benzylammonium | 28184-70-5

• 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: benzylammonium
• 英文别名: benzylamine; protonated form；benzylammonium cation；Benzylaminium；benzylazanium
• CAS: 28184-70-5
• 化学式: C₇H₁₀N
• 分子量: 108.163
• InChiKey: WGQKYBSKWIADBV-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  27.6
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  、 benzylammonium 以 二氯甲烷-D2 为溶剂， 生成
  参考文献：
  名称：

  2,2'-Biphen [ n ]芳烃（n = 4–8）：一步法，高产率合成和主客体特性

  摘要：

  设计并合成了具有2,2'-取代基（2,2'-BP n s）的联苯[ n ]芳烃（n = 4-8）的新家族。已经检查了2,2'-BP n s的宿主-客体性质；它们对选定的有机阳离子客体具有很强的结合亲和力。

  DOI：

  10.1039/c7cc06767d
• 作为产物：
  描述：

  苄脲 在 水 、 dinitrogen tetraoxide 作用下， 反应 0.5h， 以100%的产率得到benzylammonium
  参考文献：
  名称：

  使用气态NO x的单烷基脲和N-氨基甲酰基肽的固相脱氨基甲酰基化：一种新的易于脱保护的反应，废料最少

  摘要：

  当被Ca水合时，处理固体单烷基脲（包括N-氨基甲酰基肽）。1当量 通过化学计量过量的气态NOx（过氧化氮或一氧化氮与氧气的混合物）在室温下不到30分钟即可定量脱保护氨基官能团。以N-氨基甲酰基-亮氨酸-甘氨酸二肽和N-苄基脲为例，该反应被证明是从各种单取代的脲中除去N-氨基甲酰基的有前途的方法，除氮和二氧化碳外没有其他废物。

  DOI：

  10.1016/s0040-4039(99)00326-3

文献信息

• Thermochemistry of silaethylene and methylsilylene from experiment and theory
  作者：Seung Koo. Shin、Karl K. Irikura、J. L. Beauchamp、William A. Goddard

  DOI：10.1021/ja00209a003

  日期：1988.1

  Utilisation de la spectrometrie de resonance cyclotronique ionique a transformee de Fourier pour l'energetique de la deprotonation du cation CH 3 SiD 2 + , ce qui permet d'obtenir les affinites protoniques des composes du titre. Chaleurs de formation et potentiel d'ionisation adiabatique

  利用 de la spectrometrie de resonance cyclotronique ionique a transformee de Fourier pour l'energetique de la deprotonation du cation CH 3 SiD 2 + , ce qui permet d'obtenir les affinites protoniques des composes du titre。Chaleurs de Formation etpotentiel d'ionisation adiabatique
• Moderated Basicity of Endohedral Amine Groups in an Octa‐Cationic Self‐Assembled Cage
  作者：Courtney Ngai、Hoi‐Ting Wu、Bryce Camara、Christopher G. Williams、Leonard J. Mueller、Ryan R. Julian、Richard J. Hooley

  DOI：10.1002/anie.202117011

  日期：2022.3.7

  An endohedrally functionalized self-assembled Fe4L6 cage complex with 12 internal amines in the cavity acts as an acid host, and shows differential basicity, moderated by the cage superstructure.

  内嵌功能化的自组装 Fe 4 L 6笼状复合物在空腔中具有 12 个内部胺，充当酸主体，并显示不同的碱度，由笼上层结构缓和。
• Amine-synthesizing enzyme N-substituted formamide deformylase: Screening, purification, characterization, and gene cloning
  作者：Hiroshi Fukatsu、Yoshiteru Hashimoto、Masahiko Goda、Hiroki Higashibata、Michihiko Kobayashi

  DOI：10.1073/pnas.0405082101

  日期：2004.9.21

  N-substituted formamide was produced through the hydration of an isonitrile by isonitrile hydratase in the isonitrile metabolism. The former compound was further degraded by a microorganism, strain F164, which was isolated from soil through an acclimatization culture. The N-substituted formamide-degrading microorganism was identified as Arthrobacter pascens . The microbial degradation was found to proceed through an enzymatic reaction, the N-substituted formamide being hydrolyzed to yield the corresponding amine and formate. The enzyme, designated as N-substituted formamide deformylase (NfdA), was purified and characterized. The native enzyme had a molecular mass of ≈61 kDa and consisted of two identical subunits. It stoichiometrically catalyzed the hydrolysis of N -benzylformamide (an N-substituted formamide) to benzylamine and formate. Of all of the N-substituted formamides tested, N -benzylformamide was the most suitable substrate for the enzyme. However, no amides were accepted as substrates. The gene ( nfdA ) encoding this enzyme was also cloned. The deduced amino acid sequence of nfdA exhibited the highest overall sequence identity (28%) with those of regulatory proteins among known proteins. Only the N-terminal region (residues 58–72) of NfdA also showed significant sequence identity (27–73%) to that of each member of the amidohydrolase superfamily, although there was no similarity in the overall sequence except in the above limited region.

