1-13C-hexadecanoic anhydride | 218797-50-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-13C-hexadecanoic anhydride
• 英文别名: (113C)hexadecanoyl (113C)hexadecanoate
• CAS: 218797-50-3
• 化学式: C₃₂H₆₂O₃
• 分子量: 496.82
• InChiKey: QWZBEFCPZJWDKC-LWWQDKLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  35
• 可旋转键数：
  30
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5'-腺嘌呤核苷酸 、 1-13C-hexadecanoic anhydride 在 lithium hydroxide 作用下， 以 四氢呋喃 、 吡啶 、 水 为溶剂， 反应 0.17h， 以72%的产率得到adenosine-5'-phosphoric (1-13C-hexadecanoic) anhydride
  参考文献：
  名称：

  Characterization of Acyl Adenyl Anhydrides:  Differences in the Hydrolytic Rates of Fatty Acyl-AMP and Aminoacyl-AMP Derivatives

  摘要：

  An improved procedure has been developed to prepare RCOOPO2-Ado (R = C6H13 and C15H31), the intermediate in the enzymatic synthesis of acyl-CoA's. The product has been characterized by spectral methods which, in turn, were used to define the hydrolysis rates of RCO-AMP. When R is a fatty acyl group, the hydrolysis rate is 10-fold slower than when R is aminoacyl. In both cases, the hydrolysis rate is enhanced by Mg2+. We speculate that the rate acceleration is due to intramolecular participation of the second carbonyl group in the aminoacyl residue.

  DOI：

  10.1021/jo971874f
• 作为产物：
  描述：

  1-¹³C-palmitic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 为溶剂， 反应 12.0h， 以90%的产率得到1-13C-hexadecanoic anhydride
  参考文献：
  名称：

  Characterization of Acyl Adenyl Anhydrides:  Differences in the Hydrolytic Rates of Fatty Acyl-AMP and Aminoacyl-AMP Derivatives

  摘要：

  An improved procedure has been developed to prepare RCOOPO2-Ado (R = C6H13 and C15H31), the intermediate in the enzymatic synthesis of acyl-CoA's. The product has been characterized by spectral methods which, in turn, were used to define the hydrolysis rates of RCO-AMP. When R is a fatty acyl group, the hydrolysis rate is 10-fold slower than when R is aminoacyl. In both cases, the hydrolysis rate is enhanced by Mg2+. We speculate that the rate acceleration is due to intramolecular participation of the second carbonyl group in the aminoacyl residue.

  DOI：

  10.1021/jo971874f

文献信息

• Effects of hydration, cholesterol, amphotericin B, and cyclosporin A on the lipid bilayer interface region: an infrared spectroscopic study using 1-(1-13C)dipalmitoylphosphatidylcholine
  作者：Peter M. Green、Jeffrey T. Mason、Timothy J. O'Leary、Ira W. Levin

  DOI：10.1021/j100303a044

  日期：1987.9.10
• Characterization of Acyl Adenyl Anhydrides:  Differences in the Hydrolytic Rates of Fatty Acyl-AMP and Aminoacyl-AMP Derivatives
  作者：Otto F. Schall、Iwao Suzuki、Clare L. Murray、Jeffrey I. Gordon、George W. Gokel

  DOI：10.1021/jo971874f

  日期：1998.11.1

  An improved procedure has been developed to prepare RCOOPO2-Ado (R = C6H13 and C15H31), the intermediate in the enzymatic synthesis of acyl-CoA's. The product has been characterized by spectral methods which, in turn, were used to define the hydrolysis rates of RCO-AMP. When R is a fatty acyl group, the hydrolysis rate is 10-fold slower than when R is aminoacyl. In both cases, the hydrolysis rate is enhanced by Mg2+. We speculate that the rate acceleration is due to intramolecular participation of the second carbonyl group in the aminoacyl residue.