIZAR, LUCELY、LOYOLA-VARGAS, VICTOR MANUEL、QUIROZ, JESU+

  DOI：——

  日期：——
• SALLER, CHARLES F.;CZUPRYNA, MICHAEL J., J. CHROMATOGR. BIOMED. APPL., 487,(1989) N, C. 167-172
  作者：SALLER, CHARLES F.、CZUPRYNA, MICHAEL J.

  DOI：——

  日期：——
• KOROLEVA, E. M.;MALTSEV, V. G., MEZHOTRASL. SEMIN. PO TEORII I PRAKT. ZHIDKOSTN. XROMATOGRAFII: TEZ. DOKL+
  作者：KOROLEVA, E. M.、MALTSEV, V. G.

  DOI：——

  日期：——