  在异腈代谢中，异腈水合酶通过异腈的水合反应产生了N-取代甲酰胺。微生物菌株F164通过驯化培养从土壤中分离出来，进一步降解了前者化合物。N-取代甲酰胺降解微生物被鉴定为Arthrobacter pascens。发现微生物降解是通过一种酶促反应进行的，即N-取代甲酰胺水解生成相应的胺和甲酸。该酶被命名为N-取代甲酰胺脱甲基酶（NfdA），并进行了纯化和表征。天然酶的分子质量约为61 kDa，由两个相同的亚基组成。它可以催化N-苄基甲酰胺（一种N-取代甲酰胺）的水解，生成苄胺和甲酸。在所有测试的N-取代甲酰胺中，N-苄基甲酰胺是该酶最适合的底物。但是，该酶不接受酰胺作为底物。该酶的编码基因（nfdA）也被克隆。推导出的nfdA氨基酸序列在已知蛋白质中与调节蛋白质的总体序列同源性最高（28%）。除了上述有限区域外，NfdA的整体序列没有相似性，但其N端区域（残基58-72）也显示出与酰胺水解酶超家族的每个成员的序列同源性（27-73%）。
• Implication for Functions of the Ectopic Adipocyte Copper Amine Oxidase (AOC3) from Purified Enzyme and Cell-Based Kinetic Studies
  作者：Sam H. Shen、Diana L. Wertz、Judith P. Klinman

  DOI：10.1371/journal.pone.0029270

  日期：——

  AOC3 is highly expressed in adipocytes and smooth muscle cells, but its function in these cells is currently unknown. The in vivo substrate(s) of AOC3 is/are also unknown, but could provide an invaluable clue to the enzyme's function. Expression of untagged, soluble human AOC3 in insect cells provides a relatively simple means of obtaining pure enzyme. Characterization of enzyme indicates a 6% titer for the active site 2,4,5-trihydroxyphenylalanine quinone (TPQ) cofactor and corrected kcat values as high as 7 s−1. Substrate kinetic profiling shows that the enzyme accepts a variety of primary amines with different chemical features, including nonphysiological branched-chain and aliphatic amines, with measured kcat/Km values between 102 and 104 M−1 s−1. Km(O2) approximates the partial pressure of oxygen found in the interstitial space. Comparison of the properties of purified murine to human enzyme indicates kcat/Km values that are within 3 to 4-fold, with the exception of methylamine and aminoacetone that are ca. 10-fold more active with human AOC3. With drug development efforts investigating AOC3 as an anti-inflammatory target, these studies suggest that caution is called for when screening the efficacy of inhibitors designed against human enzymes in non-transgenic mouse models. Differentiated murine 3T3-L1 adipocytes show a uniform distribution of AOC3 on the cell surface and whole cell Km values that are reasonably close to values measured using purified enzymes. The latter studies support a relevance of the kinetic parameters measured with isolated AOC3 variants to adipocyte function. From our studies, a number of possible substrates with relatively high kcat/Km have been discovered, including dopamine and cysteamine, which may implicate a role for adipocyte AOC3 in insulin-signaling and fatty acid metabolism, respectively. Finally, the demonstrated AOC3 turnover of primary amines that are non-native to human tissue suggests possible roles for the adipocyte enzyme in subcutaneous bacterial infiltration and obesity.

  AOC3在脂肪细胞和平滑肌细胞中高度表达，但目前尚不清楚其在这些细胞中的功能。AOC3的体内底物也不清楚，但可能为该酶的功能提供宝贵的线索。在昆虫细胞中表达无标记的可溶性人AOC3为获得纯酶提供了相对简单的手段。酶的表征表明，活性位点2,4,5-三羟基苯丙氨酸醌（TPQ）辅因子的滴度为6%，校正后的kcat值高达7 s-1。底物动力学分析表明，该酶可接受具有不同化学特征的各种伯胺，包括非生理性的支链和脂肪族胺，测得的kcat/Km值在102和104 M-1 s-1之间。Km（O2）近似于间隙空间中的氧分压。纯化的小鼠酶与人酶的性质比较表明，kcat/Km值在3到4倍之间，但甲基胺和氨基丙酮除外，它们在人AOC3中的活性大约高出10倍。在药物开发中，AOC3被研究为抗炎靶点，这些研究表明，在非转基因小鼠模型中筛选针对人酶的抑制剂的功效时，需要谨慎。分化的小鼠3T3-L1脂肪细胞显示AOC3在细胞表面和整个细胞上的分布均匀，且整个细胞的Km值与使用纯化酶
• Broadband emission originating from the stereochemical expression of 6s² lone pairs in two-dimensional lead bromide perovskites
  作者：Xiaofan Jiang、Yu Tao、Jiazhen Gu、Leyang Jin、Chen Li、Wenkai Zhang、Yongping Fu

  DOI：10.1039/d3dt01627g

  日期：——

  stereochemical expression of the 6s2 lone pair on the lead atom has a significant impact on the crystal structures and physical properties of lead halide perovskites. Two-dimensional (2D) lead bromide perovskites often exhibit a broadband emission, yet the structural origin of the broadband emission has been under debate. Here, we report the synthesis and characterization of a 2D lead bromide hybrid (4-chloro

  铅原子上6s 2孤电子对的立体化学表达对卤化铅钙钛矿的晶体结构和物理性质具有显着影响。二维（2D）溴化铅钙钛矿通常表现出宽带发射，但宽带发射的结构起源一直存在争议。在这里，我们报告了二维溴化铅杂化物（4-氯苯基铵）2 PbBr 4的合成和表征，该杂化物由八面体单元 PbBr 6和罕见观察到的封端八面体单元 PbBr 7通过角共享和边共享的组合组成联系。七配位几何结构表明 Pb 2+阳离子上存在强立体活性孤对电子。通过将此结构与两种代表性的二维钙钛矿（苯甲基铵）2 PbBr 4和（4-氨基四氢吡喃）2 PbBr 4进行比较，我们确定了孤对电子表达如何影响 Pb 2+阳离子的局部配位几何结构以及由此产生的光学和电子学结果。特性。随着Pb-Br键长的增加，孤对表达导致八面体中Pb 2+的偏心位移，然后形成七配位封端八面体。密度泛函理论计算表明，偏心扭曲八面体和封顶八面体是由于同时具有s和p轨道特