acetone-1-13C | 23812-18-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetone-1-13C
• 英文别名: (113C)propan-2-one
• CAS: 23812-18-2
• 化学式: C₃H₆O
• 分子量: 59.069
• InChiKey: CSCPPACGZOOCGX-OUBTZVSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  acetone-1-13C 在 sodium 作用下， 以 various solvent(s) 为溶剂， 生成
  参考文献：
  名称：

  脂肪族酮阴离子自由基：基质分离ESR研究

  摘要：

  DOI：

  10.1021/j100100a016
• 作为产物：
  描述：

  (1-13C)2-propanol 在 sodium dichromate 、 硫酸 作用下， 以 水 为溶剂， 生成 acetone-1-13C
  参考文献：
  名称：

  Winkel, C.; Aarts, M. W. M. M.; Heide, F. R. van der, Recueil des Travaux Chimiques des Pays-Bas, 1989, vol. 108, # 4, p. 139 - 146

  摘要：

  DOI：

文献信息

• Isotope-Sensitive Degenerate [1,3]-Hydrogen Migration versus Competitive Enol-Keto Tautomerization
  作者：Xinhao Zhang、Waltraud Zummack、Detlef Schröder、Frank A. Weinhold、Helmut Schwarz

  DOI：10.1002/chem.200902176

  日期：2009.11.9

  acetone generated from its enol. Based on these findings as well as on highly accurate electronic structure calculations, a novel pathway (see picture) for a degenerate, isotope‐sensitive [1,3]‐hydrogen migration has been uncovered.

  非遍历行为：标记实验证实了由其烯醇生成的离子化丙酮的非遍历行为。基于这些发现以及高度精确的电子结构计算，已发现了一种简并的，对同位素敏感的[1,3]-氢迁移的新途径（见图）。
• ¹³Cβ‐Valine and ¹³Cγ‐Leucine Methine Labeling To Probe Protein Ligand Interaction
  作者：Giorgia Toscano、Theresa Höfurthner、Benjamin Nagl、Andreas Beier、Moriz Mayer、Leonhard Geist、Darryl B. McConnell、Harald Weinstabl、Robert Konrat、Roman J. Lichtenecker

  DOI：10.1002/cbic.202300762

  日期：2024.3.15

  Precise information regarding the interaction between proteins and ligands at molecular resolution is crucial for effectively guiding the optimization process from initial hits to lead compounds in early stages of drug development. In this study, we introduce a novel aliphatic side chain isotope‐labeling scheme to directly probe interactions between ligands and aliphatic sidechains using NMR techniques. To demonstrate the applicability of this method, we selected a set of Brd4‐BD1 binders and analyzed ¹H chemical shift perturbation resulting from CH‐π interaction of H_β‐Val and H_γ‐Leu as CH donors with corresponding ligand aromatic moieties as π acceptors.

  摘要在药物开发的早期阶段，有关蛋白质与配体之间相互作用的分子分辨率的精确信息对于有效指导从初始化合物到先导化合物的优化过程至关重要。在本研究中，我们介绍了一种新型脂肪族侧链同位素标记方案，利用核磁共振技术直接探测配体与脂肪族侧链之间的相互作用。为了证明这种方法的适用性，我们选择了一组 Brd4-BD1 结合物，并分析了作为 CH 供体的 Hβ-Val 和 Hγ-Leu 与作为 π 受体的相应配体芳香分子的 CH-π 相互作用所产生的 1H 化学位移扰动。
• Dalton, Dennis M.; Fernández, Jesús M.; Emerson, Kenneth, Journal of the American Chemical Society, 1990, vol. 112, # 25, p. 9198 - 9212
  作者：Dalton, Dennis M.、Fernández, Jesús M.、Emerson, Kenneth、Larsen, Raymond D.、Arif, Atta M.、Gladysz

  DOI：——

  日期：——
• Hydrogen Bonding between Acetone and Silica Gel, as Studied by NMR
  作者：Vicky H. Pan、Ting Tao、Jian-Wei Zhou、Gary E. Maciel

  DOI：10.1021/jp990912r

  日期：1999.8.1

  C-13 NMR spectra and relaxation parameters (T-1(H), T-1(C), T-1 rho(H), T-CH) were measured via CP-MAS and DP-MAS techniques as a function of acetone loading level in acetone/SiO2 samples at 25 degrees C. T-1(H) and T-1 rho(H) values were also measured via Si-29 CP-MAS experiments. Peak positions and relaxation parameters are averaged by rapid exchange between different acetone interaction sites on the surface. The data were analyzed in terms of a surface equilibrium of adsorbed acetone units between hydrogen-bonding and non-hydrogen-bonding sites. Data analysis by this model yielded the surface concentration of hydrogen-bonding (silanol) sites (1.5 nm(-2)) and the equilibrium constant (K = 3.0 nm(2)). Variable-temperature experiments (124-297 K) at three loading levels yielded values of Delta H degrees (-5.8 +/- 0.3 kJ mol(-1)) and Delta H degrees (-12.5 +/- 0.7 J K-1 mol(-1)). A self-consistent, qualitative interpretation of measured relaxation parameters is made in terms of the relative mobilities of hydrogen-bonded (less mobile) and non-hydrogen-bonded (more mobile) acetone on the SiO2 surface.
• Aliphatic Ketone Anion Radicals: A Matrix Isolation ESR Study
  作者：Ralf Koeppe、Paul H. Kasai

  DOI：10.1021/j100100a016

  日期：1994.12