N'-dodecyl-Nα-(9-fluorenylmethoxycarbonyl)-L-leucinamide | 850342-23-3

• 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'-dodecyl-Nα-(9-fluorenylmethoxycarbonyl)-L-leucinamide
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2S)-1-(dodecylamino)-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 850342-23-3
• 化学式: C₃₃H₄₈N₂O₃
• 分子量: 520.756
• InChiKey: AMFYIKVFVYAOOO-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  38
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N'-dodecyl-Nα-(9-fluorenylmethoxycarbonyl)-L-leucinamide 在 哌啶 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 (2S)-2-氨基-N-十二烷基-4-甲基戊酰胺
  参考文献：
  名称：

  Pore-Forming Monopeptides as Exceptionally Active Anion Channels

  摘要：

  We describe here a unique family of pore-forming anion transporting peptides possessing a single-amino-acid-derived peptidic backbone that is the shortest among natural and synthetic pore-forming peptides. These monopeptides with built-in H-bonding capacity self-assemble into an H-bonded 1D columnar structure, presenting three types of exteriorly arranged hydrophobic side chains that closely mimic the overall topology of an alpha-helix. Dynamic interactions among these side chains and membrane lipids proceed in a way likely similar to how a-helix bundle is formed. This subsequently enables oligomerization of these rod-like structures to form ring-shaped ensembles of varying sizes with a pore size of smaller than 1.0 nm in diameter but sufficiently large for transporting anions across the membrane. The intrinsic high modularity in the backbone further allows rapid tuning in side chains for combinatorial optimization of channel's ion-transport activity, culminating in the discovery of an exceptionally active anion-transporting monopeptide 6L10 with an EC50 of 0.10 mu M for nitrate anions.

  DOI：

  10.1021/jacs.8b04657
• 作为产物：
  描述：

  十二烷基伯胺 、 Fmoc-L-亮氨酸 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 N'-dodecyl-Nα-(9-fluorenylmethoxycarbonyl)-L-leucinamide
  参考文献：
  名称：

  基于肽的粉末胶凝剂，可用于非质子芳香族化合物的即时相选择胶凝和去除有毒染料。

  摘要：

  通过对35种可能容易以低成本制备的基于相选择单肽的有机胶凝剂进行组合筛选，我们确定了其中5种对粉末状非质子芳族溶剂具有高胶凝能力。它们中最好的（Fmoc - V - 6）能够在室温下以6％w / v的胶凝剂负载下，在水的存在下，即时选择性地凝胶化苯，甲苯和二甲苯。这使得可以通过过滤分离凝胶化的芳族化合物，并且可以通过蒸馏来回收芳族化合物和胶凝材料。我们还确定了Fmoc-I-16作为苯甲醇的最佳胶凝剂，相应的有机凝胶可有效地从其高浓度水溶液中去除有毒染料分子82-99％。这些有效去除水中有毒有机溶剂和染料的方法表明，它们在修复受污染的水资源方面具有广阔的应用前景。

  DOI：

  10.1021/acs.langmuir.0c01101

文献信息

• Amphiphilic cyclodextrin derivatives, method for preparation thereof and uses thereof
  申请人：Perly Bruno

  公开号：US20070142324A1

  公开（公告）日：2007-06-21

  The invention relates to cyclodextrin derivatives of formula (I): in which: R 1 ═—NH-E-AA-(L 1 ) p (L 2 ) q where E=a linear or branched Cl-Cl 5 hydrocarbon-based group with, optionally, one or more hetero atoms; AA=the residue of an amino acid; L 1 and L 2 =a C 6 -C 24 hydrocarbon-based group with, optionally, one or more hetero atoms; p and q=0 or 1, at least one being ≠0; R 2 ═H, —CH 3 , isopropyl, hydroxypropyl, sulphobutyl ether; R 3 ═H or R 2 , except when R 2 =hydroxypropyl; all the R 4 ═—OH or R 2 , except when R 2 =hydroxypropyl, or at least one of the R 4 ═R 1 ; n=5, 6 or 7. The invention also relates to a process for preparing them, and to inclusion complexes and organized surfactant systems comprising them.

