2-<4-<(trifluoroacetyl)amino>phenyl>-1-(4-nitrophenyl)-(E)-prop-1-ene | 153907-93-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-<4-<(trifluoroacetyl)amino>phenyl>-1-(4-nitrophenyl)-(E)-prop-1-ene
• 英文别名: N-[4-[(E)-3-(4-Nitrophenyl)-2-propenyl]phenyl]-2,2,2-trifluoroacetamide；2,2,2-trifluoro-N-[4-[(E)-3-(4-nitrophenyl)prop-2-enyl]phenyl]acetamide
• CAS: 153907-93-8
• 化学式: C₁₇H₁₃F₃N₂O₃
• 分子量: 350.297
• InChiKey: FRXSGQDENAGSOZ-HNQUOIGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-<4-<(trifluoroacetyl)amino>phenyl>-1-(4-nitrophenyl)-(E)-prop-1-ene 在 sodium azide 、 potassium carbonate 、 氯化铵 、 溶剂黄146 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 phosphate buffer 、 二氯甲烷 、 水 、 丙酮 为溶剂， 生成 3,3'-dithiodipropionic acid, bis<<4-<3-(4-nitrophenyl)-3-amino-2-hydroxypropyl>phenyl>amide>
  参考文献：
  名称：

  Synthesis of an aminoalcohol hapten for the generation of catalytic antibodies

  摘要：

  The conditions under which the reduction of alpha -hydroxy azides by triphenylphosphine to aziridines is diverted to produce the corresponding aminoalcohol have been established. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02101-3
• 作为产物：
  描述：

  4-氨基苯乙醇 在 15-冠醚-5 、 sodium hydride 、 戴斯-马丁氧化剂 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.5h， 生成 2-<4-<(trifluoroacetyl)amino>phenyl>-1-(4-nitrophenyl)-(E)-prop-1-ene
  参考文献：
  名称：

  Esterolytic antibodies induced to haptens with a 1,2-amino alcohol functionality

  摘要：

  Three structurally related haptens 1-3 were designed and synthesized with the goal of generating antibodies for the hydrolysis of ester 4a and amide 4b. These haptens contain a 1,2-amino alcohol functionality which replaces the ester/amide moiety of the substrates. A number of catalytic antibodies were generated, and the Michaelis-Menten kinetics constants of three representative catalytic antibodies induced to each of haptens 1-3 were determined. These catalytic antibodies accelerated the hydrolysis of ester 4a with k(cat)/k(un) = approximately 3 X 10(3), and their catalytic activities were effectively inhibited by the addition of their respective haptens. To evaluate the structural influences of the hapten on antibody binding and specificity as well as catalytic activity, a total of 18 antibodies including the above catalytic antibodies and three representative noncatalytic antibodies from each group were selected, and their dissociation constants with their respective haptens, amide 4b, and products were determined. The studies have shown that (1) the structural variations among the three haptens induce no significant changes in catalytic activity of antibodies while they slightly influence the antibody binding and specificity for the substrate and products and (2) a high probability (reaching nearly 50%) of finding catalytic activity among the monoclonal antibodies raised to hapten 1 is found, suggesting that the induction of a charged complementary amino acid residue in close proximity to the reaction site may be important to generation of catalytic antibodies.

  DOI：

  10.1021/ja00081a008