NapFFK | 1259528-74-9

• 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: NapFFK
• 英文别名: (2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[(2-naphthalen-2-ylacetyl)amino]-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]hexanoic acid
• CAS: 1259528-74-9
• 化学式: C₃₆H₄₀N₄O₅
• 分子量: 608.737
• InChiKey: BDDZUCDMOGDPJK-CPCREDONSA-N

物化性质

• 沸点：
  980.3±65.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  45
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  151
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  NapFFK 、 (2,2'-bipyridine)-4,4'-dicarboxylic acid bis(N-hydroxysuccinimide) ester 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2S)-6-[[[2-[4-[N-[(5S)-5-carboxy-5-[[(2S)-1-hydroxy-2-[[(2S)-1-hydroxy-2-[(1-hydroxy-2-naphthalen-2-ylethylidene)amino]-3-phenylpropylidene]amino]-3-phenylpropylidene]amino]pentyl]-C-hydroxycarbonimidoyl]pyridin-2-yl]pyridin-4-yl]-hydroxymethylidene]amino]-2-[[(2S)-1-hydroxy-2-[[(2S)-1-hydroxy-2-[(1-hydroxy-2-naphthalen-2-ylethylidene)amino]-3-phenylpropylidene]amino]-3-phenylpropylidene]amino]hexanoic acid
  参考文献：
  名称：

  氧化还原响应的荧光超分子金属水凝胶由单分子宽度的纳米纤维组成

  摘要：

  三肽衍生物是一种多功能的自组装基序，与钌（II）三（联吡啶）络合物的整合提供了第一个超分子金属水凝胶剂，它不仅在水中自组装形成水凝胶，而且还具有凝胶-金属中心氧化时的溶胶转变。令人惊讶的是，在水凝胶剂中引入金属络合物导致纳米纤维，由水凝胶剂在水中的自组装形成，具有水凝胶剂的单个分子的宽度。这些结果表明，金属配合物除了能够赋予超分子水凝胶丰富的光学、电子、氧化还原或磁性特性外，还提供了一种独特的几何控制，可以在自组装之前预先安排自组装基序。

  DOI：

  10.1021/ja402490j
• 作为产物：
  描述：

  2-萘乙酸 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 水 为溶剂， 生成 NapFFK
  参考文献：
  名称：

  Design and synthesis of nanofibers of self-assembled de novo glycoconjugates towards mucosal lining restoration and anti-inflammatory drug delivery

  摘要：

  The medical practice for IBD is solely based on anti-inflammatory drugs, but the outcome is far from ideal. Our long-term research goal is to seek a better clinical outcome by combining the anti-inflammatory therapy with physical mucus layer restoration. As the first step towards that objective, we choose to develop self-assembled hydrogels of de novo glycoconjugates that consist of anti-inflammatory drugs and glycopeptides. By covalently linking peptides (e.g., nap-phe-phe-lys), saccharides (e.g., glucosamine), and an anti-inflammatory drug (i.e., olsalazine), we have demonstrated that the obtained molecules self-assemble in water to form hydrogels composed of 3D networks of the nanofibers under acidic conditions. We also confirmed that the resulting glycoconjugates are cell compatible. However, the preliminary assessment of the efficacy of the hydrogels on the murine model is inconclusive, which warrants further investigation and molecular engineering. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2016.07.057

文献信息

• Catalytic dephosphorylation of adenosine monophosphate (AMP) to form supramolecular nanofibers/hydrogels
  作者：Xuewen Du、Junfeng Li、Yuan Gao、Yi Kuang、Bing Xu

  DOI：10.1039/c2cc16723a

  日期：——

  The use of enzyme to instruct the self-assembly of the nucleoside of adenosine in water provides a new class of molecular nanofibers/hydrogels as functional soft materials.

  酶的使用来指示水中的核化物的自我组合提供了新的分子纳米纤维/氢格尔类作为功能软材料。
• Molecular Nanofibers of Olsalazine Form Supramolecular Hydrogels for Reductive Release of an Anti-inflammatory Agent
  作者：Xinming Li、Jiayang Li、Yuan Gao、Yi Kuang、Junfeng Shi、Bing Xu

  DOI：10.1021/ja109269v

  日期：2010.12.22

  Conjugation of tripeptide derivatives with olsalazine, a clinically used anti-inflammatory prodrug, yields small molecules that self-assemble in water to form supramolecular hydrogels that undergo a gel-to-sol phase transition upon reduction, resulting in the controlled release of 5-aminosalicylic acid as the anti-inflammatory agent. This methodology will ultimately lead to new biomaterials for site-specific drug delivery.