11-(N-trifluoroacetyl)aminoundecanoic acid | 61948-20-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 11-(N-trifluoroacetyl)aminoundecanoic acid
• 英文别名: 11-Trifluoracetylamino-undecansaeure；11-(Trifluoroacetamido)undecanoic acid；11-[(2,2,2-trifluoroacetyl)amino]undecanoic acid
• CAS: 61948-20-7
• 化学式: C₁₃H₂₂F₃NO₃
• 分子量: 297.318
• InChiKey: YXLVVDSDUZVIIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  11-(N-trifluoroacetyl)aminoundecanoic acid 在 氯化亚砜 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 7.0h， 生成 11-(N-trifluoroacetyl)aminoundecanoylaminopropyltriethoxysilane
  参考文献：
  名称：

  Enhanced stability of urease immobilized onto phospholipid covalently bound to silica, tungsten, and fluoropolymer surfaces

  摘要：

  Exceptionally high stability of urease covalently immobilized on silica, tungsten, and poly-(tetrafluoroethylene) (Teflon) supports has been observed by using a novel immobilization protocol which links the enzyme via its surface-exposed carboxylic groups (rather than conventionally used amino groups) to phospholipid-coated surfaces. Silanization of each of the three solid supports with [N-[11-(trifluoroacetamido)unde-canoyl]amino]propyltriethoxysilane, followed by removal of the trifluoroacetyl protective group, furnished the required amino-functionalized surfaces. The supports were linked to amino-functionalized phospholipids, which, in turn, were coupled to the carboxylic moieties of urease through diimide activation of the latter. For comparison, aminated supports, without the phospholipid coatings, were linked directly to carboxylic groups of urease. Also for comparison, urease was immobilized to the derivatized surfaces via its amino moieties using as cross-linkers, cyanuric chloride, as well as a new reagent, phthaloyl chloride. All of the surfaces were characterized by FTIR and X-ray photoelectron spectroscopy as well as by solid-state NMR in the case of the silica surfaces. Spectrophotometric assays revealed that the urease carboxyl-based protocols gave higher total and active immobilized enzyme yields. Among the non-lipid surfaces, urease was the least stable when immobilized on tungsten. On the lipid-coated surfaces, urease exhibited superior retention of activity after heating to temperatures up to 100-degrees-C. This stability was largely independent of the nature of the support material. It was found that urease bound to lipid-coated silica or Teflon could be boiled in aqueous solution for 1 h with minimal loss of activity.

  DOI：

  10.1021/ac00066a010
• 作为产物：
  描述：

  11- tetradecenyl acetate 在 tetrafluoroboric acid 、 2-碘-1,3,5-三甲基苯 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 10.0h， 以78%的产率得到11-(N-trifluoroacetyl)aminoundecanoic acid
  参考文献：
  名称：

  使用间氯过苯甲酸作为末端氧化剂的碳-碳双键和三键的碘代美三烯催化氧化裂解

  摘要：

  过渡金属催化的碳-碳多键氧化裂解已成为有机合成中的有力工具。高价含氧金属，主要是 Ru、Os、Mn、Mo、W 和 Re，被用作催化多键的活性氧转移剂。这里首次报道了氧化裂解反应的有机催化版本。我们的方法涉及使用碘代三甲苯作为有效的有机催化剂，在无金属条件下生成活性芳基（羟基）-λ（3）-碘烷 5 和间氯过苯甲酸（m-CPBA）作为末端氧化剂。环状和无环烯烃以及脂肪族和芳香族炔烃在有机催化条件下顺利裂解为羧酸。

  DOI：

  10.1021/ja808829t