N-(3-guanidinopropyl) methacrylamide | 231934-29-5

• 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-(3-guanidinopropyl) methacrylamide
• 英文别名: N-(3-methacrylamidopropyl)-guanidinium；N-[3-(diaminomethylideneamino)propyl]-2-methylprop-2-enamide
• CAS: 231934-29-5
• 化学式: C₈H₁₆N₄O
• 分子量: 184.241
• InChiKey: RLGRCRAUJHOQHX-UHFFFAOYSA-N

物化性质

• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.5
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1H-吡唑-1-甲脒盐酸盐 、 N-(3-氨基丙基)甲基丙烯酸盐 盐酸盐 在 N,N-二异丙基乙胺 、 对苯二酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(3-guanidinopropyl) methacrylamide
  参考文献：
  名称：

  Bidirectional Regulation of Intracellular Enzyme Activity Using Light‐Driven Nano‐Inhibitors

  摘要：

  Photochemical regulation provides precise control over enzyme activities with high spatiotemporal resolution. A promising approach involves anchoring “photoswitches” at enzyme active sites to modulate substrate recognition. However, current methods often require genetic mutations and irreversible enzyme modifications for the site‐specific anchoring of “photoswitches”, potentially compromising the enzyme activities. Herein, we present a pioneering reversible nano‐inhibitor based on molecular imprinting technique for bidirectional regulation of intracellular enzyme activity. The nano‐inhibitor employs a molecularly imprinted polymer nanoparticle as its body and azobenzene‐modified inhibitors (“photoswitches”) as the arms. By using a target enzyme as the molecular template, the nano‐inhibitor acquires oriented binding sites on its surface, resulting in a high affinity for the target enzyme and non‐covalently firm anchoring of the azobenzene‐modified inhibitor to the enzyme active site. Harnessing the reversible isomerization of azobenzene units upon exposure to ultraviolet and visible light, the nano‐inhibitor achieves bidirectional enzyme activity regulation by precisely docking and undocking inhibitor at the active site. Notably, this innovative approach enables the facile in situ regulation of intracellular endogenous enzymes, such as carbonic anhydrase. Our results represent a practical and versatile tool for precise enzyme activity regulation in complex intracellular environments.

  DOI：

  10.1002/anie.202318533

文献信息

• 糖靶向修饰siRNA纳米粒子的制备及应用
  申请人：河南大学

  公开号：CN111214461B

  公开（公告）日：2021-04-16

  本发明公开了糖靶向修饰siRNA纳米粒子的制备及应用，涉及纳米颗粒载药技术领域。一种糖靶向纳米粒子，其包括靶向纳米载体，靶向纳米载体由靶向分子、第一连接化合物、第一亲水性生物材料、第二连接化合物和阳离子化合物通过化学键依次连接；第一连接化合物和第二连接化合物均具有羧基；第一连接化合物同时具有马来酰亚胺基，靶向分子为环己醛糖。设置靶向分子为环己醛糖，有利于纳米粒子靶向血脑屏障上的毛细血管内皮细胞膜上的GLUT‑1蛋白，通过GLUT‑1蛋白转运环己醛糖的作用将纳米粒子高效率的转运至大脑中，从而有效的通过血脑屏障，有利于提升糖靶向纳米粒子穿透BBB的效率。
• Molecular Imprinting of Carboxylic Acids Employing Novel Functional Macroporous Polymers
  作者：David Spivak、Kenneth J. Shea

  DOI：10.1021/jo982118s

  日期：1999.6.1

  Imprinted network polymers incorporating basic functional groups were developed to assess the binding and specificity of carboxylic acids. The binding affinities were determined using t-BOC-phenylalanine and 2-phenylbutyric acid as templates and substrates. Chiral selectivity for the enantiomers of t-BOC-phenylalanine was found for polymers incorporating adenine or 2-aminopyridine functionality. Chiral

  开发了结合了碱性官能团的印迹网络聚合物，以评估羧酸的结合和特异性。使用t-BOC-苯丙氨酸和2-苯基丁酸作为模板和底物确定结合亲和力。对于掺有腺嘌呤或2-氨基吡啶官能团的聚合物，发现了t-BOC-苯丙氨酸的对映异构体的手性选择性。对于使用N-（2-氨基乙基）甲基丙烯酰胺作为官能单体的聚合物，发现（R）-（-）-2-苯基丁酸情况下的手性选择性。通过改变使用N-（2-氨基吡啶）甲基丙烯酰胺单体的t-BOC-苯丙氨酸印迹的聚合物的聚合条件（热对光化学聚合，单体：模板比）来实现结合的优化。
• AMPHIPHILIC MACROMOLECULAR EMULSIFIER WITH SWITCHABLE SURFACE ACTIVITY AND USE THEREOF IN PREPARATION OF POLYMER LATEX
  申请人：ZHEJIANG UNIVERSITY

