allyl Nw-tosyl-L-argininate | 911286-63-0

• 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: allyl Nw-tosyl-L-argininate
• CAS: 911286-63-0
• 化学式: C₁₆H₂₄N₄O₄S
• 分子量: 368.457
• InChiKey: KNIQRCFBLOBEEH-AWEZNQCLSA-N

物化性质

• 沸点：
  508.4±60.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  134.37
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  allyl Nw-tosyl-L-argininate 在 吗啉 、 四(三苯基膦)钯 、 sodium cyanoborohydride 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.0h， 生成 (S)-2-(N-(2-((tert-Butoxycarbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)-5-(3-tosylguanidino)pentanoic acid
  参考文献：
  名称：

  Novel Binding and Efficient Cellular Uptake of Guanidine-Based Peptide Nucleic Acids (GPNA)

  摘要：

  Incorporation of a guanidine functional group into the PNA backbone facilitates cellular uptake of PNA into mammalian cells with efficiency comparable to that of the TAT transduction domain. The modified PNA recognizes and binds to the complementary DNA strand in accordance with Watson-Crick recognition rules. However, unlike polypyrimidine PNA which binds to DNA in 2:1 stoichiometry, the modified PNA binds to complementary DNA in a 1:1 ratio to form a highly stable duplex.

  DOI：

  10.1021/ja029665m
• 作为产物：
  描述：

  allyl N2-(tert-butoxycarbonyl)-Nw-tosyl-L-argininate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 allyl Nw-tosyl-L-argininate
  参考文献：
  名称：

  Novel Binding and Efficient Cellular Uptake of Guanidine-Based Peptide Nucleic Acids (GPNA)

  摘要：

  Incorporation of a guanidine functional group into the PNA backbone facilitates cellular uptake of PNA into mammalian cells with efficiency comparable to that of the TAT transduction domain. The modified PNA recognizes and binds to the complementary DNA strand in accordance with Watson-Crick recognition rules. However, unlike polypyrimidine PNA which binds to DNA in 2:1 stoichiometry, the modified PNA binds to complementary DNA in a 1:1 ratio to form a highly stable duplex.

  DOI：

  10.1021/ja029665m