1,2:5,6-di-O-isopropylidene-α-D-gulose | 54649-66-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2:5,6-di-O-isopropylidene-α-D-gulose
• 英文别名: 1,2;5,6-di-O-isopropylidene-D-gulofuranose
• CAS: 54649-66-0
• 化学式: C₁₂H₂₀O₆
• 分子量: 260.287
• InChiKey: NJJPUMOGAPWNBU-HOTMZDKISA-N

物化性质

• 沸点：
  373.6±42.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.38
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,2:5,6-di-O-isopropylidene-α-D-gulose 在 n-butyl tin hydride 、 偶氮二异丁腈 作用下， 以 甲苯 为溶剂， 反应 9.0h， 生成 3-deoxy-1,2;5,6-di-O-isopropylidene-D-gulofuranose
  参考文献：
  名称：

  Thermodynamics of Binding of d-Galactose and Deoxy Derivatives thereof to the l-Arabinose-binding Protein

  摘要：

  We report the thermodynamics of binding Of D-galactose and deoxy derivatives thereof to the arabinose binding protein (ABP). The "intrinsic" (solute-solute) free energy of binding DeltaG(int)(0) at 308 K for the 1-, 2-, 3-, and 6-hydroxyl groups of galactose is remarkably constant (similar to-30 kJ/mol), despite the fact that each hydroxyl group subtends different numbers of hydrogen bonds in the complex. The substantially unfavorable enthalpy of binding (similar to30 W/mol) of 1-deoxygalactose, 2-deoxygalactose, and 3-deoxygalactose in comparison with galactose, cannot be readily accounted for by differences in solvation, suggesting that solute-solute hydrogen bonds are enthalpically significantly more favorable than solute-solvent hydrogen bonds. In contrast, the substantially higher affinity for 2-deoxygalactose in comparison with either 1-deoxygalactose or 3-deoxygalactose derives from differences in the solvation free energies of the free ligands.

  DOI：

  10.1021/ja048054m

文献信息

• Patroni, Joseph J.; Stick, Robert V.; Tilbrook, D. Matthew G., Australian Journal of Chemistry, 1989, vol. 42, # 12, p. 2127 - 2141
  作者：Patroni, Joseph J.、Stick, Robert V.、Tilbrook, D. Matthew G.、Skelton, Brian W.、White, Allan H.

  DOI：——

  日期：——