N-(N'-tert-butoxycarbonyl-6-amino-hexyl)-3,3'-iminodipropionic acid dimethyl ester | 551772-60-2

• 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: N-(N'-tert-butoxycarbonyl-6-amino-hexyl)-3,3'-iminodipropionic acid dimethyl ester
• 英文别名: Methyl 3-[(3-methoxy-3-oxopropyl)-[6-[(2-methylpropan-2-yl)oxycarbonylamino]hexyl]amino]propanoate
• CAS: 551772-60-2
• 化学式: C₁₉H₃₆N₂O₆
• 分子量: 388.505
• InChiKey: KSBCEUCEQPELRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  27
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(N'-tert-butoxycarbonyl-6-amino-hexyl)-3,3'-iminodipropionic acid dimethyl ester 在 4-二甲氨基吡啶 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 16.25h， 生成 3-[{6-[11-(10-{6-[Bis-(2-methoxycarbonyl-ethyl)-amino]-hexylcarbamoyl}-decyldisulfanyl)-undecanoylamino]-hexyl}-(2-methoxycarbonyl-ethyl)-amino]-propionic acid methyl ester
  参考文献：
  名称：

  Surfaces Designed for Charge Reversal

  摘要：

  We have created surfaces which switch from cationic at pH < 3 to anionic at pH > 5, by attaching aminodicarboxylic acid units to silica and gold substrates. Charge reversal was demonstrated by monitoring the adsorption of cationic dyes (methylene blue and a tetracationic porphyrin) and an anionic sulfonated porphyrin, at a range of pH using UV-vis absorption and reflection spectroscopy. The cationic dyes bind under neutral conditions (pH 5-7) and are released at pH 1-4, whereas the anionic dye binds under acidic conditions (pH 1-4) and is released at pH 5-7. Gold surfaces were functionalized with two different amphoteric disulfides with short (CH2)(2) and long (CH2)(10)CONH(CH2)(6) linkers; the longer disulfide gave surfaces exhibiting charge reversal in a narrower pH range. Adsorption is much faster on the functionalized gold (t(1/2) = 62 s) than on functionalized silica (t(1/2) = 6900 s), but the final extents of coverage on both surface are similar, for a given dye at a given pH, with maximal coverages of around 2 molecules nm(-2). These charge-reversal processes are reversible and can be repeatedly cycled by changing the pH. We have also created surfaces which undergo irreversible proton-triggered charge switching, using a carbamate-linked thiol carboxylic acid which cleaves in acid. These surfaces are versatile new tools for controlling electrostatic self-assembly at surfaces.

  DOI：

  10.1021/ja028338b
• 作为产物：
  描述：

  N-Boc-1,6-己二胺 、 丙烯酸甲酯（MA） 反应 96.0h， 以99%的产率得到N-(N'-tert-butoxycarbonyl-6-amino-hexyl)-3,3'-iminodipropionic acid dimethyl ester
  参考文献：
  名称：

  Surfaces Designed for Charge Reversal

  摘要：

  We have created surfaces which switch from cationic at pH < 3 to anionic at pH > 5, by attaching aminodicarboxylic acid units to silica and gold substrates. Charge reversal was demonstrated by monitoring the adsorption of cationic dyes (methylene blue and a tetracationic porphyrin) and an anionic sulfonated porphyrin, at a range of pH using UV-vis absorption and reflection spectroscopy. The cationic dyes bind under neutral conditions (pH 5-7) and are released at pH 1-4, whereas the anionic dye binds under acidic conditions (pH 1-4) and is released at pH 5-7. Gold surfaces were functionalized with two different amphoteric disulfides with short (CH2)(2) and long (CH2)(10)CONH(CH2)(6) linkers; the longer disulfide gave surfaces exhibiting charge reversal in a narrower pH range. Adsorption is much faster on the functionalized gold (t(1/2) = 62 s) than on functionalized silica (t(1/2) = 6900 s), but the final extents of coverage on both surface are similar, for a given dye at a given pH, with maximal coverages of around 2 molecules nm(-2). These charge-reversal processes are reversible and can be repeatedly cycled by changing the pH. We have also created surfaces which undergo irreversible proton-triggered charge switching, using a carbamate-linked thiol carboxylic acid which cleaves in acid. These surfaces are versatile new tools for controlling electrostatic self-assembly at surfaces.

  DOI：

  10.1021/ja028338b

文献信息

• BIOMOLECULE INTERACTION USING ATOMIC FORCE MICROSCOPE
  申请人：Park Joon-Won

  公开号：US20070128623A1

  公开（公告）日：2007-06-07

  The present patent application describes a cantilever for atomic force microscopy (AFM), which includes a cantilever body having a fixed end and a free end, the free end having a surface region being chemically modified by a dendron in which a plurality of termini of the branched region of the dendron are bound to the surface, and a terminus of the linear region of the dendron is functionalized.

  本专利申请描述了一种原子力显微镜（AFM）的悬臂杆，包括一个悬臂杆本体，其具有固定端和自由端，自由端具有一个表面区域，该区域被树状分子化学修饰，其中树状分子的分枝区域的多个末端与表面结合，线性区域的一个末端被功能化。
• Solid Substrate Comprising Array of Dendrons and Methods for Using the Same
  申请人：Park Joon Won

  公开号：US20080274915A1

  公开（公告）日：2008-11-06

  The present invention provides solid supports comprising a surface bound array of dendrons and methods for using the same.

  本发明提供了固体支持体，其包括表面固定的树状分子阵列，并提供了使用该固体支持体的方法。
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