2-(11H-benzo[a]carbazol-11-yl)ethyl 4-methylbenzenesulfonate | 1376134-24-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(11H-benzo[a]carbazol-11-yl)ethyl 4-methylbenzenesulfonate
• 英文别名: 2-Benzo[a]carbazol-11-ylethyl 4-methylbenzenesulfonate；2-benzo[a]carbazol-11-ylethyl 4-methylbenzenesulfonate
• CAS: 1376134-24-5
• 化学式: C₂₅H₂₁NO₃S
• 分子量: 415.513
• InChiKey: PDZPOCQPUOCMNN-UHFFFAOYSA-N

物化性质

• 沸点：
  594.2±42.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  壬酸 、 2-(11H-benzo[a]carbazol-11-yl)ethyl 4-methylbenzenesulfonate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.58h， 生成
  参考文献：
  名称：

  Analysis and Evaluation of Fatty Acid in Rattan Tea by Highly Selective and Sensitive HPLC- FLD-MS Method Coupled with Pre-Column Fluorescent Labeling

  摘要：

  藤椰茶作为预防和治疗许多慢性疾病的最有前景的膳食补充剂之一，受到广泛关注。游离脂肪酸在人体中作为必需营养素起着重要作用。首次使用对甲苯磺酸2-(萘-1-基-苯氨基)-乙基酯作为前柱荧光衍生化试剂，利用高效液相色谱-大气化学电离质谱（APCI/MS）技术，研究了藤椰茶中31种游离脂肪酸的含量。结果表明，低的检出限（0.52-1.53 ng mL-1）为游离脂肪酸的微量分析和评估提供了保障。实验的回收率在88.9%-103.6%之间。本研究的结果显示，藤椰茶中游离脂肪酸含量最高的月份是四月。共发现了13种游离脂肪酸，其中包括生命必需的C18:2w6、C18:3w3、w6和C20:4w6。所开发的方法展示了系统检测药用植物生物活性成分的强大潜力。

  DOI：

  10.14233/ajchem.2014.15335

文献信息

• Quantitative Analysis of Fatty Acids from Safflower by Selective and Sensitive Pre-Column Derivatization Method Using HPLC-FLD and Online APCI/MS
  作者：Qiulong Zhang、Na Hu、Wencong Li、Bo Bai、Honglun Wang、Yourui Suo、Chenxu Ding、Xiaoyan Wang

  DOI：10.14233/ajchem.2015.17953

  日期：——

  A pre-column derivatization method using 2-(11H-benzo[a]carbazol-11-yl) ethyl 4-methylbenzenesulfonate (BCETS) as labeling reagent followed by HPLC with fluorescence detection and on line APCI/MS for the determination and quantitative analysis of fatty acids from safflower has been successfully developed. The fatty acids could be easily and quickly labeled by BCETS at 95 ºC in the presence of K2CO3 as catalyst in DMF within 35 min. The derivatives exhibited excellent fluorescence property with excitation and emission wavelengths of 272 and 505 nm, respectively. The method displayed good selectivity, sensitivity, reproducibility and applicability. Qinghai and Xinjiang safflower (QHS and XJS), which were planted in different places in Qinghai province, were analyzed by the established method. The result showed the contents of total fatty acids, saturated fatty acids and unsaturated fatty acids from Qinghai safflower sample were all much higher than that from Xinjiang safflower sample, especially for Qinghai safflower sample planted in Datong county. The main unsaturated fatty acids were C18:1, C18:2 and C18:3 and the dominated saturated fatty acids were C16, C18 and C20, respectively. This work would be helpful for the safety assessment and quality control of the two kinds of safflowers.

