AJ34 | 1415548-66-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: AJ34
• 英文别名: (2S)-2-[[(2S,3R)-2-[[(2S,3S)-2-[[(2S,3S)-2-acetamido-3-methylpentanoyl]amino]-3-methylpentanoyl]amino]-3-phenylmethoxybutanoyl]amino]-4-methylpentane-1-sulfonyl fluoride
• CAS: 1415548-66-1
• 化学式: C₃₁H₅₁FN₄O₇S
• 分子量: 642.833
• InChiKey: RBSGXFYGTKFURQ-NVGMZJDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  44
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  168
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  AJ34 在 氢溴酸 、 溶剂黄146 作用下， 反应 2.0h， 以15 mg的产率得到AJ49
  参考文献：
  名称：

  Peptido Sulfonyl Fluorides as New Powerful Proteasome Inhibitors

  摘要：

  A new class of potent proteasome inhibitors is described, of which the members contain an amino acid inspired sulfonyl fluoride as the electrophilic trap. In total, 24 peptido sulfonyl fluoride inhibitors have been designed and synthesized, which were inspired by the backbone sequences of the proteasome inhibitors bortezomib, epoxomicin, and Cbz-Leu(3)-aldehyde. Nine of them were very potent proteasome inhibitors, the best of which had an IC50 of 7 nM. A number of the peptido sulfonyl fluoride inhibitors were found to be highly selective for the beta 5 proteasome subunit.

  DOI：

  10.1021/jm301443r
• 作为产物：
  描述：

  (2S)-2-Amino-4-methylpentane-1-sulfonyl fluoride 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.75h， 生成 AJ34
  参考文献：
  名称：

  Peptido Sulfonyl Fluorides as New Powerful Proteasome Inhibitors

  摘要：

  A new class of potent proteasome inhibitors is described, of which the members contain an amino acid inspired sulfonyl fluoride as the electrophilic trap. In total, 24 peptido sulfonyl fluoride inhibitors have been designed and synthesized, which were inspired by the backbone sequences of the proteasome inhibitors bortezomib, epoxomicin, and Cbz-Leu(3)-aldehyde. Nine of them were very potent proteasome inhibitors, the best of which had an IC50 of 7 nM. A number of the peptido sulfonyl fluoride inhibitors were found to be highly selective for the beta 5 proteasome subunit.

  DOI：

  10.1021/jm301443r

文献信息

• Peptido Sulfonyl Fluorides as New Powerful Proteasome Inhibitors
  作者：Arwin J. Brouwer、Anika Jonker、Paul Werkhoven、Ethan Kuo、Nan Li、Nerea Gallastegui、Johan Kemmink、Bogdan I. Florea、Michael Groll、Herman S. Overkleeft、Rob M. J. Liskamp

  DOI：10.1021/jm301443r

  日期：2012.12.27

  A new class of potent proteasome inhibitors is described, of which the members contain an amino acid inspired sulfonyl fluoride as the electrophilic trap. In total, 24 peptido sulfonyl fluoride inhibitors have been designed and synthesized, which were inspired by the backbone sequences of the proteasome inhibitors bortezomib, epoxomicin, and Cbz-Leu(3)-aldehyde. Nine of them were very potent proteasome inhibitors, the best of which had an IC50 of 7 nM. A number of the peptido sulfonyl fluoride inhibitors were found to be highly selective for the beta 5 proteasome subunit.