(2E,4E,6E,8E)-2-cyanoethyl 3,7-dimethyl-9-((E)-2,6,6-trimethyl-3-{2-[2-(2-{2-[(S)-4-methyl-2-(4-phenylbutanamido)pentanamido]ethoxy}ethoxy)ethylamino]-2-oxoethoxyimino}cyclohex-1-enyl)nona-2,4,6,8-tetraenoate | 1312302-17-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,4E,6E,8E)-2-cyanoethyl 3,7-dimethyl-9-((E)-2,6,6-trimethyl-3-{2-[2-(2-{2-[(S)-4-methyl-2-(4-phenylbutanamido)pentanamido]ethoxy}ethoxy)ethylamino]-2-oxoethoxyimino}cyclohex-1-enyl)nona-2,4,6,8-tetraenoate
• CAS: 1312302-17-2
• 化学式: C₄₇H₆₇N₅O₈
• 分子量: 830.078
• InChiKey: IWEXMRPPMPZWMK-LZCCMVAZSA-N

物化性质

• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.78
• 重原子数：
  60.0
• 可旋转键数：
  27.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  177.44
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2E,4E,6E,8E)-2-cyanoethyl 3,7-dimethyl-9-((E)-2,6,6-trimethyl-3-{2-[2-(2-{2-[(S)-4-methyl-2-(4-phenylbutanamido)pentanamido]ethoxy}ethoxy)ethylamino]-2-oxoethoxyimino}cyclohex-1-enyl)nona-2,4,6,8-tetraenoate 在 甲醇 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以70%的产率得到(2E,4E,6E,8E)-3,7-dimethyl-9-((E)-2,6,6-trimethyl-3-{2-[2-(2-{2-[(S)-4-methyl-2-(4-phenylbutanamido)pentanamido]ethoxy}ethoxy)ethylamino]-2-oxoethoxyimino}cyclohex-1-enyl)nona-2,4,6,8-tetraenoic acid
  参考文献：
  名称：

  Development of target protein-selective degradation inducer for protein knockdown

  摘要：

  Our previous technique for inducing selective degradation of target proteins with ester-type SNIPER (Specific and Nongenetic Inhibitor-of-apoptosis-proteins (IAPs)-dependent Protein ERaser) degrades both the target proteins and IAPs. Here, we designed a small-molecular amide-type SNIPER to overcome this issue. As proof of concept, we synthesized and biologically evaluated an amide-type SNIPER which induces selective degradation of cellular retinoic acid binding protein II (CRABP-II), but not IAPs. Such small-molecular, amide-type SNIPERs that induce target protein-selective degradation without affecting IAPs should be effective tools to study the biological roles of target proteins in living cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.057
• 作为产物：
  描述：

  叠氮-三聚乙二醇-叔丁氧羰基 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.0h， 生成 (2E,4E,6E,8E)-2-cyanoethyl 3,7-dimethyl-9-((E)-2,6,6-trimethyl-3-{2-[2-(2-{2-[(S)-4-methyl-2-(4-phenylbutanamido)pentanamido]ethoxy}ethoxy)ethylamino]-2-oxoethoxyimino}cyclohex-1-enyl)nona-2,4,6,8-tetraenoate
  参考文献：
  名称：

  Development of target protein-selective degradation inducer for protein knockdown

  摘要：

  Our previous technique for inducing selective degradation of target proteins with ester-type SNIPER (Specific and Nongenetic Inhibitor-of-apoptosis-proteins (IAPs)-dependent Protein ERaser) degrades both the target proteins and IAPs. Here, we designed a small-molecular amide-type SNIPER to overcome this issue. As proof of concept, we synthesized and biologically evaluated an amide-type SNIPER which induces selective degradation of cellular retinoic acid binding protein II (CRABP-II), but not IAPs. Such small-molecular, amide-type SNIPERs that induce target protein-selective degradation without affecting IAPs should be effective tools to study the biological roles of target proteins in living cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.057