N,N'-bis(acryloyl)-(L)-cystine | 161035-23-0

• 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,N'-bis(acryloyl)-(L)-cystine
• 英文别名: N,N'-bisacryloylcystine；(2R)-3-[[(2R)-2-carboxy-2-(prop-2-enoylamino)ethyl]disulfanyl]-2-(prop-2-enoylamino)propanoic acid
• CAS: 161035-23-0
• 化学式: C₁₂H₁₆N₂O₆S₂
• 分子量: 348.401
• InChiKey: YZDWFQPPSSVWAG-YUMQZZPRSA-N

物化性质

• 熔点：
  115-121 °C(Solv: acetone (67-64-1); ethyl ether (60-29-7))
• 沸点：
  725.6±60.0 °C(Predicted)
• 密度：
  1.412±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  183
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  L-胱氨酸 、 丙烯酰氯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 N,N'-bis(acryloyl)-(L)-cystine
  参考文献：
  名称：

  Functional, water-dispersible gold nanoparticles produced with N,N′-bis(acryloyl)-(l)-cystine

  摘要：

  功能性CiBA-AuNPs，具有与TSC-AuNPs相同的光学性能，用于交联反应时无需进行配体交换步骤。

  DOI：

  10.1039/c5ra16700k

文献信息

• Oxidation of ferrocenemethanol grafted to a hydrogel network through cysteine for triggering volume phase transition
  作者：Klaudia Kaniewska、Jan Romański、Marcin Karbarz

  DOI：10.1039/c3ra42405g

  日期：——

  New gels based on N-isopropylacrylamide and cysteine were prepared by free radical polymerization in aqueous solutions. To attach the amino acid to the polymer chain, its α-amino group was modified with acryloyl chloride and N,N′-bisacryloylcystine was obtained. Next, the disulfide bridges were reduced to thiol groups and the attachment of ferrocenemethanol to the chains was performed. The influence of the amount of electroactive groups and their degree of oxidation on the temperature of volume phase transition was investigated. The gel formed from the polymerization solution containing 2% N,N′-bisacryloylcystine could undergo the volume phase transition triggered by changing the ferrocene state of oxidation. The temperature window of the gel sensitivity to the oxidation state of its ferrocene component was 35–40 °C. During the transition the volume of the gel could be changed even by more than an order of magnitude. Thin layers of the electroactive and thermoresponsive gel could be anchored on the surface of a glassy carbon electrode. This was achieved by electroformation of radicals at the electrode surface. The influence of the volume phase transition triggered by a temperature change on redox processes of ferrocene moieties bound to the network was examined voltammetrically.

  基于N-异丙基丙烯酰胺和半胱氨酸的新凝胶通过水溶液中的自由基聚合制备。其中，为了将氨基酸连接到聚合链上，其α-氨基组通过丙烯酰氯进行了修饰，得到了N,N′-双丙烯酰半胱氨酸。接下来，将二硫键还原为巯基，并将铁马烯醇连接到链上。研究了电活性基团的数量及其氧化程度对体积相变温度的影响。含有2% N,N′-双丙烯酰半胱氨酸的聚合溶液形成的凝胶能够经历由铁马烯的氧化态变化引发的体积相变。该凝胶对其铁马烯成分氧化状态的敏感温度窗口为35-40°C。在相变过程中，凝胶的体积甚至可以改变一个数量级以上。电活性和热响应凝胶的薄层可以锚定在玻碳电极的表面。这是通过在电极表面电形成自由基实现的。通过伏安法研究了温度变化引发的体积相变对与网络结合的铁马烯基团的氧还原过程的影响。
• DRUG DELIVERY SYSTEMS
  申请人：Biocompatibles Uk Ltd.

  公开号：EP2667855A1

  公开（公告）日：2013-12-04
• EP2667855B1
  申请人：——

  公开号：EP2667855B1

  公开（公告）日：2017-08-09
• Drug Delivery Systems
  申请人：Ashrafi Koorosh

  公开号：US20140030350A1

  公开（公告）日：2014-01-30

  The present invention relates to microparticles comprising a gel body, wherein the gel body comprises a synthetic polymer and a drug, wherein the microparticles have an average diameter in the range 40 to 1500 μm, wherein the polymer is cross-linked by groups comprising disulfide linkages and is in the form of a hydrogel.
• [EN] DRUG DELIVERY SYSTEMS<br/>[FR] SYSTÈME D'ADMINISTRATION DE MÉDICAMENTS
  申请人：BIOCOMPATIBLES UK LTD

  公开号：WO2012101455A1

  公开（公告）日：2012-08-02

  The present invention relates to microparticles comprising a gel body, wherein the gel body comprises a synthetic polymer and a drug, wherein the microparticles have an average diameter in the range 40 to 1500 µm, wherein the polymer is cross-linked by groups comprising disulfide linkages and is in the form of a hydrogel.