γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate-N-carboxyanhydride | 1380074-42-9

• 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: γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate-N-carboxyanhydride
• 英文别名: γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride；(4,5-dimethoxy-2-nitrophenyl)methyl 3-[(4S)-2,5-dioxo-1,3-oxazolidin-4-yl]propanoate
• CAS: 1380074-42-9
• 化学式: C₁₅H₁₆N₂O₉
• 分子量: 368.3
• InChiKey: XMBSVKAYHVOWTC-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  146
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  光气 、 γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 以84%的产率得到γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate-N-carboxyanhydride
  参考文献：
  名称：

  带有密集堆积多层膜的多肽囊泡†

  摘要：

  多层膜是构建具有改善的阻隔性能的自组装结构的重要构件，例如多层脂质囊泡。聚合物囊泡（聚合物囊泡）引起了越来越多的兴趣，但是多层聚合物囊泡的研究却很少。这里，我们报告了前所未有的密集堆积的多层膜结构多肽囊泡与聚（乙二醇）的形成-嵌段-聚（γ-（4,5-二甲氧基-2-硝基苄基） -大号-谷氨酸）（PEG- b-PL），一种两亲性二嵌段杆-线圈共聚物，其包含短的PEG嵌段和短的疏水性棒状多肽片段。多肽棒经历近晶排列，其中PEG埋在疏水性多肽层之间。两个嵌段的大小和疏水性多肽嵌段的刚性在确定膜结构中都是至关重要的。PEG- b中PEG长度的增加-PL导致双层薄片的形成，而使用无规卷曲多肽嵌段导致形成大的复合胶束。紫外线处理会导致多肽侧链的酯键断裂，从而引起螺旋到螺旋的转变，共聚物两亲性的改变以及最终的囊泡解体。这些具有独特膜结构的多肽囊泡可通过精确调节聚合物两亲物的组成和构象，为自组装结构控制提供新的见解。

  DOI：

  10.1039/c5sm00820d

文献信息

• Stable helical ionic polypeptides
  申请人：Cheng Jianjun

  公开号：US09243040B2

  公开（公告）日：2016-01-26

  The invention provides polymers comprising Formula I: wherein monomer is a repeating unit comprising 2, 3, 4, 5, 6 or 7 carbon atoms and the monomers are linked together through amide or ester bonds; n is about 6 to about 1000; and Linker is an optionally substituted carbon chain that is optionally interrupted by moieties such as oxygen, nitrogen, sulfur, phosphorus, or silicon. Charge is a moiety having a positive or negative charge on a heteroatom, such as nitrogen, oxygen, phosphorus, or sulfur; where the Linker separates the monomer and the Charge by at least six linear atoms. The invention also provides methods of preparing the polymers and the copolymers and methods of using the polymers and copolymers, for example, as drug delivery systems, as membrane penetrating peptides, and as therapeutic agents.

  该发明提供了包含以下结构的聚合物： 其中单体是包含2、3、4、5、6或7个碳原子的重复单元，而单体通过酰胺或酯键连接在一起；n约为6至1000；连接物是一种可选择地被氧、氮、硫、磷或硅等基团中断的可选择替代的碳链。电荷是在杂原子（如氮、氧、磷或硫）上具有正电荷或负电荷的基团；其中连接物至少由六个线性原子将单体和电荷分开。该发明还提供了制备这些聚合物和共聚物的方法，以及使用这些聚合物和共聚物的方法，例如作为药物传递系统、膜穿透肽和治疗剂。
• Light-Responsive Helical Polypeptides Capable of Reducing Toxicity and Unpacking DNA: Toward Nonviral Gene Delivery
  作者：Lichen Yin、Haoyu Tang、Kyung Hoon Kim、Nan Zheng、Ziyuan Song、Nathan P. Gabrielson、Hua Lu、Jianjun Cheng

  DOI：10.1002/anie.201302820

  日期：2013.8.26

  Gene delivery vehicles: Helical, cationic polypeptides with light‐responsive domains showed potent membrane activity and promoted efficient cellular internalization of DNA (see picture). After transfection, a light trigger induces protecting‐group removal to expose anionic carboxylate groups. The reduced cationic charge and helix distortion of the polypeptides result in enhanced DNA unpacking and reduced

  基因传递载体：具有光响应结构域的螺旋阳离子多肽显示出强大的膜活性并促进 DNA 的有效细胞内化（见图）。转染后，光触发诱导保护基去除以暴露阴离子羧酸盐基团。由于消除了膜活性，多肽的阳离子电荷减少和螺旋扭曲导致 DNA 解包增强和材料毒性降低。
• STABLE HELICAL IONIC POLYPEPTIDES
  申请人：Cheng Jianjun

  公开号：US20130274173A1

  公开（公告）日：2013-10-17

  The invention provides polymers comprising Formula I: wherein monomer is a repeating unit comprising 2, 3, 4, 5, 6 or 7 carbon atoms and the monomers are linked together through amide or ester bonds; n is about 6 to about 1000; and Linker is an optionally substituted carbon chain that is optionally interrupted by moieties such as oxygen, nitrogen, sulfur, phosphorus, or silicon. Charge is a moiety having a positive or negative charge on a heteroatom, such as nitrogen, oxygen, phosphorus, or sulfur; where the Linker separates the monomer and the Charge by at least six linear atoms. The invention also provides methods of preparing the polymers and the copolymers and methods of using the polymers and copolymers, for example, as drug delivery systems, as membrane penetrating peptides, and as therapeutic agents.

  本发明提供了具有以下式子（I）的聚合物：其中单体是由2、3、4、5、6或7个碳原子组成的重复单元，且单体通过酰胺或酯键连接在一起；n约为6到约1000；连接体是一种可以选择性地被氧、氮、硫、磷或硅等官能团中断的可选择性取代的碳链。电荷是具有异原子上的正或负电荷的官能团，例如氮、氧、磷或硫；其中连接体至少由六个线性原子将单体和电荷分开。本发明还提供了制备聚合物和共聚物的方法，以及使用聚合物和共聚物的方法，例如作为药物传递系统、作为膜穿透肽和作为治疗剂。
• US9243040B2
  申请人：——

  公开号：US9243040B2

  公开（公告）日：2016-01-26
• [EN] STABLE HELICAL IONIC POLYPEPTIDES<br/>[FR] POLYPEPTIDES IONIQUES HÉLICOÏDAUX STABLES
  申请人：UNIV ILLINOIS

  公开号：WO2012075147A2

  公开（公告）日：2012-06-07

  The invention provides polymers comprising Formula 1 wherein monomer is a repeating unit comprising 2, 3, 4, 5, 6 or 7 carbon atoms and the monomers are linked together through amide or ester bonds; n is about 6 to about 1000; and Linker is an optionally substituted carbon chain that is optionally interrupted by moieties such as oxygen, nitrogen, sulfur, phosphorus, or silicon. Charge is a moiety having a positive or negative charge on a heteroatom, such as nitrogen, oxygen, phosphorus, or sulfur; where the Linker separates the monomer and the Charge by at least six linear atoms. The invention also provides methods of preparing the polymers and the copolymers and methods of using the polymers and copolymers, for example, as drug delivery systems, as membrane penetrating peptides, and as therapeutic agents.