2-(3,5-bis-bromomethyl-phenyl)-[1,3,2]dioxaborinane | 436853-45-1

• 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: 2-(3,5-bis-bromomethyl-phenyl)-[1,3,2]dioxaborinane
• 英文别名: 2-(3,5-Bis-bromomethyl-phenyl)-(1,3,2)dioxaborinane；2-[3,5-bis(bromomethyl)phenyl]-1,3,2-dioxaborinane
• CAS: 436853-45-1
• 化学式: C₁₁H₁₃BBr₂O₂
• 分子量: 347.842
• InChiKey: RIGMHOOYVULRLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  440.5±45.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3,5-bis-bromomethyl-phenyl)-[1,3,2]dioxaborinane 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 64.0h， 生成
  参考文献：
  名称：

  用荧光薄膜水凝胶进行连续葡萄糖感测。

  摘要：

  DOI：

  10.1002/anie.200352405
• 作为产物：
  描述：

  3,5-二甲基苯硼酸-1,3-丙二醇酯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 various solvent(s) 为溶剂， 反应 3.0h， 以11.0 g的产率得到2-(3,5-bis-bromomethyl-phenyl)-[1,3,2]dioxaborinane
  参考文献：
  名称：

  Optical glucose detection across the visible spectrum using anionic fluorescent dyes and a viologen quencher in a two-component saccharide sensing system

  摘要：

  本研究描述了一种非常通用的系统，其中阴离子荧光染料具有广泛的吸收和发射波长，与硼酸修饰的紫胶淬灭剂结合使用，可在 pH 值为 7.4 的缓冲水溶液中感应葡萄糖。本研究利用十一种不同结构类型的阴离子荧光染料证明了这种能力。当单糖与紫胶淬灭剂结合并改变其淬灭阴离子染料荧光的效率时，信号就会发生调制。研究发现，淬灭程度和葡萄糖信号的大小与染料上阴离子基团的数量大致相关。确定了每种染料的最佳淬灭剂：染料比率，以便在生理范围内对葡萄糖浓度的变化提供相当线性的信号。

  DOI：

  10.1039/b418953a

文献信息

• [EN] BORONIC ACID APPENDED NAPHTHYL-PYRIDINIUM FLUORESCENT SACCHARIDE SENSORS FOR EARLY DETECTION OF GASTROINTESTINAL DISEASES<br/>[FR] CAPTEURS DE SACCHARIDES FLUORESCENTS DE NAPHTYLE-PYRIDINIUM AJOUTÉS À L'ACIDE BORONIQUE POUR LA DÉTECTION PRÉCOCE DE MALADIES GASTRO-INTESTINALES
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2019160854A1

  公开（公告）日：2019-08-22

  The present disclosure relates to novel boronic acid receptor compounds and their use in methods of quantifying a saccharide appearing in a sample. Provided are methods of measuring the concentration of a saccharide in a sample as well as methods of measuring the concentration of a halogenated saccharide in a sample. In certain aspects the sample is a biological sample and the methods further include correlating the measured concentration of saccharide in the biological sample to the gastrointestinal permeability in the individual. Disclosed are also kits for performing the above methods.

  本公开涉及新型硼酸受体化合物及其在定量测定样品中出现的糖类的方法中的应用。提供了测定样品中糖类浓度的方法，以及测定样品中卤代糖类浓度的方法。在某些方面，样品是生物样品，方法还包括将生物样品中测定的糖类浓度与个体的胃肠道渗透性相关联。还公开了用于执行上述方法的试剂盒。
• Optical determination of glucose utilizing boronic acid adducts
  申请人：——

  公开号：US20040028612A1

  公开（公告）日：2004-02-12

  The present invention concerns an improved optical method and optical sensing device for determining the levels of polyhydroxyl-substituted organic molecules in vitro and/or in vivo in aqueous media. In particular, a sensory devise is implemented in a mammal to determine sugar levels. Specifically, a dye is combined with a conjugated nitrogen-containing heterocyclic aromatic boronic acid-substituted bis-onium compound in the presence of a sugar, such as fructose or glucose. The viologens are preferred as the aromatic conjugated nitrogen-containing boronic acid substituted compounds. The method is useful to determine sugar levels in a human being.

