6-[(2-氰基乙氧基)(4,4-二苯基环己基氧)膦酰基氧]己酸乙酯 | 572913-59-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 6-[(2-氰基乙氧基)(4,4-二苯基环己基氧)膦酰基氧]己酸乙酯
• 英文名称: Ethyl 6-[(2-Cyanoethoxy)(4,4-diphenylcyclohexyloxy)phosphoryloxy]hexanoate
• 英文别名: ethyl 6-[2-cyanoethoxy-(4,4-diphenylcyclohexyl)oxyphosphoryl]oxyhexanoate
• CAS: 572913-59-8
• 化学式: C₂₉H₃₈NO₆P
• 分子量: 527.598
• InChiKey: GVQOELYSOIYIGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  37
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  94.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-[(2-氰基乙氧基)(4,4-二苯基环己基氧)膦酰基氧]己酸乙酯 在 lithium hydroxide 、 氨 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 ABM2
  参考文献：
  名称：

  Phosphate ester serum albumin affinity tags greatly improve peptide half-life in vivo

  摘要：

  A series of phosphate ester based small molecules designed to bind tightly to serum albumin were applied to the amino terminus of an anticoagulant peptide in an effort to increase its protein binding in vivo. The tagged peptides exhibited high affinity for both rabbit and human serum albumin when passed through liquid chromatographic columns with serum albumins incorporated into the stationary phase. The peptides were then administered intravenously to rabbits and found to have a greater than 50-fold increase in plasma half life. The highest affinity peptides showed a reduction in bioactivity consistent with their sequestration away from their protein target in the presence of 0.1% rabbit serum albumin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00209-9
• 作为产物：
  描述：

  6-羟基己酸乙酯 在 四氮唑 、 叔丁基过氧化氢 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 6-[(2-氰基乙氧基)(4,4-二苯基环己基氧)膦酰基氧]己酸乙酯
  参考文献：
  名称：

  Phosphate ester serum albumin affinity tags greatly improve peptide half-life in vivo

  摘要：

  A series of phosphate ester based small molecules designed to bind tightly to serum albumin were applied to the amino terminus of an anticoagulant peptide in an effort to increase its protein binding in vivo. The tagged peptides exhibited high affinity for both rabbit and human serum albumin when passed through liquid chromatographic columns with serum albumins incorporated into the stationary phase. The peptides were then administered intravenously to rabbits and found to have a greater than 50-fold increase in plasma half life. The highest affinity peptides showed a reduction in bioactivity consistent with their sequestration away from their protein target in the presence of 0.1% rabbit serum albumin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00209-9

文献信息

• Phosphate ester serum albumin affinity tags greatly improve peptide half-life in vivo
  作者：Kerry Zobel、Michael F.T. Koehler、Maureen H. Beresini、Lisa D. Caris、Daniel Combs

  DOI：10.1016/s0960-894x(03)00209-9

  日期：2003.5

  A series of phosphate ester based small molecules designed to bind tightly to serum albumin were applied to the amino terminus of an anticoagulant peptide in an effort to increase its protein binding in vivo. The tagged peptides exhibited high affinity for both rabbit and human serum albumin when passed through liquid chromatographic columns with serum albumins incorporated into the stationary phase. The peptides were then administered intravenously to rabbits and found to have a greater than 50-fold increase in plasma half life. The highest affinity peptides showed a reduction in bioactivity consistent with their sequestration away from their protein target in the presence of 0.1% rabbit serum albumin. (C) 2003 Elsevier Science Ltd. All rights reserved.