(2R,3S)-N1-((3S,15S)-15-(4-benzoylbenzyl)-2,2-dimethyl-4,13,16,27,30,41-hexaoxo-45-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-8,11,20,23,34,37-hexaoxa-5,14,17,26,31,40-hexaazapentatetracontan-3-yl)-N4,3-dihydroxy-2-isobutylsuccinamide | 1357346-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: (2R,3S)-N1-((3S,15S)-15-(4-benzoylbenzyl)-2,2-dimethyl-4,13,16,27,30,41-hexaoxo-45-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-8,11,20,23,34,37-hexaoxa-5,14,17,26,31,40-hexaazapentatetracontan-3-yl)-N4,3-dihydroxy-2-isobutylsuccinamide
• CAS: 1357346-99-6
• 化学式: C₆₂H₉₆N₁₀O₁₈S
• 分子量: 1301.57
• InChiKey: MLKPBCGZSCPRGP-TUVHNLAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  91.0
• 可旋转键数：
  47.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  386.84
• 氢给体数：
  12.0
• 氢受体数：
  19.0

反应信息

• 作为产物：
  描述：

  (2R,3S)-N1-((25S,37S)-1-amino-25-(4-benzoylbenzyl)-38,38-dimethyl-10,13,24,27,36-pentaoxo-3,6,17,20,29,32-hexaoxa-9,14,23,26,35-pentaazanonatriacontan-37-yl)-N4,3-dihydroxy-2-isobutylsuccinamide 、 D-生物素 在 (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以15%的产率得到(2R,3S)-N1-((3S,15S)-15-(4-benzoylbenzyl)-2,2-dimethyl-4,13,16,27,30,41-hexaoxo-45-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-8,11,20,23,34,37-hexaoxa-5,14,17,26,31,40-hexaazapentatetracontan-3-yl)-N4,3-dihydroxy-2-isobutylsuccinamide
  参考文献：
  名称：

  Labeling and enrichment of Arabidopsis thaliana matrix metalloproteases using an active-site directed, marimastat-based photoreactive probe

  摘要：

  Matrix metalloproteases (MMPs) are secreted or membrane-bound zinc-containing proteases that play diverse roles in development and immunity in plants and in tissue remodeling in animals. We developed a photoreactive probe based on the MMP inhibitor marimastat, conjugated to a 4-azidotetrafluorobenzoyl moiety as photoreactive group and biotin as detection or sorting function. The probe labels At2-MMP, At4-MMP, At5-MMP, and likely other plant MMPs in leaf extracts, as shown by transient At-MMP expression in Nicotiana benthamiana, protein blot, and LC-MS/MS analysis. This MMP probe is a valuable tool to study the post-translational status of MMPs during plant immunity and other MMP-regulated processes. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2011.06.068