β-D-[1-13C]talopyranose | 40010-55-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-[1-13C]talopyranose
• 英文别名: (3S,4S,5R,6R)-6-(hydroxymethyl)(213C)oxane-2,3,4,5-tetrol
• CAS: 40010-55-7；40010-56-8；56746-22-6；60821-16-1；60821-17-2；60821-20-7；60821-21-8
• 化学式: C₆H₁₂O₆
• 分子量: 181.147
• InChiKey: WQZGKKKJIJFFOK-LMTGWVBVSA-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：

  β-D-[1-13C]talopyranose 在 sodium acetate 、 溶剂黄146 作用下， 以 重水 为溶剂， 生成 <1-13C>-D-talose
  参考文献：
  名称：

  D-Talose anomerization: NMR methods to evaluate the reaction kinetics

  摘要：

  DOI：

  10.1021/ja00189a050
• 作为产物：
  描述：

  <1-13C>-β-D-talofuranose 在 sodium acetate 、 溶剂黄146 作用下， 以 重水 为溶剂， 生成 β-D-[1-13C]talopyranose
  参考文献：
  名称：

  D-Talose anomerization: NMR methods to evaluate the reaction kinetics

  摘要：

  DOI：

  10.1021/ja00189a050

文献信息

• Three-Bond C−O−C−C Spin-Coupling Constants in Carbohydrates:  Development of a Karplus Relationship
  作者：Bidisha Bose、Shikai Zhao、Roland Stenutz、Francis Cloran、Paul B. Bondo、Gail Bondo、Brian Hertz、Ian Carmichael、Anthony S. Serianni

  DOI：10.1021/ja981127f

  日期：1998.11.1

  A range of C-13-labeled carbohydrates containing C-O-C-C coupling pathways having different structures and dihedral angles has been prepared and used to identify structural factors affecting (3)J(COCC), especially those across the O-glycosidic Linkages of oligosaccharides. Model mono- and disaccharides were geometrically optimized using density functional methods, and scalar couplings involving carbon were calculated using a similar approach coupled with finite-field perturbation theory. Experimental and calculated (3)J(COCC) values were in close agreement, thus allowing use of the latter to better define the effect of carbohydrate structure on (3)J(COCC) magnitude. In addition to dihedral angle, the disposition of terminal electronegative substituents along the C-O-C-C coupling pathway significantly affects (3)J(COCC) values, and structural motifs have been identified where these effects may be encountered in oligosaccharides. A simple Karplus equation for trans-O-glycoside (3)J(COCC) values is proposed and has been applied in the reanalysis of trans-O-glycosidic couplings in C-13-labeled methyl beta-lactoside and sucrose. The behavior of trans-O-glycosidic (2)J(COC) and (3)J(COCH) values, which provide structural information complementary to that derived from (3)J(COCC) values, is also discussed.
• D-Talose anomerization: NMR methods to evaluate the reaction kinetics
  作者：Joseph R. Snyder、Eric R. Johnston、Anthony S. Serianni

  DOI：10.1021/ja00189a050

  日期：1989.3