2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)ethane-1-sulfonic acid | 75472-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)ethane-1-sulfonic acid
• 英文别名: Ethanesulfonic acid, 2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-；2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]ethanesulfonic acid
• CAS: 75472-45-6
• 化学式: C₈H₈N₄O₆S
• 分子量: 288.241
• InChiKey: LDZZMEIZYVTART-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-氟-7-硝基苯并-2-氧杂-1,3-二唑 、 牛磺酸 以 甲醇 为溶剂， 反应 0.5h， 生成 2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)ethane-1-sulfonic acid
  参考文献：
  名称：

  Utilization of 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F) as a fluorogenic reagent for the development of a spectrofluorometric assay method for taurine in energy drinks

  摘要：

  本研究利用 4-氟-7-硝基-2,1,3-苯并噁二唑作为荧光剂，开发了一种简单、廉价、灵敏且具有选择性的光谱荧光测定法来测定能量饮料中的牛磺酸。研究并优化了影响衍生反应的条件。最佳条件如下：缓冲液，pH 值 10；4-氟-7-硝基-2,1,3-苯并噁二唑浓度，0.05%；反应时间，30 分钟；温度，50 °C。荧光测量波长为 542 nm，激发波长为 485 nm。在最佳条件下对该方法进行了验证。该方法在 2.0-12.5 µg/mL 范围内线性良好，相关系数为 0.9993。检出限和定量限（微克/毫升）分别为 0.6 和 2.02，适用于商业能量饮料中牛磺酸的检测。此外，由于辅料造成的回收率在 99.3%-102.87% 之间，因此该方法具有极高的准确度。日内和日间精密度的相对标准偏差分别为 0.236%-0.659% 和 2.12%-2.63% 。

  DOI：

  10.1177/17475198221114760

文献信息

• Utilization of 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F) as a fluorogenic reagent for the development of a spectrofluorometric assay method for taurine in energy drinks
  作者：Ahmed O Alnajjar、Abdallah Ahmed Elbashir、Rafea Elgack Elgorashe、Ammar M Ebrahim、Abubakr M Idris、Hany M Abd El-Lateef

  DOI：10.1177/17475198221114760

  日期：2022.9

  The development of a simple, inexpensive, sensitive, and selective spectrofluorometric assay method for taurine in energy drinks utilizing 4-fluoro-7-nitro-2,1,3-benzoxadiazole as a fluorogenic agent is described. Conditions affecting the derivatization reaction are investigated and optimized. The optimal conditions are found to be as follows: buffer, pH 10; 4-fluoro-7-nitro-2,1,3-benzoxadiazoleconcentration, 0.05%; reaction time, 30 min; temperature, 50 °C. Fluorescence measurements are carried out at a wavelength of 542 nm, with excitation at a wavelength of 485 nm. The method is validated under the optimum conditions. The method is found to be linear in the range of 2.0–12.5 µg/mL, with a correlation coefficient of 0.9993. The limits of detection and quantification (µg/mL) are 0.6 and 2.02, respectively, which are appropriate for taurine assays in commercial energy drinks. In addition, the proposed method recorded excellent accuracy since the recovery values caused by presence of excipients are found to be in the range of 99.3%–102.87%. The values of relative standard deviation for intra- and inter-day precision were found to be in the ranges of 0.236%–0.659% and 2.12%–2.63%, respectively.

  本研究利用 4-氟-7-硝基-2,1,3-苯并噁二唑作为荧光剂，开发了一种简单、廉价、灵敏且具有选择性的光谱荧光测定法来测定能量饮料中的牛磺酸。研究并优化了影响衍生反应的条件。最佳条件如下：缓冲液，pH 值 10；4-氟-7-硝基-2,1,3-苯并噁二唑浓度，0.05%；反应时间，30 分钟；温度，50 °C。荧光测量波长为 542 nm，激发波长为 485 nm。在最佳条件下对该方法进行了验证。该方法在 2.0-12.5 µg/mL 范围内线性良好，相关系数为 0.9993。检出限和定量限（微克/毫升）分别为 0.6 和 2.02，适用于商业能量饮料中牛磺酸的检测。此外，由于辅料造成的回收率在 99.3%-102.87% 之间，因此该方法具有极高的准确度。日内和日间精密度的相对标准偏差分别为 0.236%-0.659% 和 2.12%-2.63% 。
• Method for determining physiological effects of hemoglobin
  申请人：——

