propargyl-cystamine | 1266354-28-2

• 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: propargyl-cystamine
• 英文别名: ((propargyl carbamate)ethyl)dithioethylamine；propargyl carbamate ethyl dimercaptoethylamine；PPA-CAM；Poc-Cystamine；prop-2-ynyl N-[2-(2-aminoethyldisulfanyl)ethyl]carbamate
• CAS: 1266354-28-2
• 化学式: C₈H₁₄N₂O₂S₂
• 分子量: 234.343
• InChiKey: DNPNINFNYWMTBY-UHFFFAOYSA-N

物化性质

• 沸点：
  379.1±37.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 propargyl-cystamine 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 Boc-Cystamine-Poc
  参考文献：
  名称：

  一种靶向pH-GSH双响应性多功能纳米囊泡载药体系

  摘要：

  本发明涉及一种靶向pH‑GSH双响应性多功能纳米囊泡载药体系，用具有pH‑GSH双响应性的胱胺功能化柱[5]芳烃作为主体分子，以含吡啶盐修饰的半乳糖衍生物作为客体分子，通过主客体作用制得糖功能化的柱[5]芳烃双亲性分子，在溶液中通过亲疏水作用形成纳米囊泡，并将抗癌药物包封在囊泡空腔内，从而构建具有靶向pH‑GSH双响应性多功能纳米囊泡载药体系。由于囊泡表面含有半乳糖基，可显著提高体系的生物相容性；同时，半乳糖基可与肝癌细胞表面过量表达的特异性半乳糖结合蛋白相互作用，实现靶向选择性进入癌细胞，进从而在癌细胞内快速释放抗癌药物，提高对癌细胞的杀伤力。

  公开号：

  CN107536803A
• 作为产物：
  描述：

  炔丙基氯甲酸酯 、 cystamine dihydrochioride 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 以32%的产率得到propargyl-cystamine
  参考文献：
  名称：

  Charge-conversional and reduction-sensitive poly(vinyl alcohol) nanogels for enhanced cell uptake and efficient intracellular doxorubicin release

  摘要：

  Charge-conversional and reduction-sensitive polyvinyl alcohol (PVA) nanogels were developed for efficient cancer treatment by enhanced cell uptake and intracellular triggered doxorubicin (DOX) release. These PVA nanogels were prepared in a straightforward manner by inverse nanoprecipitation via "click" reaction with an average diameter of 118 nm. The introduction of COOH into the PVA nanogels efficiently improved the DOX encapsulation due to the electrostatic interaction. The in vitro release result showed that the decrease of electrostatic interaction between COOH and DOX under a mimicking endosomal pH, in combination with the cleavage of the intervening disulfide bonds in response to a high glutathione (GSH) concentration led to a fast and complete release of DOX. Furthermore, confocal laser scanning microscopy (CLSM) revealed that the ultra pH-sensitive terminal groups allowed nanogels to reverse their surface charge from negative to positive under a tumor extracellular pH (6.5-6.8) which facilitated cell internalization. MTT assays and real time cell analysis (RTCA) showed that these DOX-loaded charge-conversional and reducible PVA nanogels had much better cell toxicity than DOX-loaded non-charge-conversional or reduction-insensitive PVA nanogels following 48 h of incubation. These novel charge-conversional and stimuli-responsive PVA nanogels are highly promising for targeted intracellular anticancer drug release. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jconrel.2014.11.012

文献信息

• Controllable exploding microcapsules as drug carriers
  作者：Jing Zhang、Cao Li、Ya Wang、Ren-Xi Zhuo、Xian-Zheng Zhang

  DOI：10.1039/c1cc10337g

  日期：——

  Controllable exploding polyelectrolyte microcapsules were developed by layer-by-layer assembly of poly(allylamine hydrochloride) (PAH) and poly(sodium 4-styrenesulfonate) (PSS) on a dextran microgel core containing a cleavable disulfide bond fabricated via click chemistry. The microcapsules can explode upon the injection of DTT with an explosive release of the drug.

  通过逐层组装聚（盐酸烯丙基胺）（PAH）和聚（4-苯乙烯磺酸钠）（PSS），在含有可裂解二硫键的右旋糖酐微凝胶核心上开发出了可控爆炸聚电解质微胶囊。注入 DTT 后，微胶囊会爆炸，药物会爆炸性释放。
• 一种含叶酸分子的还原响应型维生素E聚乙二醇琥珀酸酯胶束及其制备方法和应用
  申请人：广州市第一人民医院（广州消化疾病中心、广州医科大学附属市一人民医院、华南理工大学附属

  公开号：CN112121010A

  公开（公告）日：2020-12-25

  本发明涉及一种含叶酸分子的还原响应型维生素E聚乙二醇琥珀酸酯胶束，其特征在于，所述胶束包括如下重量份的组分：含叶酸分子的还原响应型维生素E聚乙二醇琥珀酸酯10份、阿霉素1～2份、超顺磁性氧化铁纳米粒子1～2份。本发明的胶束由具有还原相应特性的二硫键分别连接着亲水的聚乙二醇链段及其疏水维生素E链段，通过引入叶酸分子，赋予了胶束肿瘤靶向的特性，通过自组装得到的胶束纳米粒子具有优良生物相容性，该胶束能对肿瘤还原性的微环境中谷胱甘肽作出响应，实现药物的快速释放，具有肿瘤靶向及药物智能控制释放的优点。
• Compositions, methods, and systems for bead formation using improved polymers
  申请人：10X Genomics, Inc.

