β-D-[3-13C]glucose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-[3-13C]glucose
• 英文别名: [3-13C]-β-D-glucopyranose；3-¹³C-β-D-Glucose；(2R,3R,4S,5S,6R)-6-(hydroxymethyl)(413C)oxane-2,3,4,5-tetrol
• 化学式: C₆H₁₂O₆
• 分子量: 181.147
• InChiKey: WQZGKKKJIJFFOK-PTECQWRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 β-D-[3-13C]glucose 在 sodium acetate 作用下， 以 水 为溶剂， 反应 4.33h， 以92%的产率得到1,2,3,4,6-penta-O-acetyl-3-¹³C-β-D-glucopyranoside
  参考文献：
  名称：

  Fast Pyrolysis of ¹³C-Labeled Cellobioses: Gaining Insights into the Mechanisms of Fast Pyrolysis of Carbohydrates

  摘要：

  A fast-pyrolysis probe/tandem mass spectrometer combination was utilized to determine the initial fast-pyrolysis products for four different selectively C-13-labeled cellobiose molecules. Several products are shown to result entirely from fragmentation of the reducing end of cellobiose, leaving the nonreducing end intact in these products. These findings are in disagreement with mechanisms proposed previously. Quantum chemical calculations were used to identify feasible low-energy pathways for several products. These results provide insights into the mechanisms of fast pyrolysis of cellulose.

  DOI：

  10.1021/jo5025255

文献信息

• Mechanistic Studies of Diastereomeric Nickel(II) <i>N</i>-Glycoside Complexes Using Tandem Mass Spectrometry
  作者：Glenn Smith、Julie A. Leary

  DOI：10.1021/ja9814319

  日期：1998.12.1

  Ni(II) N-glycoside complexes of four diastereomeric monosaccharides were synthesized and analyzed by fast atom bombardment-mass spectrometry. The average kinetic energy release (KER) associated with the formation of a C2H4O2 neutral loss was indicative of stereochemical differences in the coordinated monosaccharide. Isotopic labeling studies and various linked scanning techniques were undertaken, suggesting

  合成了四种非对映体单糖的 Ni(II) N-糖苷复合物，并通过快速原子轰击质谱法进行了分析。与 C2H4O2 中性损失形成相关的平均动能释放 (KER) 表明配位单糖的立体化学差异。进行了同位素标记研究和各种关联扫描技术，表明来自不同反应配置的多种解离途径，导致形成异构 [M- ] 产物离子。此外，计算研究预测具有轴向或赤道 C-2 取代基的复合物之间存在较大的结构差异。