SNIPER(CRABP)-4 | 1310451-45-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: SNIPER(CRABP)-4
• 英文别名: (2E,4E,6E,8E)-9-[(E)-3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethylamino}-2-oxoethoxyimino)-2,6,6-trimethylcyclohex-1-enyl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid；(2E,4E,6E,8E)-9-[(3E)-3-[2-[2-[2-[2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoyl]amino]ethoxy]ethoxy]ethylamino]-2-oxoethoxy]imino-2,6,6-trimethylcyclohexen-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid
• CAS: 1310451-45-6
• 化学式: C₄₄H₆₅N₅O₉
• 分子量: 808.028
• InChiKey: CIBDGDGHPDLXPO-LKCRREIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  58
• 可旋转键数：
  25
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  211
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  [2-[2-[2-[[(4-甲基苯基)磺酰基]氧基]乙氧基]乙氧基]乙基]氨基甲酸叔丁酯 在 盐酸 、 甲醇 、 sodium azide 、 palladium 10% on activated carbon 、 四丁基氟化铵 、 氢气 、 1-羟基苯并三唑 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 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 、 十二硫醇 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 51.0h， 生成 SNIPER(CRABP)-4
  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

文献信息

• Development of target protein-selective degradation inducer for protein knockdown
  作者：Yukihiro Itoh、Minoru Ishikawa、Risa Kitaguchi、Shinichi Sato、Mikihiko Naito、Yuichi Hashimoto

  DOI：10.1016/j.bmc.2011.03.057

  日期：2011.5

  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.