2-[2-[9H-fluoren-9-ylmethoxycarbonyl-[6-[(2-methylpropan-2-yl)oxy]-6-oxohexyl]amino]ethyl-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]amino]acetic acid | 1353744-90-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-[2-[9H-fluoren-9-ylmethoxycarbonyl-[6-[(2-methylpropan-2-yl)oxy]-6-oxohexyl]amino]ethyl-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]amino]acetic acid
• CAS: 1353744-90-7
• 化学式: C₃₆H₄₄N₄O₉
• 分子量: 676.767
• InChiKey: YKSQFYXNBVEEOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  49
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  163
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  6-氨基己酸叔丁酯 在 lithium hydroxide monohydrate 、 palladium 10% on activated carbon 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 水 、 氢气 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 、 potassium carbonate 、 溶剂黄146 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 73.67h， 生成 2-[2-[9H-fluoren-9-ylmethoxycarbonyl-[6-[(2-methylpropan-2-yl)oxy]-6-oxohexyl]amino]ethyl-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]amino]acetic acid
  参考文献：
  名称：

  Carboxyalkyl peptoid PNAs: synthesis and hybridization properties

  摘要：

  N-gamma-Carboxyalkyl modified peptide nucleic acids (PNAs), containing the four canonical nucleobases, were prepared via solid-phase oligomerization. The inserted peptoid monomers 1 and 2 were constructed through simple synthetic procedures, utilizing appropriate glycidol and iodoalkyl electrophiles. Thermal denaturation studies, performed with complementary antiparallel DNA strands, demonstrated that the length of the N-gamma-side chain strongly influences the modified PNAs hybridization properties. Moreover, multiple negative charges on the oligoamide backbone, when present on gamma-nitrogen C-6 side chains proved to be beneficial for the oligomers' water solubility and DNA hybridization specificity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.017

文献信息

• Carboxyalkyl peptoid PNAs: synthesis and hybridization properties
  作者：Chiara De Cola、Alex Manicardi、Roberto Corradini、Irene Izzo、Francesco De Riccardis

  DOI：10.1016/j.tet.2011.11.017

  日期：2012.1

  N-gamma-Carboxyalkyl modified peptide nucleic acids (PNAs), containing the four canonical nucleobases, were prepared via solid-phase oligomerization. The inserted peptoid monomers 1 and 2 were constructed through simple synthetic procedures, utilizing appropriate glycidol and iodoalkyl electrophiles. Thermal denaturation studies, performed with complementary antiparallel DNA strands, demonstrated that the length of the N-gamma-side chain strongly influences the modified PNAs hybridization properties. Moreover, multiple negative charges on the oligoamide backbone, when present on gamma-nitrogen C-6 side chains proved to be beneficial for the oligomers' water solubility and DNA hybridization specificity. (C) 2011 Elsevier Ltd. All rights reserved.