CM-269 | 1114969-83-3

• 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: CM-269
• 英文别名: (4S)-2-[6-[[(2S)-3-carboxy-2-[[(4S,7S)-7-(isoquinoline-1-carbonylamino)-6,10-dioxo-2,3,4,7,8,9-hexahydro-1H-pyridazino[1,2-a]diazepine-4-carbonyl]amino]propanoyl]amino]-1,3-benzothiazol-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid
• CAS: 1114969-83-3
• 化学式: C₃₅H₃₂N₈O₉S₂
• 分子量: 772.819
• InChiKey: XJZQSYWKBMUXBT-XQUALCHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  54
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  294
• 氢给体数：
  5
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  CM-269 在 1,4-dithio-D,L-threitol 、 recombinant human caspase-1 、 Prionex 、 magnesium sulfate 、 5’-三磷酸腺苷 、 calcium chloride 作用下， 以 二甲基亚砜 为溶剂， 生成 aminoluciferin
  参考文献：
  名称：

  Selective and Sensitive Monitoring of Caspase-1 Activity by a Novel Bioluminescent Activity-Based Probe

  摘要：

  The role of caspase-1 in inflammation has been studied intensely over recent years. However, the research of caspase-1 has remained difficult mainly due to the lack of sensitive and selective tools to monitor not only its abundance but also its activity. Here we present a bioluminescent activity-based probe (ABP) for caspase-1, developed by the Reverse Design concept, where chemically optimized protease inhibitors are turned into selective substrate ABPs. The probe exhibits excellent selectivity for caspase-1 and similar to 1000-fold increase in sensitivity compared to available fluorogenic peptidic caspase-1 substrates. Moreover, we have been able to monitor and quantify specific caspase-1 activity directly in cell lysates. The activity correlated well with processing of prointerleukin-1 beta and prointerleukin-18 in phorbol 12-myristate 13-acetate (PMA)-stimulated cells. A detectable caspase-1 activity was present also in nonstimulated cells, consistent with processing of constitutively expressed prointerleukin-18.

  DOI：

  10.1016/j.chembiol.2010.07.011

文献信息

• CASPASE IMAGING PROBES
  申请人：WENDT Karl-Ulrich

  公开号：US20100303728A1

  公开（公告）日：2010-12-02

  The present invention relates to molecular probes of formula (I) L1-R1-L} n -A-CO—NH—R2-L2  (I) as defined herein that allow for the observation of the catalytic activity of a selected caspase in in vitro assays, in cells or in multicellular organisms, a method for their preparation and the use thereof.