  公开号：US10590244B2

  公开（公告）日：2020-03-17

  The present disclosure provides systems and methods for making a hydrogel comprising a cell, cell nucleus, or one or more components derived from a cell or cell nucleus. A method for making a hydrogel may comprise providing a cell or cell nucleus, a first polymer, wherein the first polymer comprises a plurality of first crosslink precursors, each of the plurality of first crosslink precursors comprising an azide group; providing a second polymer, wherein the second polymer comprises a plurality of second crosslink precursors, each of the plurality of second crosslink precursors comprising an alkyne group; and crosslinking the first polymer and the second polymer via a reaction between a first section of the first crosslink precursors and a second section of the second crosslink precursors, thereby providing the hydrogel comprising the cell or cell nucleus.

  本公开提供了制造包含细胞、细胞核或一种或多种源自细胞或细胞核的成分的水凝胶的系统和方法。制造水凝胶的方法可包括提供细胞或细胞核、第一聚合物，其中第一聚合物包括多个第一交联前体，多个第一交联前体中的每个都包括叠氮基；提供第二聚合物，其中第二聚合物包括多个第二交联前体，多个第二交联前体中的每个都包括炔基；通过第一交联前体的第一部分和第二交联前体的第二部分之间的反应交联第一聚合物和第二聚合物，从而提供包含细胞或细胞核的水凝胶。
• Glutathione and endosomal pH-responsive hybrid vesicles fabricated by zwitterionic polymer block poly( l -aspartic acid) as a smart anticancer delivery platform
  作者：Renjith P. Johnson、Saji Uthaman、Rimesh Augustine、Yu Zhang、Hua Jin、Chang In Choi、In-Kyu Park、Il Kim

  DOI：10.1016/j.reactfunctpolym.2017.07.010

  日期：2017.10

  Zwitterionic hybrid block copolymer based nanocarriers are ideal candidates for drug delivery applications due the higher resistance to nonspecific protein adsorption in complex media compared to nonionic polymers. Especially, zwitterionic poly(2-methacryloyloxyethyl phosphorylcholine) p(MPC) based nanocarriers can maintain its stability during circulation in complex media, such as serum. Thus, a series of bioreducible and pH-responsive zwitterionic/amphiphilic block copolymers, poly(2-methacryloyloxyethyl phosphorylcholine)50-block-poly(l-aspartic acid)n (p(MPC)(50)bp(AA)(n)) (n = 10, 25, 50, 75), bearing a degradable dis(u)lfide linker have been synthesized and exploited as dual-stimuli-responsive drug delivery vehicle of the chemotherapeutic drug, doxorubicin (Dox). Dox was successfully loaded into uniform vesicles (similar to 100 nm) fabricated from p(MPC)(50)bp(AA)(n) and the release performance was investigated under different pH conditions and with a range of concentrations of the reducing agent, 1,4-dithiothreitol (DTT). At physiological conditions, increasing concentrations of DTT resulted in faster Dox release from vesicles. Dox release at elevated DTT concentrations was more effective at pH 5.5 than at pH 7.5. Blank vesicles were non-toxic over a wide concentration range when tested in normal cell lines (0.01100 mu g/mL). Vesicles efficiently encapsulated Dox and the dual stimuli-responsive disassembly results demonstrated controlled and sustained release of Dox tin 4T1 cancer cells to confer dose-dependent cytotoxicity. Thus, the bioreducible and pH sensitive vesicles appear to be a promising theranostic platform for drug delivery applications.
• COMPOSITIONS, METHODS, AND SYSTEMS FOR BEAD FORMATION USING IMPROVED POLYMERS
  申请人：10X Genomics, Inc.

  公开号：US20190100632A1

  公开（公告）日：2019-04-04

  The present disclosure provides systems and methods for making a hydrogel comprising a cell, cell nucleus, or one or more components derived from a cell or cell nucleus. A method for making a hydrogel may comprise providing a cell or cell nucleus, a first polymer, wherein the first polymer comprises a plurality of first crosslink precursors, each of the plurality of first crosslink precursors comprising an azide group; providing a second polymer, wherein the second polymer comprises a plurality of second crosslink precursors, each of the plurality of second crosslink precursors comprising an alkyne group; and crosslinking the first polymer and the second polymer via a reaction between a first section of the first crosslink precursors and a second section of the second crosslink precursors, thereby providing the hydrogel comprising the cell or cell nucleus.