histamine acrylamide | 10124-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: histamine acrylamide
• 英文别名: N-Acryloylhistamin；N-[2-(1(3)H-imidazol-4-yl)-ethyl]-acrylamide；N-[2-(1H-imidazol-5-yl)ethyl]prop-2-enamide
• CAS: 10124-85-3
• 化学式: C₈H₁₁N₃O
• 分子量: 165.195
• InChiKey: PDNUJRVEYKRJFO-UHFFFAOYSA-N

物化性质

• 沸点：
  506.0±42.0 °C(Predicted)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933290090
• 储存条件：
  存储条件：2-8°C，避光，惰性气体保护。

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 histamine acrylamide 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以2.59 g的产率得到Tert-butyl 4-[2-(prop-2-enoylamino)ethyl]imidazole-1-carboxylate
  参考文献：
  名称：

  Compact Biocompatible Quantum Dots via RAFT-Mediated Synthesis of Imidazole-Based Random Copolymer Ligand

  摘要：

  We present a new class of polymeric ligands for quantum dot (OD) water solubilization to yield biocompatible and derivatizable QDs with compact size (similar to 10-12 nm diameter), high quantum yields (>50%), excellent stability across a large pH range (pH 5-10.5), and low nonspecific binding. To address the fundamental problem of thiol instability in traditional ligand exchange systems, the polymers here employ a stable multidentate imidazole binding motif to the OD surface. The polymers are synthesized via reversible addition-fragmentation chain transfer-mediated polymerization to produce molecular weight controlled monodisperse random copolymers from three types of monomers that feature imidazole groups for CID binding, polyethylene glycol (PEG) groups for water solubilization, and either primary amines or biotin groups for derivatization. The polymer architecture can be tuned by the monomer ratios to yield aqueous QDs with targeted surface functionalities. By incorporating amino-PEG monomers, we demonstrate covalent conjugation of a dye to form a highly efficient QD-dye energy transfer pair as well as covalent conjugation to streptavidin for high-affinity single molecule imaging of biotinylated receptors on live cells with minimal nonspecific binding. The small size and low serum binding of these polymer-coated QDs also allow us to demonstrate their utility for in vivo imaging of the tumor microenvironment in live mice.

  DOI：

  10.1021/ja908137d
• 作为产物：
  描述：

  N-丙烯酰氧基琥珀酰亚胺 、 histamine dichloride 在 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 histamine acrylamide
  参考文献：
  名称：

  Compact Biocompatible Quantum Dots via RAFT-Mediated Synthesis of Imidazole-Based Random Copolymer Ligand

  摘要：

  We present a new class of polymeric ligands for quantum dot (OD) water solubilization to yield biocompatible and derivatizable QDs with compact size (similar to 10-12 nm diameter), high quantum yields (>50%), excellent stability across a large pH range (pH 5-10.5), and low nonspecific binding. To address the fundamental problem of thiol instability in traditional ligand exchange systems, the polymers here employ a stable multidentate imidazole binding motif to the OD surface. The polymers are synthesized via reversible addition-fragmentation chain transfer-mediated polymerization to produce molecular weight controlled monodisperse random copolymers from three types of monomers that feature imidazole groups for CID binding, polyethylene glycol (PEG) groups for water solubilization, and either primary amines or biotin groups for derivatization. The polymer architecture can be tuned by the monomer ratios to yield aqueous QDs with targeted surface functionalities. By incorporating amino-PEG monomers, we demonstrate covalent conjugation of a dye to form a highly efficient QD-dye energy transfer pair as well as covalent conjugation to streptavidin for high-affinity single molecule imaging of biotinylated receptors on live cells with minimal nonspecific binding. The small size and low serum binding of these polymer-coated QDs also allow us to demonstrate their utility for in vivo imaging of the tumor microenvironment in live mice.

