2-amino-5-guanidinopentanoic acid phenylamide

• 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: 2-amino-5-guanidinopentanoic acid phenylamide
• 英文别名: L-Arginin-anilid；arginine-N-phenylamide；(2S)-2-amino-5-(diaminomethylideneamino)-N-phenylpentanamide
• 化学式: C₁₂H₁₉N₅O
• 分子量: 249.316
• InChiKey: UUPMNTQKEFGQIO-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  120
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 20% palladium hydroxide-activated charcoal 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 以100%的产率得到2-amino-5-guanidinopentanoic acid phenylamide
  参考文献：
  名称：

  Structurally diverse low molecular weight activators of the mammalian pre-mRNA 3′ cleavage reaction

  摘要：

  The 3' end formation of mammalian pre-mRNA contributes to gene expression regulation by setting the downstream boundary of the 3' untranslated region, which in many genes carries regulatory sequences. A large number of protein cleavage factors participate in this pre-mRNA processing step, but chemical tools to manipulate this process are lacking. Guided by a hypothesis that a PPM1 family phosphatase negatively regulates the 3' cleavage reaction, we have found a variety of new small molecule activators of the in vitro reconstituted pre-mRNA 3' cleavage reaction. New activators include a cyclic peptide PPM1D inhibitor, a dipeptide with modifications common to histone tails, abscisic acid and an improved L-arginine beta-naphthylamide analog. The minimal concentration required for in vitro cleavage has been improved from 200 mu M to the 200 nM-100 mu M range. These compounds provide unexpected leads in the search for small molecule tools able to affect pre-mRNA 3' end formation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.006

文献信息

• Unprecedented 1,1′-Carbonyldiimidazole-Mediated Amidation of ­Unprotected α-Amino Acids in Water
  作者：Rahul Jain、Rohit Sharma

  DOI：10.1055/s-2007-967965

  日期：——

  The first amidation reaction of unprotected α-amino acids in water under neutral conditions with various aliphatic, aromatic and heteroaromatic amines in the presence of coupling reagent 1,1 '-carbonyldiimidazole at ambient temperature is described.

  描述了在中性条件下，在偶联试剂 1,1'-羰基二咪唑的存在下，在中性条件下，未保护的 α-氨基酸在水中与各种脂肪族、芳香族和杂芳香族胺在环境温度下的第一次酰胺化反应。
• Substrates for determination of enzyme activity and intermediates for synthesis of the substrates as well as process for producing the intermediates
  申请人：NITTO BOSEKI CO., LTD.

  公开号：EP0347734A2

  公开（公告）日：1989-12-27

  Novel compounds represented by the following formula: wherein A and B each represents a specific amino acid residue and X represents hydrogen or a specific sub­stituent, are excellent as substrates for determination of enzyme activity such as trypsin, etc. The compounds can be synthesized from novel arginyl-3-tert-alkyloxy­carbonyl-4-nitroanilides.

  下式所代表的新型化合物： 其中 A 和 B 各代表一个特定的氨基酸残基，X 代表氢或一个特定的取代基，是测定胰蛋白酶等酶活性的极佳底物。这些化合物可由新型精氨酰-3-叔烷氧基羰基-4-硝基苯胺合成。
• Zur Aktivität und Spezifität der Leucinaminopeptidase in Augenlinsen. Aminosäure- und Dipeptidanilide als Substrate
  作者：S. Fittkau、D. Gläßer、H. Hanson

  DOI：10.1515/bchm2.1960.322.1.101

  日期：1960.1
• JPH00223889A
  申请人：——

  公开号：JPH00223889A

  公开（公告）日：1990-01-26
• JPH0223889A
  申请人：——

  公开号：JPH0223889A

  公开（公告）日：1990-01-26