1-(2-mercaptoethyl)-1,3,5-triazinane-2,4,6-trione | 51270-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 1-(2-mercaptoethyl)-1,3,5-triazinane-2,4,6-trione
• 英文别名: 1-(2-sulfanylethyl)-1,3,5-triazinane-2,4,6-trione
• CAS: 51270-93-0
• 化学式: C₅H₇N₃O₃S
• 分子量: 189.195
• InChiKey: LSUQRWQGUVIUMU-UHFFFAOYSA-N

物化性质

• 密度：
  1.447±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  79.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-mercaptoethyl)-1,3,5-triazinane-2,4,6-trione 在 碳酸氢钠 、 N,N'-二环己基碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 Nap-FFYGK-CA
  参考文献：
  名称：

  Visualized detection of melamine in milk by supramolecular hydrogelations

  摘要：

  我们报道了一种简单的方法，通过超分子水凝胶对牛奶中三聚氰胺的可视化检测。

  DOI：

  10.1039/c4cc05826g
• 作为产物：
  描述：

  4-thioxo-3,4,6,7-tetrahydro-thiazolo[3,2-a][1,3,5]triazin-2-one 在 盐酸 作用下， 以 水 为溶剂， 反应 8.0h， 生成 1-(2-mercaptoethyl)-1,3,5-triazinane-2,4,6-trione
  参考文献：
  名称：

  Visualized detection of melamine in milk by supramolecular hydrogelations

  摘要：

  我们报道了一种简单的方法，通过超分子水凝胶对牛奶中三聚氰胺的可视化检测。

  DOI：

  10.1039/c4cc05826g

文献信息

• Protein assembly directed by synthetic molecular recognition motifs
  作者：Mingming Ma、Dennis Bong

  DOI：10.1039/c1ob05998j

  日期：——

  Tris-functionalized cyanuric acid (TCA) and melamine (TM) selectively recognize each other in aqueous solution with 1 : 1 stoichiometry. We have coupled biotin to TCA and TM to allow pseudo-tetrahedral display of TCA and TM on streptavidin through biotin–ligand binding. Synthetic cyanuric acid/melamine recognition is found to drive selective protein–protein assembly.

  三功能化氰尿酸（TCA）和蜜胺（TM）在水溶液中以1:1的化学计量比选择性地相互识别。我们将生物素连接到TCA和TM上，通过生物素-配体结合，使得TCA和TM在链霉亲和素上呈现出伪四面体展示。人工合成的氰尿酸/蜜胺识别能够驱动选择性的蛋白质-蛋白质组装。
• Intra- and Intermembrane Pairwise Molecular Recognition between Synthetic Hydrogen-Bonding Phospholipids
  作者：Mingming Ma、Angel Paredes、Dennis Bong

  DOI：10.1021/ja806954u

  日期：2008.11.5

  detailed studies of aqueous phase hydrogen-bonding systems; we have extensively characterized this system, gaining structural, functional, and thermodynamic data. Furthermore, we have found that the designed lipid-lipid headgroup interactions result in dramatic alteration of the lipid phase morphology, providing insight into the coupling of molecular interactions with assembly state. As such, this

  多价和预组织是脂质膜-水界面分子识别的基本方面，可以使弱单体结合相互作用具有选择性和稳健性；这个概念在生物学、生物技术和材料科学中都很重要。尽管氢键在水中通常会减弱，但天然脂质之间的膜内氢键已得到充分研究，并被认为有助于脂质生物活性和膜功能。我们假设脂水界面的亲合力和预组织效应可以克服溶剂竞争，并允许在小的非结构化成分之间进行选择性氢键识别。我们发现，由氰尿酸和三聚氰胺功能化的磷脂 1 和 2 组成的静电相同的囊泡膜在悬浮液和固体支持物上发生选择性并置、融合和粘附，表明它们众所周知的低介电氢键特性有效地转化为脂质-水界面。鉴于对水相氢键系统的一些详细研究，这项工作是值得注意的和普遍感兴趣的。我们对该系统进行了广泛的表征，获得了结构、功能和热力学数据。此外，我们发现设计的脂质-脂质头基相互作用导致脂质相形态的显着改变，提供了对分子相互作用与组装状态耦合的深入了解。因此，这项工作有助于我们理解基本现象，例如脂质
• Lipid Membrane Adhesion and Fusion Driven by Designed, Minimally Multivalent Hydrogen-Bonding Lipids
  作者：Mingming Ma、Yun Gong、Dennis Bong

  DOI：10.1021/ja9072657

  日期：2009.11.25

  Cyanuric acid (CA) and melamine (M) functionalized lipids can form membranes that exhibit robust hydrogen-bond driven surface recognition in water, facilitated by multivalent surface clustering of recognition groups and variable hydration at the lipid-water interface. Here we describe a minimal lipid recognition cluster: three CA or M recognition groups are forced into proximity by covalent attachment to a single lipid headgroup. This trivalent lipid system guides recognition at the lipid-water interface using cyanurate-melamine hydrogen bonding when incorporated at 0.1-5 mol percent in fluid phospholipid membranes, inducing both vesicle-vesicle binding and membrane fusion. Fusion was accelerated when the antimicrobial peptide magainin was used to anchor trivalent recognition, or when added exogenously to a preassembled lipid vesicle complex, underscoring the importance of coupling recognition with membrane disruption in membrane fusion. Membrane apposition and fusion were studied in vesicle suspensions using light scattering, FRET assays for lipid mixing, surface plasmon resonance, and cryo-electron microscopy. Recognition was found to be highly spatially selective as judged by vesicular adhesion to surface patterned supported lipid bilayers (SLBs). Fusion to SLBs was also readily observed by fluorescence microscopy. Together, these studies indicate effective and functional recognition of trivalent phospholipids, despite low mole percentage concentration, solvent competition for hydrogen bond donor/acceptor sites, and simplicity of structure. This novel designed molecular recognition motif may be useful for directing aqueous-phase assembly and biomolecular interactions.