H-Leu-HNC8H17 | 84004-98-8

• 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: H-Leu-HNC8H17
• 英文别名: leucine octylamide；L-leucine octylamide；(S)-2-amino-4-methyl-N-octylpentanamide；(2S)-2-amino-4-methyl-N-octylpentanamide
• CAS: 84004-98-8
• 化学式: C₁₄H₃₀N₂O
• mdl: MFCD25228469
• 分子量: 242.405
• InChiKey: ZCYDLYPJQYYQDZ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.928
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-噻吩甲酸 、 H-Leu-HNC8H17 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以70%的产率得到
  参考文献：
  名称：

  一种高活性和选择性的硫属键介导的高氯酸盐通道

  摘要：

  使用硫属元素键促进阴离子跨膜通量或对高氯酸根阴离子显示高选择性的人工膜转运蛋白很少见。在这项工作中，我们报告了一种新型的基于单肽的转运蛋白系统，该系统具有硫属元素键的高效阴离子转运和对 ClO 4 -阴离子的高转运选择性。在结构上，这些单肽分子通过氢键产生氢键一维堆叠，不仅一维而且定向地将末端双环噻吩基序排列到同一侧。在功能上，这些排列良好的噻吩创造了一个富含硫的跨膜途径，可组合微调以使阴离子在 Cl - < Br - < NO 3 - < ClO 4 -的活性增加时 通过硫属元素键有效地穿过膜，与EC 50值分别为 0.75、0.40、0.37 和 0.093 µmol/L（相对于脂质分子为 0.3 mol%）。

  DOI：

  10.1016/j.cclet.2021.09.089
• 作为产物：
  描述：

  辛胺 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 140.0h， 生成 H-Leu-HNC8H17
  参考文献：
  名称：

  C3-Symmetric, amino acid based organogelators and thickeners: a systematic study of structure–property relations

  摘要：

  A class of C-3-symmetric amino acid based organogelators and thickeners featuring a rigid core have been developed. Structural variation yielded a number of compounds, the aggregation behaviour and resulting aggregates and gels of which were studied by FTIR spectroscopy, dropping ball measurements, differential scanning calorimetry and transmission electron microscopy. These studies showed that the nature of the core unit, the type of hydrogen-bonding units and the applied amino acids have a strong influence on the interactions, resulting in large differences in aggregation properties, thermal stability and morphology between the various compounds. The results provide a basis for a better understanding of the relation between aggregate/gel properties and molecular structure. The structural variation available for these compounds allows fine-tuning of the gelators with respect to aggregation behaviour and gel properties. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.02.066

文献信息

• Combinatorial Evolution of Fast-Conducting Highly Selective K⁺-Channels via Modularly Tunable Directional Assembly of Crown Ethers
  作者：Changliang Ren、Jie Shen、Huaqiang Zeng

  DOI：10.1021/jacs.7b04335

  日期：2017.9.13

  of highly efficient K+-selective channels. In our strategy, a highly robust supramolecular H-bonded 1D ensemble was used to order the appended crown ethers in such a way that they roughly stack on top of each other to form a channel for facilitated ion transport across the membrane. Among 15 channels that all prefer K+ over Na+ ions, channel molecule 5F8 shows the most pronounced optimum for K+ while

  我们在这里描述了用于高效K +选择通道的构建和组合优化的模块化可调分子策略。在我们的策略中，使用高度健壮的超分子H键合1D集成体来订购附加的冠醚，以使它们彼此大致堆叠以形成通道，以促进离子跨膜传输。在15个都比Na +离子更喜欢K +的通道中，通道分子5F8显示了最明显的K +最佳值，同时不利于所有其他生物学上重要的阳离子（例如Na +，Ca 2+和Mg 2+）。用K + / Na+对K +离子的选择性为9.8，EC 50值为6.2μM，5F8显然是过去几十年来开发的最佳合成钾通道之一。
• Gelling agents
  申请人：van Bommel Kjeld Jacobus Cornelis

  公开号：US20050250857A1

  公开（公告）日：2005-11-10

  The invention relates to a novel class of gelling agents, to a process of preparing said agents, to the use of said agents to prepare gels, and to the gels thus obtained. A gelling agent or thickener according to the invention comprises a core which is functionalized with three amino acid derived groups by means of an amide or urea linkage. It may be used to gelate or thicken numerous solvents.

  本发明涉及一种新型凝胶剂，一种制备该凝胶剂的方法，使用该凝胶剂制备凝胶以及由此获得的凝胶。根据本发明，一种凝胶剂或增稠剂包括一个核心，该核心通过酰胺或脲键与三个氨基酸衍生基团进行功能化。它可用于凝胶化或增稠许多溶剂。
• 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.
• A Calix[4]arene Ureidopeptide Dimer Self-Assembled through Two Superposed Hydrogen Bond Arrays
  作者：Ana M. Rincón、Pilar Prados、Javier de Mendoza

  DOI：10.1021/ja0036054

  日期：2001.4.1

  Dimerization of calix[4]arene ureidopeptides is demonstrated for the first time. Two calix[4]arenes tetrasubstituted in the upper rim with -NHCONH(L)LeuNHC(8)H(17) (I) and -NHCONH(L)Leu(D)Leu-OMe (2) were prepared and studied by NMR, circular dicroism, and gel permeation chromatography. Compound 2 self-assembles through urea-urea hydrogen bonds, as well as by an additional set of hydrogen bonds provided by the peptide side chains, with participation of the ester carbonyls. The absence of such group in 1 causes the monomer structure to be favored in this case.
• A Calix[6]arene Dimer Linked Through Amino Acid Hydrogen Bond Interactions
  作者：Ana M. Rincón、Pilar Prados、Javier de Mendoza

  DOI：10.1002/1099-0690(200202)2002:4<640::aid-ejoc640>3.0.co;2-u

  日期：2002.2

  A calix[6]arene containing three leucine residues at the lower rim dimerizes in apolar solvents with the formation of up to eighteen hydrogen bonds, giving rise to a self-assembled molecular capsule. The dimerization in chloroform was conformed by NMR spectroscopy and gel permeation chromatography, as well as by molecular mechanics and dynamics calculations. The highly flexible structure is unable to encapsulate guests of complementary size, probably because six methoxy groups and one of the leucyl residues permanently occupy the cavity.