  公开号：US20140316049A1

  公开（公告）日：2014-10-23

  A macromolecular emulsifier with switchable surface activity, and use thereof for preparation of polymer latex is disclosed. By using the macromolecular emulsifier with switchable surface activity as an emulsifier, a reversibly coagulable and re-dispersible polymer latex can be prepared by emulsion polymerization. The polymer latex can achieve the coagulation of latex particles by heating and aerating with nitrogen, air, inert gas and/or adding a small amount of alkali solution; the coagulated latex particles can be restored and re-dispersed into stable latex by aerating with carbon dioxide and/or adding a small amount of acid solution. The coagulation and re-dispersion process is reversible and is easy to control.

  本发明涉及一种具有可切换表面活性的高分子乳化剂，以及其用于制备聚合物乳液。通过使用具有可切换表面活性的高分子乳化剂作为乳化剂，可以通过乳液聚合制备可逆凝固和可再分散的聚合物乳液。该聚合物乳液可以通过加热和通入氮气、空气、惰性气体和/或添加少量碱溶液来实现乳胶颗粒的凝固；通过通入二氧化碳和/或添加少量酸溶液来恢复和重新分散凝固的乳胶颗粒为稳定的乳液。凝固和重新分散过程是可逆的，并且易于控制。
• IN SITU SOLIDIFYING COMPLEX COACERVATES AND METHODS OF MAKING AND USING THEREOF
  申请人：UNIVERSITY OF UTAH RESEARCH FOUNDATION

  公开号：US20170157285A1

  公开（公告）日：2017-06-08

  Described herein are fluid complex coacervates that produce solid adhesives in situ. Oppositely charged polyelectrolytes were designed to form fluid adhesive complex coacervates at ionic strengths higher than the ionic strength of the application site, but an insoluble adhesive solid or gel at the application site. When the fluid, high ionic strength adhesive complex coacervates are introduced into the lower ionic strength application site, the fluid complex coacervate is converted to a an adhesive solid or gel as the salt concentration in the complex coacervate equilibrates to the application site salt concentration. In one embodiment, the fluid complex coacervates are designed to solidify in situ at physiological ionic strength and have numerous medical applications. In other aspects, the fluid complex coacervates can be used in aqueous environment for non-medical applications.

  本文描述了一种可在原位产生固体粘合剂的流体复合共沉淀物。设计了带有相反电荷的聚电解质，以形成在离子强度高于应用现场的离子强度时形成流体粘合复合共沉淀物，但在应用现场形成不溶性粘合固体或凝胶。当将流体高离子强度粘合复合共沉淀物引入较低离子强度的应用现场时，复合共沉淀物中的盐浓度与应用现场的盐浓度达到平衡时，流体复合共沉淀物转化为粘合固体或凝胶。在一种实施方式中，流体复合共沉淀物被设计为在生理离子强度下原位固化，并具有众多医疗应用。在其他方面，流体复合共沉淀物可用于非医疗应用的水环境中。
• IN SITU SOLIDIFYING SOLUTION AND METHODS OF MAKING AND USING THEREOF
  申请人：University of Utah Research Foundation

  公开号：EP3632478A1

  公开（公告）日：2020-04-08

  Described herein is a solution for use in reducing or inhibiting blood flow in a blood vessel of a subject, wherein the solution comprises water, at least one polycation, at least one polyanion, and a concentration of monovalent ions in water sufficient to prevent association of the polycation and polyanion, wherein the concentration of the monovalent ions in the solution is greater than the concentration of the monovalent ions in the blood vessel of the subject, whereupon introduction of the solution into the vessel the solution is converted to a solid in situ within the vessel.

  本文描述了一种用于减少或抑制受试者血管中血流的溶液，其中溶液包括水、至少一种多阳离子、至少一种多阴离子以及水中足以防止多阳离子和多阴离子结合的单价离子浓度，其中溶液中的单价离子浓度大于受试者血管中的单价离子浓度，将溶液引入血管后，溶液在血管内就地转化为固体。