4-((tert-butoxy)carbonylamino)-N-(3-oxopropyl)butanamide

• 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: 4-((tert-butoxy)carbonylamino)-N-(3-oxopropyl)butanamide
• 英文别名: tert-butyl (4-oxo-4-((3-oxopropyl)amino)butyl)carbamate；tert-butyl N-[4-oxo-4-(3-oxopropylamino)butyl]carbamate
• 化学式: C₁₂H₂₂N₂O₄
• 分子量: 258.318
• InChiKey: RKZAQRPIIMYHJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-((tert-butoxy)carbonylamino)-N-(3-oxopropyl)butanamide 在 盐酸 、 三乙酰氧基硼氢化钠 、 三乙胺 作用下， 以 甲醇 、 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.5h， 生成 N-(4-((3-((3-((7-methyl-1,8-naphthyridin-2-yl)amino)-3-oxopropyl)(3-oxo-3-(((7-oxo-7,8-dihydro-1,8-naphthyridin-2-yl)methyl)amino)propyl)amino)propyl)amino)-4-oxobutyl)-6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)hexanamide
  参考文献：
  名称：

  [EN] METHODS OF TREATING DISEASES ASSOCIATED WITH REPEAT INSTABILITY
  [FR] MÉTHODES DE TRAITEMENT DE MALADIES ASSOCIÉES A UNE INSTABILITÉ RÉPÉTÉE

  摘要：

  Methods of treating diseases caused by repeat DNA instability are described herein. The methods described herein can inhibit the further expansion of repeat DNA and, in some instances, reduce the size of the repeat DNA (e.g., reduce the number of repeats).

  公开号：

  WO2018029660A1

文献信息

• A Small Molecule Affecting the Replication of Trinucleotide Repeat d(GAA)<i>n</i>
  作者：Hanping He、Masaki Hagihara、Kazuhiko Nakatani

  DOI：10.1002/chem.200901088

  日期：2009.10.12

  methylcarbamoylnaphthyridine dimer (MCND), was synthesized and characterized. Ligand binding to d(GAA)10 was investigated by UV thermal denaturation, circular dichroism spectroscopy, surface plasmon resonance, and cold‐spray‐ionization time‐of‐flight mass spectrometry. The results indicated that MCND bound to the d(GAA)n repeat to form a stable hairpin structure with a major binding stoichiometry of 3:1. The most

  合成并表征了新设计的配体，甲基氨基甲酰基萘啶二聚体（MCND）。通过紫外热变性，圆二色谱，表面等离子体共振和冷喷雾电离飞行时间质谱研究了配体与d（GAA）10的结合。结果表明，与d（GAA）n结合的MCND重复形成稳定的发夹结构，主要化学计量比为3：1。在AGA / AGA三联体中，最可能的结合位点被鉴定为GG不匹配。聚合酶终止试验表明MCND与d（GAA）n重复序列的结合有效地干扰了带有两个原核Taq的模板前两个GAA位点上引物的延伸 DNA聚合酶和人类DNA聚合酶α。
• The SPR Sensor Detecting Cytosine−Cytosine Mismatches
  作者：Akio Kobori、Souta Horie、Hitoshi Suda、Isao Saito、Kazuhiko Nakatani

  DOI：10.1021/ja037947w

  日期：2004.1.1

  We have synthesized the first surface plasmon resonance (SPIR) sensor that detects cytosine-cytosine (C-C) mismatches in duplex DNA by immobilizing aminonaphthyridine dinner on the gold surface. The ligand consisting of two 2-aminonaphthyridine chromophores and an alkyl linker connecting them strongly stabilized the C-C mismatches regardless of the flanking sequences. The fully matched duplexes were not stabilized at all under the same conditions. The C-T, C-A, and T-T mismatches were also stabilized with a reduced efficiency. SPR analyses of mismatch-containing 27-mer duplexes were performed with the sensor surface on which the aminonaphthyridine dimer was immobilized. The response for the C-C mismatch in 5'-GCC-3/3'-CCG-5' was about 83 times stronger than that obtained for the fully matched duplex. The sensor successfully detects the C-C mismatch at the concentration of 10 nM. SPR responses are proportional to the concentration of the C-C mismatch in a range up to 200 nM. Aminonaphthyridine dinner could bind strongly to the C-C mismatches having 10 possible flanking sequences with association constants in the order of 10(6) M-1. The facile protonation of 2-aminonaphthyridine chromophore at pH 7 producing the hydrogen-bonding surface complementary to that of cytosine was most likely due to the remarkably high selectivity of 1 to the C-C mismatch.
• Dimer of 2,7-diamino-1,8-naphthyridine for the detection of mismatches formed by pyrimidine nucleotide bases
  作者：Akio Kobori、Kazuhiko Nakatani

  DOI：10.1016/j.bmc.2008.10.035

  日期：2008.12.15

  Discrimination of base mismatches from normal Watson-Crick base pairs in duplex DNA constitutes a key approach to the detection of single nucleotide polymorphisms ( SNPs). We have developed a sensor for a surface plasmon resonance (SPR) assay system to detect G-G, A-A, and C-C mismatch duplexes by employing a surface upon which mismatch-binding ligands (MBLs) are immobilized. We synthesized a new MBL consisting of 2,7-diamino-1,8-naphthyridine (damND) and immobilized it onto a CM5 sensor chip to carry out the SPR assay of DNA duplexes containing a single-base mismatch. The SPR sensor with damND revealed strong responses to all C-C mismatches, and sequence-dependent C-T and T-T mismatches. Compared to ND- and naphthyridine-azaquinolone hybrid (NA)-immobilized sensor surfaces, with affinity to mismatches composed of purine nucleotide bases, the damND-immobilized surface was useful for the detection of the mismatches composed of pyrimidine nucleotide bases. (C) 2008 Published by Elsevier Ltd.