(2S,4S)-4-[cyclohexylmethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid | 1350813-52-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2S,4S)-4-[cyclohexylmethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
• CAS: 1350813-52-3
• 化学式: C₃₂H₄₀N₂O₆
• 分子量: 548.679
• InChiKey: UKNFCPIPLNZXQQ-DWACAAAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  96.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Fmoc-L-缬氨酸 、 (2S,4S)-4-[cyclohexylmethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid 、 BOC-N-甲基-L-丙氨酸 、 Fmoc-L-苯丙氨酸 、 三氟乙酸 在 N-乙基吗啉 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.41h， 生成
  参考文献：
  名称：

  Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein

  摘要：

  An approach for the solid-phase synthesis of apoptosis-inducing Smac peptidomimetics is presented. Using a Rink linker strategy, tetrapeptides mimicking the N-4-terminal residue of the Smac protein [(N-Me)AVPF sequence] were synthesized on PEGA resin in excellent purities and yields. Following two synthetic routes, a known tetrapeptide, incorporating a substituted proline, previously shown to exhibit excellent biological activity in vitro as well as low toxicity, was synthesized effectively on a solid support. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.028
• 作为产物：
  描述：

  BOC-(2S,4S)-4-氨基-1-FMOC-吡咯烷-2-羧酸 在 palladium 10% on activated carbon 、 水 、 氢气 、 sodium cyanoborohydride 、 碳酸氢钠 、 三氟乙酸 作用下， 以 甲醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 2.25h， 生成 (2S,4S)-4-[cyclohexylmethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein

  摘要：

  An approach for the solid-phase synthesis of apoptosis-inducing Smac peptidomimetics is presented. Using a Rink linker strategy, tetrapeptides mimicking the N-4-terminal residue of the Smac protein [(N-Me)AVPF sequence] were synthesized on PEGA resin in excellent purities and yields. Following two synthetic routes, a known tetrapeptide, incorporating a substituted proline, previously shown to exhibit excellent biological activity in vitro as well as low toxicity, was synthesized effectively on a solid support. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.028

文献信息

• Identification of Compounds Modifying A Cellular Response
  申请人：Thastrup Ole

  公开号：US20090239755A1

  公开（公告）日：2009-09-24

  The present invention relates to methods for identifying compounds capable of modulating a cellular response. The methods involve attaching living cells to solid supports comprising a library of test compounds. The test compounds are linked to the solid support via cleavable linkers and may thus be released from the solid supports. Solid supports comprising cells, wherein the cellular response of interest has been modulated are selected and the test compound of the solid support can then be identified. The cellular response may for example be changes in complex formation between proteins.

  本发明涉及识别能够调节细胞反应的化合物的方法。该方法涉及将活细胞附着在包含测试化合物库的固体支撑体上。测试化合物通过可切割的连接剂与固体支撑体连接，因此可以从固体支撑体释放出来。选择细胞被固体支撑体调节了感兴趣的细胞反应的固体支撑体，并且可以鉴定固体支撑体上的测试化合物。细胞反应可以是蛋白质复合物形成的变化，例如。
• Compounds Modifying Apoptosis
  申请人：Thastrup Ole

  公开号：US20080194537A1

  公开（公告）日：2008-08-14

  The present invention relates to compounds capable of inhibiting binding of the Smac protein to Inhibitors of apoptosis (IAPs). Such compounds are preferably capable of inhibiting IAP and thus may promote apoptosis or sensitize cells for apoptosis. The compounds may be used in the treatment of proliferative diseases, such as cancer.

  本发明涉及一种能够抑制Smac蛋白与凋亡抑制剂（IAPs）结合的化合物。这些化合物最好能够抑制IAP，从而可能促进细胞凋亡或增加细胞对凋亡的敏感性。这些化合物可用于治疗增生性疾病，如癌症。
• IDENTIFICATION OF COMPOUNDS MODIFYING A CELLULAR RESPONSE
  申请人：Thastrup Ole

  公开号：US20130123140A1

  公开（公告）日：2013-05-16

  The present invention relates to methods for identifying compounds capable of modulating a cellular response. The methods involve attaching living cells to solid supports comprising a library of test compounds. The test compounds are linked to the solid support via cleavable linkers and may thus be released from the solid supports. Solid supports comprising cells, wherein the cellular response of interest has been modulated are selected and the test compound of the solid support can then be identified. The cellular response may for example be changes in complex formation between proteins.

  本发明涉及识别能够调节细胞响应的化合物的方法。该方法包括将活细胞附着在包含一系列测试化合物的固体支持物上。测试化合物通过可切断的连接物与固体支持物相连，因此可以从固体支持物中释放出来。选择细胞响应已被调节的固体支持物，并可以鉴定固体支持物中的测试化合物。例如，细胞响应可以是蛋白质之间复合物形成的变化。
• US8318717B2
  申请人：——

  公开号：US8318717B2

  公开（公告）日：2012-11-27
• US9150899B2
  申请人：——

  公开号：US9150899B2

  公开（公告）日：2015-10-06