  本发明涉及一种改进的光学方法和光学传感器设备，用于在体外和/或体内的水介质中确定多羟基取代有机分子的水平。特别地，实施了一种感应器装置在哺乳动物中以确定糖水平。具体而言，在存在糖，如果糖或葡萄糖的情况下，将染料与共轭氮杂环芳基硼酸取代的双阳离子化合物结合。芘类化合物是首选的芳香族共轭氮杂环芳基硼酸取代化合物。该方法有助于确定人体内的糖水平。
• OPTICAL DETERMINATION OF GLUCOSE UTILIZING BORONIC ACID ADDUCTS
  申请人：SINGARAM Bakthan

  公开号：US20120009126A1

  公开（公告）日：2012-01-12

  The present invention concerns an improved optical method and optical sensing device for determining the levels of polyhydroxyl-substituted organic molecules in vitro and/or in vivo in aqueous media. The range of detection is between about 400 and 800 nm. In particular, a sensory devise is implemented in a mammal to determine sugar levels. Specifically, a dye is combined with a conjugated nitrogen-containing heterocyclic aromatic boronic acid-substituted bis-onium compound in the presence of a sugar, such as fructose or glucose. The viologens are preferred as the aromatic conjugated nitrogen-containing boronic acid substituted compounds. The method is useful to determine sugar levels in a human being.

  本发明涉及一种改进的光学方法和光学传感器装置，用于在体内和/或体外的水介质中确定多羟基取代有机分子的水平。检测范围在大约400到800纳米之间。特别地，实施了一种传感器装置在哺乳动物中，以确定糖的水平。具体地，将染料与含有硼酸取代的氮杂环芳香基双阳离子化合物结合，在存在糖，如果糖或葡萄糖的情况下。偏好使用紫罗兰作为芳香性共轭氮取代硼酸化合物。该方法对于确定人体内的糖水平非常有用。
• Continuous Glucose Sensing with a Fluorescent Thin-Film Hydrogel
  作者：Jeff T. Suri、David B. Cordes、Frank E. Cappuccio、Ritchie A. Wessling、Bakthan Singaram

  DOI：10.1002/anie.200352405

  日期：2003.12.8
• Optical glucose detection across the visible spectrum using anionic fluorescent dyes and a viologen quencher in a two-component saccharide sensing system
  作者：David B. Cordes、Aaron Miller、Soya Gamsey、Zach Sharrett、Praveen Thoniyot、Ritchie Wessling、Bakthan Singaram

  DOI：10.1039/b418953a

  日期：——

  A very general system is described in which anionic fluorescent dyes possessing a wide range of absorbance and emission wavelengths are used in combination with a boronic acid-modified viologen quencher to sense glucose at pH 7.4 in buffered aqueous solution. The present study demonstrates this capability with the use of eleven anionic fluorescent dyes of various structural types. Signal modulation occurs as the monosaccharide binds to the viologen quencher and alters its efficiency in quenching the fluorescence of the anionic dyes. The degree of quenching and the magnitude of the glucose signal were found to correlate roughly with the number of anionic groups on the dye. Optimal quencher : dye ratios were determined for each dye to provide a fairly linear signal in response to changes in glucose concentration across the physiological range.

  本研究描述了一种非常通用的系统，其中阴离子荧光染料具有广泛的吸收和发射波长，与硼酸修饰的紫胶淬灭剂结合使用，可在 pH 值为 7.4 的缓冲水溶液中感应葡萄糖。本研究利用十一种不同结构类型的阴离子荧光染料证明了这种能力。当单糖与紫胶淬灭剂结合并改变其淬灭阴离子染料荧光的效率时，信号就会发生调制。研究发现，淬灭程度和葡萄糖信号的大小与染料上阴离子基团的数量大致相关。确定了每种染料的最佳淬灭剂：染料比率，以便在生理范围内对葡萄糖浓度的变化提供相当线性的信号。