5-guanidino-2-(morpholin-4-yl)pentanoic acid naphthalen-2-ylamide | 1590396-82-9

• 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: 5-guanidino-2-(morpholin-4-yl)pentanoic acid naphthalen-2-ylamide
• 英文别名: (2S)-5-(diaminomethylideneamino)-2-morpholin-4-yl-N-naphthalen-2-ylpentanamide
• CAS: 1590396-82-9
• 化学式: C₂₀H₂₇N₅O₂
• 分子量: 369.467
• InChiKey: CPQCPUNZZYSWRG-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-叔丁氧羰基-N'-苄氧羰基-L-鸟氨酸 在 N-羟基-7-氮杂苯并三氮唑 、 氢气 、 palladium(II) hydroxide 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 生成 5-guanidino-2-(morpholin-4-yl)pentanoic acid naphthalen-2-ylamide
  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

• Structurally diverse low molecular weight activators of the mammalian pre-mRNA 3′ cleavage reaction
  作者：Min Ting Liu、Nagaraja N. Nagre、Kevin Ryan

  DOI：10.1016/j.bmc.2013.12.006

  日期：2014.1

  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.