3,5-bis(dodecyloxy)benzaldehyde | 148172-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis(dodecyloxy)benzaldehyde
• 英文别名: 3,5-didodecyloxybenzaldehyde；3,5-didodecoxybenzaldehyde
• CAS: 148172-11-6
• 化学式: C₃₁H₅₄O₃
• 分子量: 474.768
• InChiKey: YCPXCJBTHBYPPE-UHFFFAOYSA-N

物化性质

• 沸点：
  574.7±30.0 °C(Predicted)
• 密度：
  0.926±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  34
• 可旋转键数：
  25
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis(dodecyloxy)benzaldehyde 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 (3,5-bis(dodecyloxy)phenyl)methanol
  参考文献：
  名称：

  Hepatocyte-targeting gene delivery using a lipoplex composed of galactose-modified aromatic lipid synthesized with click chemistry

  摘要：

  Highly efficient drug carriers targeting hepatocyte is needed for treatment for liver diseases such as liver cirrhosis and virus infections. Galactose or N-acetylgalactosamine is known to be recognized and incorporated into the cells through asialoglycoprotein receptor (ASGPR) that is exclusively expressed on hepatocyte and hepatoma. In this study, we synthesized a galactose-modified lipid with aromatic ring with click chemistry. To make a complex with DNA, termed 'lipoplex', we prepared a binary micelle composed of cationic lipid; dioleoyltrimethylammoniumpropane (DOTAP) and galactose-modified lipid (D/Gal). We prepared lipoplex from plasmid DNA (pDNA) and D/Gal and examined the cell specificity and transfection efficiency. The lipoplex was able to interact with ASGPR immobilized on gold substrate in the quartz-crystal microbalance (QCM) sensor cell. The lipoplex induced high gene expression to HepG2 cells, a human hepatocellular carcinoma cell line, but not to A549 cells, a human alveolar adenocarcinoma cell line. The treatment with asialofetuin, which is a ligand for ASGPR and would work as a competitive inhibitor, before addition of the lipoplexes decreased the expression to HepG2 cells. These results indicate that D/Gal lipoplex was incorporated into HepG2 cells preferentially through ASGPR and the uptake was caused by galactose specific receptor. This delivery system to hepatocytes may overcome the problems for gene therapy and be used for treatment of hepatitis and hepatic cirrhosis.

  DOI：

  10.1016/j.bmc.2014.08.012
• 作为产物：
  描述：

  溴代十二烷 在 barium manganate 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 57.0h， 生成 3,5-bis(dodecyloxy)benzaldehyde
  参考文献：
  名称：

  用于模仿人造光收集光反应中心的多功能二乙炔基[60]富勒吡咯烷支架。

  摘要：

  提出了基于富勒烯的四联体，三联体和二联体，其中[60]富勒吡咯烷合成子与一个寡核苷酸相连（p氮原子处的antenna-亚苯基乙炔基）天线，并通过乙炔间隔基与吡咯烷环的α碳上的电子给体吩噻嗪（PTZ）和/或二茂铁（Fc）部分连接。循环伏安法和UV / Vis吸收光谱表明，亚基之间的基态电子相互作用可忽略不计。相比之下，在天线（UV）或富勒烯支架（Vis）的选择性光照射下会检测到强烈的激发态相互作用。当仅PTZ作为电子供体存在时，在苄腈中可以明确检测到光诱导的电子转移至富勒烯单元，但当Fc是多组分系统的一部分时，情况并非如此。

  DOI：

  10.1002/chem.201404372

文献信息

• Tuning the thermotropic properties of liquid crystalline p-substituted aroylhydrazones
  作者：Hemant Kumar Singh、Sachin Kumar Singh、Rajib Nandi、Madan Kumar Singh、Vijay Kumar、Ranjan K. Singh、D. S. Shankar Rao、S. Krishna Prasad、Bachcha Singh

  DOI：10.1039/c5ra06620d

  日期：——

  Lamellar smectic A to columnar mesophase crossover is observed in p-substituted aroylhydrazones by variation of the alkoxy chain density at peripherals.

  通过改变周边烷氧链密度，在p-取代芳酰肼中观察到片层烟酸A到柱状介晶相的交叉。
• SUPRAMOLECULAR PROTEIN ASSEMBLIES WITH ADVANCED FUNCTIONS AND SYNTHESIS THEREOF
  申请人：INDIAN INSTITUTE OF SCIENCE EDUCATION AND RESEARCH

  公开号：US20190134212A1

  公开（公告）日：2019-05-09

  The present invention discloses stimuli-sensitive protein conjugate which can make supramolecular protein assemblies and methods for using the same. The present invention provides simple and rational process for construction of said stimuli-sensitive spherical protein assemblies through supramolecular chemical strategy.

  本发明公开了一种刺激敏感蛋白共轭物，可以制备超分子蛋白组装体，并提供了使用该共轭物的方法。本发明通过超分子化学策略提供了一种简单而合理的过程，用于构建所述刺激敏感球形蛋白组装体。
• Fluorous hydrophobic fluorescent (E)-Stilbene derivatives for application on security paper
  作者：Albert Granados、Adelina Vallribera

  DOI：10.1016/j.dyepig.2019.107597

  日期：2019.11

  (E)-Stilbene hydrophobic fluorophores possessing long perfluorinated or hydrocarbonated chains have been prepared through a stereoselective Wittig-Schlosser reaction. When covalently grafted upon paper, they give rise to a fluorescent-labeled paper upon irradiation with UV light. The hydrophobicity and oleophobicity of the fluorous (E)-stilbene derivative furnish self-cleaning properties. Application in the detection of money counterfeiting is envisioned.

  （E）式顺式 stilbene 的水不溶性氟光子，通过双立体选择性 Wittig-Schlosser 反应合成，它们拥有长的全氟基团或直链碳氢结合基团。将这些能通过共价修饰连接至纸上时，经过紫外光照后产生荧光标记纸。其水不溶性和脂肪不溶性特性提供了自我清洁性能。这种氟化物在假钞鉴别中的潜在应用被展望。
• On the influence of porphyrin π–π stacking on supramolecular chirality created in the porphyrin-based twisted tape structure
  作者：Masayuki Takeuchi、Satoshi Tanaka、Seiji Shinkai

  DOI：10.1039/b512128k

  日期：——

  Achiral porphyrin derivatives 1-M form twisted supramolecular assemblies and the pitch of the twisted tape structure can be altered by changing the central metal.

  非手性卟啉衍生物 1-M 可形成扭曲的超分子组装体，通过改变中心金属可以改变这种扭曲带状结构的螺距。
• Mesoscopic helical architectures via self-assembly of porphyrin-based discotic systems
  作者：Sonia Vela、José Augusto Berrocal、Carmen Atienza、E. W. Meijer、Nazario Martín

  DOI：10.1039/c7cc01670k

  日期：——

  Mesoscopic super-helices with preferred helicity have been serendipitously formed via the self-assembly of electroactive extended core discotic molecules.

  通过电活性扩展核心圆盘分子的自组装，偶然形成了具有优选螺旋性的中等尺度超螺旋体。