Pyridin-3-ol anion | 35505-32-9

• 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: Pyridin-3-ol anion
• 英文别名: Pyridin-3-olate
• CAS: 35505-32-9
• 化学式: C₅H₄NO
• 分子量: 94.0929
• InChiKey: GRFNBEZIAWKNCO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Pyridin-3-ol anion 生成 3-羟基吡啶
  参考文献：
  名称：

  A Method for the Measurement of Site-Specific Tautomeric and Zwitterionic Microspecies Equilibrium Constants

  摘要：

  我们介绍了一种单独测量同时发生的、单分子的、特定位点的 "微平衡 "常数的方法，例如在原向同分异构和齐聚平衡中。我们的方法是对 Nygren 等人（Anal. Chem.具体来说，通过光谱测量温度的函数，我们展示了明确测定特定位点微焓的能力。分析是通过吉布斯-赫尔姆霍兹关系等多变量非线性回归模型进行的。结合先前测定的微焓，再测定宏观平衡常数与温度的函数关系，就能测定所有剩余的特定位点热力学参数，即微熵、微自由能和/或微平衡常数，而且还能解析和测量同分异构体的光谱。据我们所知，我们在此设计出了有史以来第一种普遍适用的精确测量方法。

  DOI：

  10.1021/ac960922d
• 作为产物：
  描述：

  3-羟基吡啶 生成 Pyridin-3-ol anion
  参考文献：
  名称：

  A Method for the Measurement of Site-Specific Tautomeric and Zwitterionic Microspecies Equilibrium Constants

  摘要：

  我们介绍了一种单独测量同时发生的、单分子的、特定位点的 "微平衡 "常数的方法，例如在原向同分异构和齐聚平衡中。我们的方法是对 Nygren 等人（Anal. Chem.具体来说，通过光谱测量温度的函数，我们展示了明确测定特定位点微焓的能力。分析是通过吉布斯-赫尔姆霍兹关系等多变量非线性回归模型进行的。结合先前测定的微焓，再测定宏观平衡常数与温度的函数关系，就能测定所有剩余的特定位点热力学参数，即微熵、微自由能和/或微平衡常数，而且还能解析和测量同分异构体的光谱。据我们所知，我们在此设计出了有史以来第一种普遍适用的精确测量方法。

  DOI：

  10.1021/ac960922d

文献信息

• Molecular recognition of a single-chain Fv antibody specific for GA-pyridine, an advanced glycation end-product (AGE), elucidated using biophysical techniques and synthetic antigen analogues
  作者：Yoshihiro Kobashigawa、Toshiya Ohara、Kosuke Morita、Yuya Toyota、Teruya Nakamura、Shunsuke Kotani、Takao Arimori、Soichiro Yamauchi、Chenjiang Liu、Masaya Kitazaki、Yukari Wakeyama-Miyazaki、Yoshiaki Suwa、Makiyo Uchida-Kamekura、Natsuki Fukuda、Takashi Sato、Makoto Nakajima、Junichi Takagi、Yuriko Yamagata、Hiroshi Morioka

  DOI：10.1093/jb/mvab056

  日期：2021.10.12

  Advanced glycation end-products (AGEs) are a heterogeneous group of compounds formed by non-enzymatic reaction between reducing-sugar and Arg/Lys in proteins and are involved in various diabetic complications. GA-pyridine is derived from glycolaldehyde and is one of the most cytotoxic AGEs. Here, we established a single-chain Fv (scFv) antibody against GA-pyridine, 73MuL9-scFv, and examined the details of its specificity and antigen recognition by using various techniques involving biophysics, chemical biology and structural biology. We also synthesized several compounds that differ slightly in regard to the position and number of GA-pyridine substituent groups, and revealed that GA-pyridine was specifically bound to 73MuL9-scFv. Thermodynamic analysis revealed that the association of GA-pyridine to 73MuL9-scFv was an exothermic and enthalpy driven reaction, and thus that the antigen recognition involved multiple specific interactions. Crystallographic analysis of the Fv fragment of 73MuL9-scFv revealed that several CH-π and hydrogen bond interactions took place between the Fv-fragment and GA-pyridine, which was consistent with the results of thermodynamic analysis. Further studies using 73MuL9-scFv as a tool to clarify the relevance of GA-pyridine to diabetic complications are warranted.

  高级糖基化终产物（AGEs）是一类由还原糖与蛋白质中的Arg/Lys非酶反应形成的化合物群，与各种糖尿病并发症有关。GA-吡啶是由甘醛衍生而来的最具细胞毒性的AGEs之一。在这里，我们建立了一个针对GA-吡啶的单链Fv (scFv) 抗体，73MuL9-scFv，并使用生物物理学、化学生物学和结构生物学等各种技术检查了它的特异性和抗原识别的细节。我们还合成了几种GA-吡啶取代基在位置和数量上略有不同的化合物，并揭示了GA-吡啶特异地结合到73MuL9-scFv。热力学分析表明，GA-吡啶与73MuL9-scFv的结合是一个放热的焓驱动反应，因此抗原识别涉及多个特异性相互作用。73MuL9-scFv的Fv片段的晶体学分析揭示了Fv片段与GA-吡啶之间发生了几个CH-π和氢键相互作用，这与热力学分析的结果一致。进一步使用73MuL9-scFv作为工具，阐明GA-吡啶与糖尿病并发症的相关性是值得的。

• Rate constant for the reaction of atomic oxygen(3P) with pyridine from 323 to 473 K
  作者：F. L. Tabares、A. Gonzalez Urena

  DOI：10.1021/j150642a033

  日期：1983.11
• A Method for the Measurement of Site-Specific Tautomeric and Zwitterionic Microspecies Equilibrium Constants
  作者：Joseph C. D'Angel、Timothy W. Collette

  DOI：10.1021/ac960922d

  日期：1997.4.1

  We describe a method for the individual measurement of simultaneously occurring, unimolecular, site-specific “microequilibrium” constants as in, for example, prototropic tautomerism and zwitterionic equilibria. Our method represents an elaboration of that of Nygren et al. (Anal. Chem. 1996, 68, 1706−10), which thereby becomes generalized and improves the accuracy. Specifically, by making spectral measurements as a function of temperature, we demonstrate the ability to determine site-specific microenthalpies unambiguously. Analysis proceeds via multivariate nonlinear regression modeling of, for example, the Gibbs−Helmholtz relation. Additional determinations of macroscopic equilibrium constants as a function of temperature, in combination with the previously determined microenthalpies, in turn enables the determination of all remaining site-specific thermodynamic parameters, i.e., microentropies, micro free energies, and/or microequilibrium constants, and moreover allows us to resolve and measure the spectra of tautomeric isocoulombers. To our knowledge, we have hereby devised the first such universally applicable and accurate measurement method on record.

  我们介绍了一种单独测量同时发生的、单分子的、特定位点的 "微平衡 "常数的方法，例如在原向同分异构和齐聚平衡中。我们的方法是对 Nygren 等人（Anal. Chem.具体来说，通过光谱测量温度的函数，我们展示了明确测定特定位点微焓的能力。分析是通过吉布斯-赫尔姆霍兹关系等多变量非线性回归模型进行的。结合先前测定的微焓，再测定宏观平衡常数与温度的函数关系，就能测定所有剩余的特定位点热力学参数，即微熵、微自由能和/或微平衡常数，而且还能解析和测量同分异构体的光谱。据我们所知，我们在此设计出了有史以来第一种普遍适用的精确测量方法。