N,N'-dibenzoyl-L-cystine diamide | 16707-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-dibenzoyl-L-cystine diamide
• 英文别名: N,N’-di(benzoyl)-L-cysteine diamide；N,N'-dibenzoyl-L-cysteine diamide；[Bz-Cys-NH₂]₂；N,N'-Dibenzoyl-L-cystin-amid；L-3,3'-Dithiobis(2-benzamidopropionamide)；N-[(2R)-1-amino-3-[[(2R)-3-amino-2-benzamido-3-oxopropyl]disulfanyl]-1-oxopropan-2-yl]benzamide
• CAS: 16707-82-7
• 化学式: C₂₀H₂₂N₄O₄S₂
• 分子量: 446.551
• InChiKey: FNVRYBDFIXDCHL-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  195
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-Benzoyl-S-benzyl-L-cystein-methylester 在 氨 作用下， 生成 N,N'-dibenzoyl-L-cystine diamide
  参考文献：
  名称：

  Brenner,M. et al., Helvetica Chimica Acta, 1966, vol. 49, p. 250 - 259

  摘要：

  DOI：

文献信息

• Acceptor-Controlled Transfer Dehydration of Amides to Nitriles
  作者：Hiroyuki Okabe、Asuka Naraoka、Takahiro Isogawa、Shunsuke Oishi、Hiroshi Naka

  DOI：10.1021/acs.orglett.9b01657

  日期：2019.6.21

  dehydration of primary amides to nitriles efficiently proceeds under mild, aqueous conditions via the use of dichloroacetonitrile as a water acceptor. A key to the design of this transfer dehydration catalysis is the identification of an efficient water acceptor, dichloroacetonitrile, that preferentially reacts with amides over other polar functional groups with the aid of the Pd catalyst and makes the desired

  通过使用二氯乙腈作为水受体，在温和的水性条件下钯催化的伯酰胺脱水有效地进行为腈。设计该转移脱水催化的关键是确定一种有效的水受体二氯乙腈，该水受体在Pd催化剂的帮助下优先于酰胺而不是其他极性官能团反应，并使所需的反应体系趋于能动，从而驱动脱水。
• Electrically Fueled Active Supramolecular Materials
  作者：Serxho Selmani、Eric Schwartz、Justin T. Mulvey、Hong Wei、Adam Grosvirt-Dramen、Wyeth Gibson、Allon I. Hochbaum、Joseph P. Patterson、Regina Ragan、Zhibin Guan

  DOI：10.1021/jacs.2c01884

  日期：2022.5.4

  electrochemical redox reaction network, a transient and highly active supramolecular assembly is achieved with rapid kinetics, directionality, and precise spatiotemporal control. As electronic signals are the default information carriers in modern technology, the described approach offers a potential opportunity to integrate active materials into electronic devices for bioelectronic applications.

  燃料驱动的耗散自组装在生命系统中发挥着重要作用，有助于其复杂、动态的结构和紧急功能。已经使用化学品或光作为燃料产生了几种耗散超分子材料。然而，电能，最常见的能源之一，仍未用于此类目的。在这里，我们展示了一个使用电动耗散自组装创建活性超分子材料的新平台。通过电化学氧化还原反应网络，实现了具有快速动力学、方向性和精确时空控制的瞬态和高活性超分子组装体。由于电子信号是现代技术中默认的信息载体，
• Amides of N-Acylcysteines as Mucolytic Agents
  作者：Tellis A. Martin、David H. Causey、A. Leonard. Sheffner、Allan G. Wheeler、John R. Corrigan

  DOI：10.1021/jm00318a046

  日期：1967.11
• Anatomy of a Gel. Amino Acid Derivatives That Rigidify Water at Submillimolar Concentrations
  作者：Fredric M. Menger、Kevin L. Caran

  DOI：10.1021/ja0016811

  日期：2000.11.1

  On the basis of suggestive X-ray data, 14 aroyl L-cystine derivatives were designed, synthesized, and examined for their ability to gelate water. Several members of this amino acid family are remarkably effective aqueous gelators (the best being one that can rigidify aqueous solutions at 0.25 mM, ca. 0.01%, in less than 30 s!). A few of the analogues separate from water as crystals, indicating a close relationship between gelation and crystallization. All effective gelators self-assemble into fibrous structures that entrain the solvent in the capillary spaces among them. Hydrogen-bonding sites on the compounds that might stabilize the fibers were identified from specific substitutions that replace a hydrogen donor with a methyl group, enhance the hydrogen-accepting ability of a carbonyl oxygen, or promote the hydrogen-donating, ability of an amide proton. The structural variations were characterized via minimal gelation concentrations and times, X-ray crystallography, light and electron microscopy, rheology, and calorimetry. The multiple techniques, applied to the diverse compounds, allowed an extensive search into the basis of gelation. It was learned, for example, that the compound with the lowest minimum gelator concentration and time also has one of the weakest gels (i.e., it has a low elastic modulus). This is attributed to kinetic effects that perturb the length of the fibers. It was also argued that pi/pi stacking, the carboxyl carbonyl (but not the carboxyl proton), and solubility factors all contribute to the stability of a fiber. Polymorphism also plays a role. Rheological studies at different temperatures show that certain gels are stable to a 1-Hz, 3-Pa oscillating shear stress at temperatures as high as 90 degreesC. Other gels have a "catastrophic" break at lower temperatures. Calorimetric data indicate a smooth transition from gel to sol as the temperature is increased. These and other issues are discussed in this "anatomy" of a gel.