  公开号：US20030022267A1

  公开（公告）日：2003-01-30

  NO preferentially binds to the minor population of the hemoglobin's vacant hemes in a cooperative manner, nitrosylates hemoglobin thiols, or reacts with liberated superoxide in solution. The distribution of minor forms of hemoglobin can be tested and the results can be used to predict whether a composition of hemoglobin will scavenge, load, eliminate, or donate NO. Hemoglobin thus serves to regulate the chemistry of NO. SNO-hemoglobin transfers NO equivalents to the red blood cell anion transport protein AE1, which serves to export NO from red blood cells. Regulation of AE1 function is the basis for methods of therapy to affect levels of NO or its biological equivalent.

  NO 优先以合作的方式与血红蛋白空位赫的次要群体结合，亚硝基化血红蛋白硫醇，或与溶液中释放的超氧化物反应。可以对血红蛋白次要形式的分布进行检测，并根据检测结果预测血红蛋白成分是否会清除、负载、消除或捐赠 NO。因此，血红蛋白具有调节 NO 化学性质的作用。SNO-血红蛋白将 NO 等价物转移到红细胞阴离子转运蛋白 AE1 上，后者的作用是将 NO 从红细胞中排出。调节 AE1 的功能是影响 NO 或其生物等价物水平的治疗方法的基础。
• METHOD FOR DETERMINING PHYSIOLOGICAL EFFECTS OF HEMOGLOBIN
  申请人：Duke University

  公开号：EP1204870A2

  公开（公告）日：2002-05-15
• [EN] METHOD FOR DETERMINING PHYSIOLOGICAL EFFECTS OF HEMOGLOBIN<br/>[FR] PROCEDE POUR DETERMINER LES EFFETS PHYSIOLOGIQUES DE L'HEMOGLOBINE
  申请人：UNIV DUKE

  公开号：WO2001009616A2

  公开（公告）日：2001-02-08

  NO preferentially binds to the minor population of the hemoglobin's vacant hemes in a cooperative manner, nitrosylates hemoglobin thiols, or reacts with liberated superoxide in solution. The distribution of minor forms of hemoglobin can be tested and the results can be used to predict whether a composition of hemoglobin will scavenge, load, eliminate, or donate NO. Hemoglobin thus serves to regulate the chemistry of NO. SNO-hemoglobin transfers NO equivalents to the red blood cell anion transport protein AE1, which serves to export NO from red blood cells. Regulation of AE1 function is the basis for methods of therapy to affect levels of NO or its biological equivalent.
• Fluorogenic substrates and pre‐column derivatization for monitoring the activity of bile salt hydrolase from Clostridium perfringens
  作者：Tim Keuler、Valentina Wolf、Carina Lemke、Rabea Voget、Annett Braune、Michael Gütschow

  DOI：10.1016/j.bioorg.2023.106574

  日期：2023.9

  to the diversity of bile acids. There has been great interest in surveying BSH activity. We compared two substrates with either 2-(7-amino-4-methyl-coumarinyl)acetic acid or 7-amino-4-methyl-coumarin as fluorescent reporters of BSH activity. The BSH-catalyzed conversion of the natural substrate taurocholic acid was followed through an HPLC-based assay by applying 7-nitrobenzo[c][1,2,5]oxadiazole as

  胆汁酸库对人类健康和疾病有着深远的影响。肠道微生物群通过细菌胆汁盐水解酶 (BSH) 催化的关键第一步启动结合胆汁酸的代谢，并对胆汁酸的多样性做出独特的贡献。人们对调查博西家电的活动表现出了浓厚的兴趣。我们比较了两种底物，其中 2-(7-氨基-4-甲基-香豆素基)乙酸或 7-氨基-4-甲基-香豆素作为 BSH 活性的荧光报告基因。通过使用 7-硝基苯并[ c ][1,2,5]恶二唑作为酶促反应中释放的牛磺酸清除剂，通过基于 HPLC 的测定来跟踪 BSH 催化的天然底物牛磺胆酸的转化。因此，引入了监测胆盐水解酶活性的新机会。