  该发明涉及以下式（I）的环糊精衍生物： 其中： R 1 ═—NH-E-AA-(L 1 ) p (L 2 ) q 其中E=线性或支链的Cl-Cl 5 碳氢基团，可选地，含有一个或多个杂原子；AA=氨基酸的残基；L 1 和L 2 =含有一个或多个杂原子的C 6 -C 24 碳氢基团；p和q=0或1，至少一个不等于0； R 2 ═H，—CH 3 ，异丙基，羟丙基，磺丁基醚； R 3 ═H或R 2 ，除非R 2 =羟丙基； 所有的R 4 ═—OH或R 2 ，除非R 2 =羟丙基，或者至少一个R 4 ═R 1 ；n=5、6或7。该发明还涉及一种制备它们的方法，以及包含它们的包合物和有序表面活性剂系统。
• US7812152B2
  申请人：——

  公开号：US7812152B2

  公开（公告）日：2010-10-12
• Pore-Forming Monopeptides as Exceptionally Active Anion Channels
  作者：Changliang Ren、Fei Zeng、Jie Shen、Feng Chen、Arundhati Roy、Shaoyuan Zhou、Haisheng Ren、Huaqiang Zeng

  DOI：10.1021/jacs.8b04657

  日期：2018.7.18

  We describe here a unique family of pore-forming anion transporting peptides possessing a single-amino-acid-derived peptidic backbone that is the shortest among natural and synthetic pore-forming peptides. These monopeptides with built-in H-bonding capacity self-assemble into an H-bonded 1D columnar structure, presenting three types of exteriorly arranged hydrophobic side chains that closely mimic the overall topology of an alpha-helix. Dynamic interactions among these side chains and membrane lipids proceed in a way likely similar to how a-helix bundle is formed. This subsequently enables oligomerization of these rod-like structures to form ring-shaped ensembles of varying sizes with a pore size of smaller than 1.0 nm in diameter but sufficiently large for transporting anions across the membrane. The intrinsic high modularity in the backbone further allows rapid tuning in side chains for combinatorial optimization of channel's ion-transport activity, culminating in the discovery of an exceptionally active anion-transporting monopeptide 6L10 with an EC50 of 0.10 mu M for nitrate anions.
• Monopeptide-Based Powder Gelators for Instant Phase-Selective Gelation of Aprotic Aromatics and for Toxic Dye Removal
  作者：Zhongyan Li、Ziqing Luo、Jialing Zhou、Zecong Ye、Guang-chuan Ou、Yanping Huo、Lin Yuan、Huaqiang Zeng

  DOI：10.1021/acs.langmuir.0c01101

  日期：2020.8.11

  phase-selective monopeptide-based organogelators readily made at low cost, we identified five of them with high gelling ability toward aprotic aromatic solvents in the powder form. The best of them (Fmoc-V-6) is able to instantly and phase-selectively gel benzene, toluene, and xylenes in the presence of water at room temperature at a gelator loading of 6% w/v. This enables the gelled aromatics to be separated

  通过对35种可能容易以低成本制备的基于相选择单肽的有机胶凝剂进行组合筛选，我们确定了其中5种对粉末状非质子芳族溶剂具有高胶凝能力。它们中最好的（Fmoc - V - 6）能够在室温下以6％w / v的胶凝剂负载下，在水的存在下，即时选择性地凝胶化苯，甲苯和二甲苯。这使得可以通过过滤分离凝胶化的芳族化合物，并且可以通过蒸馏来回收芳族化合物和胶凝材料。我们还确定了Fmoc-I-16作为苯甲醇的最佳胶凝剂，相应的有机凝胶可有效地从其高浓度水溶液中去除有毒染料分子82-99％。这些有效去除水中有毒有机溶剂和染料的方法表明，它们在修复受污染的水资源方面具有广阔的应用前景。