L-aspartic acid 7-amido-4-methylcoumarin

• 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: L-aspartic acid 7-amido-4-methylcoumarin
• 英文别名: L-Asp-AMC；(3S)-3-azaniumyl-4-[(4-methyl-2-oxochromen-7-yl)amino]-4-oxobutanoate
• 化学式: C₁₄H₁₄N₂O₅
• 分子量: 290.276
• InChiKey: AAGPGZSFBVEQMU-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  L-aspartic acid 7-amido-4-methylcoumarin 在 MacIlvaine buffer 、 Patinopecten yessoensis mid-gut gland aminopeptidase 作用下， 生成 L-天门冬氨酸
  参考文献：
  名称：

  Substrate Specificity of Aminopeptidase from the Mid-gut Gland of the Scallop (Patinopecten yessoensis)

  摘要：

  利用从扇贝中肠中纯化的氨肽酶进行了一系列肽类底物的作用和氨基酸p-硝基苯胺（pNA）及4-甲基香豆素-7-酰胺（MCA）的动力学研究。该酶偏好具有Ala、Met和Phe在氨基端的N-末端或倒数第二位的二肽底物。在测试的底物中，Ala-pNA和MCA的催化效率（kcat/Km值）最高，而具有Met或Fhe的pNA和MCA底物其次。研究发现该酶是一种新型的特异性亮氨酸氨肽酶。

  DOI：

  10.1271/bbb.68.945

文献信息

• BIS(ARYLMETHYLIDENE)ACETONE COMPOUND, ANTI-CANCER AGENT, CARCINOGENESIS-PREVENTIVE AGENT, INHIBITOR OF EXPRESSION OF Ki-Ras, ErbB2, c-Myc AND CYCLINE D1, BETA-CATENIN-DEGRADING AGENT, AND p53 EXPRESSION ENHANCER
  申请人：Shibata Hiroyuki

  公开号：US20100152493A1

  公开（公告）日：2010-06-17

  It has been demanded to improve the poor solubility of curcumin to develop an anti-tumor compound capable of inhibiting the growth of various cancer cells at a low concentration. Thus, disclosed is a novel synthetic compound, a bis(arylmethylidene)acetone, which has both of an excellent anti-tumor activity and a chemo-preventive activity. A bis(arylmethylidene)acetone (i.e., a derivative having a curcumin skeleton) which is an anti-tumor compound and has a chemo-preventive activity is synthesized and screened. A derivative having enhanced anti-tumor activity and chemo-preventive activity can be synthesized.

  要改善姜黄素的溶解度，以开发一种能够在低浓度下抑制各种癌细胞生长的抗肿瘤化合物。因此，披露了一种新型合成化合物，双(芳基甲基亚乙酮)，具有优异的抗肿瘤活性和化学预防活性。合成并筛选了一种双(芳基甲基亚乙酮)（即具有姜黄素骨架的衍生物），它是一种抗肿瘤化合物并具有化学预防活性。可以合成具有增强抗肿瘤活性和化学预防活性的衍生物。
• Identification and Characterization of Novel Inhibitors of Mammalian Aspartyl Aminopeptidase
  作者：Yuanyuan Chen、Hong Tang、William Seibel、Ruben Papoian、Ki Oh、Xiaoyu Li、Jianye Zhang、Marcin Golczak、Krzysztof Palczewski、Philip D. Kiser

  DOI：10.1124/mol.114.093070

  日期：2014.8

  as tools to study its biologic functions. Twenty-three confirmed hits inhibited DNPEP-catalyzed hydrolysis of angiotensin II with micromolar potency. A counter screen against glutamyl aminopeptidase (ENPEP), an enzyme with substrate specificity similar to that of DNPEP, identified eight DNPEP-selective inhibitors. Structure-activity relationships and modeling studies revealed structural features common

  天冬氨酰氨肽酶 (DNPEP) 与血管紧张素信号传导和内体运输的控制有关，但其精确的生物学作用仍未完全确定。我们对约 25,000 个小分子进行了高通量筛选，以鉴定 DNPEP 抑制剂，用作研究其生物学功能的工具。23 次确认的命中抑制了 DNPEP 催化的血管紧张素 II 水解，具有微摩尔效力。谷氨酰氨肽酶 (ENPEP) 是一种底物特异性与 DNPEP 相似的酶，通过反筛选确定了八种 DNPEP 选择性抑制剂。构效关系和建模研究揭示了已鉴定抑制剂共有的结构特征，包括金属螯合基团和可与酶活性位点部分相互作用的带电或极性部分。
• Substrate Specificity of Aminopeptidase from the Mid-gut Gland of the Scallop (<i>Patinopecten yessoensis</i>)
  作者：Hironori UMETSU、Mito ARAI、Toshinori OTA、Kaoru ABE、Hidemitsu UCHIZAWA、Kazuo SASAKI

  DOI：10.1271/bbb.68.945

  日期：2004.1

  An action for various peptides and a kinetic study for amino acid p-nitroanilides (pNAs) and 4-methylcoumaryl-7-amides (MCAs) were performed with purified aminopeptidase from the mid-gut of the scallop. The enzyme preferred dipeptides having Ala, Met, and Phe in the amino-terminal or the penultimate position from the amino-termini. The catalytic efficiencies, kcat⁄Km values for Ala-pNA and MCA were the highest in the tested substrates, and those for pNA and MCA substrates having Met or Phe were the next highest. The enzyme was found to be a new alanine-specific aminopeptidase.

  利用从扇贝中肠中纯化的氨肽酶进行了一系列肽类底物的作用和氨基酸p-硝基苯胺（pNA）及4-甲基香豆素-7-酰胺（MCA）的动力学研究。该酶偏好具有Ala、Met和Phe在氨基端的N-末端或倒数第二位的二肽底物。在测试的底物中，Ala-pNA和MCA的催化效率（kcat/Km值）最高，而具有Met或Fhe的pNA和MCA底物其次。研究发现该酶是一种新型的特异性亮氨酸氨肽酶。