  DOI：

  10.1021/ja908137d

文献信息

• Mimicking Charged Host-Defense Peptides to Tune the Antifungal Activity and Biocompatibility of Amphiphilic Polymers
  作者：Sebastian Schaefer、Daniele Melodia、Christopher Pracey、Nathaniel Corrigan、Megan D. Lenardon、Cyrille Boyer

  DOI：10.1021/acs.biomac.3c01038

  日期：2024.2.12

  burden. They cause more than 1.5 million deaths annually and are insufficiently met by the currently approved antifungal drugs. Antifungal peptides are a promising alternative to existing antifungal drugs; however, they can be challenging to synthesize, and are often susceptible to proteases in vivo. Synthetic polymers which mimic the properties of natural antifungal peptides can circumvent these limitations

  侵袭性真菌感染给全球带来了沉重的健康负担。它们每年导致超过 150 万人死亡，目前批准的抗真菌药物无法充分满足这些需求。抗真菌肽是现有抗真菌药物的有前途的替代品;然而，它们的合成可能具有挑战性，并且通常对体内蛋白酶敏感。模拟天然抗真菌肽特性的合成聚合物可以规避这些限制。在这项研究中，我们开发了一个包含不同带电单元的 29 种两亲性聚丙烯酰胺库，即胺、胍、咪唑和羧酸基团，代表天然氨基酸赖氨酸、精氨酸、组氨酸和谷氨酸。与含有其他带电基团的聚合物相比，掺入伯铵（赖氨酸样）或咪唑（组氨酸样）基团的三元聚合物表现出优异的抗白色念珠菌活性和与哺乳动物细胞的生物相容性。此外，同一聚合物中伯铵、咪唑和胍（精氨酸样）的组合在治疗指数方面优于抗真菌药物两性霉素 B，并表现出快速的白色念珠菌杀伤活性。最有前途的聚合物组合物与卡泊芬净和氟康唑联合使用对白色念珠菌显示出协同作用，并且还显示出对其他临床相关真菌的活性
• Liquefied embolic materials capable of sol-gel phase transition and their use
  申请人：Kwangju Institute of Science and Technology

  公开号：EP1190726A2

  公开（公告）日：2002-03-27

  Disclosed are liquefied embolic materials capable of sol-gel phase transition in response to in vivo conditions, including temperature, ionic strength, and pH, and their uses. The liquefied embolic materials are made of copolymers based on temperature-sensitive isopropylacrylamide and ionic strength- and/or pH-sensitive monomers. In addition to finding excellent applications in the embolotherapy, the embolic materials can be used as extracellular matrixes for cell culture and for drug-delivery systems for cancer therapy.

  所公开的液化栓塞材料能够根据体内条件（包括温度、离子强度和 pH 值）发生溶胶-凝胶相变及其用途。液化栓塞材料由对温度敏感的异丙基丙烯酰胺与对离子强度和/或 pH 值敏感的单体共聚而成。这种栓塞材料除了在栓塞疗法中得到很好的应用外，还可用作细胞培养的细胞外基质和癌症治疗的给药系统。
• SELECTIVE AFFINITY MATERIAL, PREPARATION THEREOF BY MOLECULAR IMPRINTING, AND USE OF THE SAME
  申请人：GLAD, Magnus

  公开号：EP0602154A1

  公开（公告）日：1994-06-22
• PRESSURE-SENSITIVE ADHESIVE COMPOSITION, PRESSURE-SENSITIVE ADHESIVE SHEET AND METHOD FOR PRODUCING PRESSURE-SENSITIVE ADHESIVE SHEET
  申请人：NIWA Masahito

  公开号：US20110159195A1

  公开（公告）日：2011-06-30

  The present invention relates to an acrylic pressure-sensitive adhesive composition comprising a copolymerization reaction product of a monomer mixture satisfying the following both conditions: (a) the monomer mixture includes a monomer m1 in an amount of 50% by mass or more based on whole monomer components constituting the monomer mixture, wherein the monomer m1 is an alkyl (meth)acrylate represented by the following formula (I): CH 2 ═C(R 1 )COOR 2 (I) wherein R 1 represents a hydrogen atom or a methyl group, and R 2 represents an alkyl group having from 1 to 20 carbon atoms; and (b) the monomer mixture includes a monomer m2 in an amount of 12% by mass or more based on the whole monomer components constituting the monomer mixture, or a monomer m2 and a monomer m3 in an amount in total of 12% by mass or more based on the whole monomer components constituting the monomer mixture, wherein the monomer m2 is an imidazole group-containing unsaturated monomer, and the monomer m3 is an amide group-containing unsaturated monomer.
• US6562362B1
  申请人：——

  公开号：US6562362B1

  公开（公告）日：2003-05-13