4-(methylaminomethyl)-4'-methyl-2,2'-bipyridine | 330649-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(methylaminomethyl)-4'-methyl-2,2'-bipyridine
• 英文别名: bpyCH2NHMe；4-methylaminomethyl-4'-methyl-2,2'-bipyridine；N-methyl-1-[2-(4-methylpyridin-2-yl)pyridin-4-yl]methanamine
• CAS: 330649-41-7
• 化学式: C₁₃H₁₅N₃
• 分子量: 213.282
• InChiKey: GRYSFPOAPYOKSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(methylaminomethyl)-4'-methyl-2,2'-bipyridine 、 2-[2-(溴甲基)苯基]-5,5-二甲基-1,3,2-二氧硼杂环己烷 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到4-(N-[o-(5,5-dimethylborinan-2-yl)benzyl]-N-[methylamino]methyl)-4'-methylbipyridine
  参考文献：
  名称：

  Rhenium Bipyridine Complexes for the Recognition of Glucose

  摘要：

  Bipyridine ligands containing pendant methyl, amino, and amino-boronic acid groups were synthesized. Coordination complexes of these ligands with rhenium were prepared straightforwardly and in good yield. The fluorescence behavior of the Re complexes was studied as a function of pH and exposure to various concentrations of glucose. The methyl bipyridine complex showed no change in fluorescence with pH, the amino derivative showed a rapid decrease from low pH to neutral, and the amino-boronate derivative showed little change from pH 4 to 10. Fluorescence quenching was observed at high pH as expected on the basis of a photoinduced electron transfer (PET) signaling mechanism. This behavior can be explained on the basis of the first oxidation and reduction potentials of these complexes. Glucose testing showed a significant dependence on the solvent system used. In pure methanol, the rhenium boronate complex exhibited a 55% fluorescence intensity increase upon increasing glucose concentration from 0 to 400 mg/dL. However, in 50 vol % methanollphosphate buffered saline, none of the complexes showed significant response in the glucose range of physiological interest.

  DOI：

  10.1021/ic010202b
• 作为产物：
  描述：

  4-(溴甲基)-4-甲基-2,2-联吡啶 在 甲胺 作用下， 以 四氢呋喃 为溶剂， 生成 4-(methylaminomethyl)-4'-methyl-2,2'-bipyridine
  参考文献：
  名称：

  Saccharide sensing molecules having enhanced fluorescent properties

  摘要：

  本发明提供了一种荧光化合物的公式，具有多种特性，使它们非常适合用于传感器中，用于检测葡萄糖等分析物。有利的荧光特性包括有利的激发波长、发射波长、荧光寿命和光稳定性。其他有利的特性包括增强的水溶性，以及对温度和pH值的敏感性。该化合物包括作为底物识别组分、荧光开关组分和荧光色素的芳基或取代苯基硼酸。描述了被激发波长大于400纳米并且发射波长大于450纳米的荧光化合物，这对于通过皮肤进行光传输是有利的。荧光色素通常选自过渡金属配体络合物和噻嗪、噁嗪、噁嗪酮或蒽化合物。这种荧光化合物可以固定在葡萄糖透过性生物相容性聚合物基质中，该基质可植入皮肤下方。

  公开号：

  US06673625B2

文献信息

• Fluorescent lifetime assays for non-invasive quantification of analytes such as glucose
  申请人：——

  公开号：US20020043651A1

  公开（公告）日：2002-04-18

  The invention disclosed herein provides fluorescence based methods for the determination of polyhydroxylated analyte concentrations as well as optical polyhydroxylate analyte sensors and sensor systems. In particular, the invention provides methods of quantifying the abundances or concentrations of polyhydroxylate analyte by measuring changes in the fluorescence lifetimes. The methods of the invention are based on the observation that fluorescent sensor molecules capable of binding a polyhydroxylated analyte such as glucose have distinct fluorescent lifetimes depending upon whether they are in a form that is either bound to analyte or a form that is not bound to the analyte. The distinct and measurable differences in the fluorescence lifetimes of the different fluorescent sensor species can be used to determine the relative abundance of the bound and unbound fluorescent sensor species, a parameter which can then be correlated to the concentration of the analyte.

  本发明提供了基于荧光的方法，用于测定多羟基分析物浓度，以及光学多羟基分析物传感器和传感器系统。特别地，本发明提供了通过测量荧光寿命变化来量化多羟基分析物丰度或浓度的方法。本发明的方法基于以下观察结果：能够结合多羟基分析物（如葡萄糖）的荧光传感器分子，其荧光寿命取决于它们是与分析物结合的形式还是未结合分析物的形式。不同和可测量的荧光传感器物种的荧光寿命的差异可以用于确定结合和未结合荧光传感器物种的相对丰度，该参数可以与分析物的浓度相关联。
• GLUCOSE SENSING MOLECULES HAVING SELECTED FLUORESCENT PROPERTIES
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：EP1214596A1

  公开（公告）日：2002-06-19
• US6682938B1
  申请人：——

  公开号：US6682938B1

  公开（公告）日：2004-01-27
• US6673625B2
  申请人：——

  公开号：US6673625B2

  公开（公告）日：2004-01-06
• [EN] GLUCOSE SENSING MOLECULES HAVING SELECTED FLUORESCENT PROPERTIES<br/>[FR] MOLECULES DE DETECTION DU GLUCOSE PRESENTANT DES PROPRIETES FLUORESCENTES CHOISIES
  申请人：UNIV CALIFORNIA

  公开号：WO2001020334A1

  公开（公告）日：2001-03-22

  An analyte sensing fluorescent molecule that employs intramolecular electron transfer is designed to exhibit selected fluorescent properties in the presence of analytes such as saccharides. The selected fluorescent properties include excitation wavelength, emission wavelength, fluorescence lifetime, quantum yield, photostability, solubility, and temperature or pH sensitivity. The compound comprises an aryl or a substituted phenyl boronic acid that acts as a substrate recognition component, a fluorescence switch component, and a fluorophore. The fluorophore and switch component are selected such that the value of the free energy for electron transfer is less than about 3.0 kcal mol-1. Fluorescent compounds are described that are excited at wavelengths greater than 400 nm and emit at wavelengths greater than 450 nm, which is advantageous for optical transmission through skin. The fluorophore is typically selected from transition metal-ligand complexes and thiazine, oxazine, oxazone, or oxazine-one as well as anthracene compounds. The fluorescent compound can be immobilized in a glucose permeable biocompatible polymer matrix that is implantable below the skin.