  一种预柱衍生化方法被成功开发，使用2-(11H-苯并[a]喹唑-11-基)乙基4-甲基苯磺酸酯（BCETS）作为标记试剂，随后通过高效液相色谱（HPLC）结合荧光检测以及在线APCI/MS，对来自红花的脂肪酸进行定量分析。脂肪酸可以在95°C的条件下，在DMF中加入K2CO3作为催化剂，在35分钟内轻松快速地被BCETS标记。衍生物表现出优异的荧光特性，激发波长为272nm，发射波长为505nm。该方法显示出良好的选择性、灵敏度、重现性和适用性。对在青海省不同地点种植的青海和新疆红花（QHS和XJS）进行了分析。结果显示，青海红花样品的总脂肪酸、饱和脂肪酸和不饱和脂肪酸含量均远高于新疆红花样品，尤其是种植在大通县的青海红花样品。主要的不饱和脂肪酸为C18:1、C18:2和C18:3，而主要的饱和脂肪酸分别为C16、C18和C20。这项工作将有助于对两种红花的安全评估和质量控制。
• A simple and sensitive HPLC method based on pre-column fluorescence labelling for multiple classes of plant growth regulator determination in food samples
  作者：Guoliang Li、Shucheng Liu、Zhiwei Sun、Lian Xia、Guang Chen、Jinmao You

  DOI：10.1016/j.foodchem.2014.07.146

  日期：2015.3

  The determination of trace plant growth regulator (PGR) has received more and more attentions in the field of phytophysiology and food safety. But the simple and sensitive method for simultaneously analysing multiple classes of PGR remains poorly investigated. In this study, a new pre-column fluorescence labelling method using 2-(11H-benzo[a]carbazol-11-yl)-ethyl-4-methylbenzenesulfonate (BCETS) as the labelling reagent has been developed for simultaneous determination of seven PGRs (i.e., indole-3-acetic acid, 3-indolybutyric acid, 3-indolepropionic acid, jasmonic acid, gibberellin A(3), 1-naphthylacetic acid and 2-naphthaleneacetic acid) by HPLC with fluorescent detection (FLD). The proposed method offered the LOD of 0.34-0.73 ng/mL for seven PGRs, which were significantly lower than the reported methods. The crude extract without complex pre-treatments and purification was directly labelled by BCETS and analysed by HPLC-FLD, which facilitates the high-throughput sample screening. This method was proven to be inexpensive, simple, selective, sensitive, accurate and reliable for trace PGR determination. (C) 2014 Elsevier Ltd. All rights reserved.
• Analysis and Evaluation of Fatty Acid in Rattan Tea by Highly Selective and Sensitive HPLC- FLD-MS Method Coupled with Pre-Column Fluorescent Labeling
  作者：Baolei Fan、Guang Chen、Xiangming Chen、Yourui Suo

  DOI：10.14233/ajchem.2014.15335

  日期：——

  Rattan tea regarded as one of the most promising dietary supplements for the prevention and treatment of many chronic diseases has gained extensive attention. Free fatty acids play an important role in human body as essential nutrients. Contents of 31 free fatty acids in Rattan Tea were firstly investigated using toluene-4-sulfonic acid 2-(naphthalene-1-yl-phenyl-amino)-ethyl ester as pre-column fluorescence derivatization reagent by RE-HPLC coupled with an atmospheric chemical ionization-mass spectrometry source (APCI/MS). The results indicated that lower values of LOD (0.52-1.53 ng mL-1) provided the guarantee for trace analysis and evaluation of free fatty acids. The experimental recoveries were in the range of 88.9-103.6 %. Results of the present study indicated the highest free fatty acids content of Rattan Tea was in April. Thirteen free fatty acids were found, including C18:2w6, C18:3w3, w6 and C20:4w6 essential to life. The developed method exhibited powerful potential for the systematic detection of bioactive components of medicinal plants.

  藤椰茶作为预防和治疗许多慢性疾病的最有前景的膳食补充剂之一，受到广泛关注。游离脂肪酸在人体中作为必需营养素起着重要作用。首次使用对甲苯磺酸2-(萘-1-基-苯氨基)-乙基酯作为前柱荧光衍生化试剂，利用高效液相色谱-大气化学电离质谱（APCI/MS）技术，研究了藤椰茶中31种游离脂肪酸的含量。结果表明，低的检出限（0.52-1.53 ng mL-1）为游离脂肪酸的微量分析和评估提供了保障。实验的回收率在88.9%-103.6%之间。本研究的结果显示，藤椰茶中游离脂肪酸含量最高的月份是四月。共发现了13种游离脂肪酸，其中包括生命必需的C18:2w6、C18:3w3、w6和C20:4w6。所开发的方法展示了系统检测药用植物生物活性成分的强大潜力。