8-(4,5-diamino-2-methylphenyl)-2,6-diethoxycarbonyl-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene | 1449427-87-5

• 英文名称: 8-(4,5-diamino-2-methylphenyl)-2,6-diethoxycarbonyl-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
• CAS: 1449427-87-5
• 化学式: C₂₆H₃₁BF₂N₄O₄
• 分子量: 512.364
• InChiKey: DXQBBELMCLOHDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  8-(4,5-diamino-2-methylphenyl)-2,6-diethoxycarbonyl-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene 、 丙酮醛 以 甲醇 为溶剂， 生成 8-(2,7-dimethylquinoxalin-6-yl)-2,6-diethoxycarbonyl-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene 、 8-(3,7-dimethylquinoxalin-6-yl)-2,6-diethoxycarbonyl-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  A “Turn-On” Fluorescent Sensor for Methylglyoxal

  摘要：

  Methylglyoxal (MGO), a dicarbonyl metabolite produced by all living cells, has been associated with a number of human diseases. However, studies of the role(s) MGO plays biologically have been handicapped by a lack of direct methods for its monitoring and detection. To address this limitation, we have developed a fluorescent sensor (methyl diaminobenzene-BODIPY, or "MBo") that can detect MGO under physiological conditions. We show that MBo is selective for MGO over other biologically relevant dicarbonyls and is suitable for detecting MGO in complex environments, including that of living cells. In addition, we demonstrate MBo's utility in estimating plasma concentrations of MGO. The results reported herein have the potential to advance both clinical and basic science research and practice.

  DOI：

  10.1021/ja406077j
• 作为产物：
  描述：

  6-(4-amino-2-methyl-5-nitrophenyl)-4,4’-diethoxycarbonyl-3,3’,5,5’-tetramethylpyrromethene 在 盐酸 、 tin(II) chloride dihdyrate 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 3.92h， 生成 8-(4,5-diamino-2-methylphenyl)-2,6-diethoxycarbonyl-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  A “Turn-On” Fluorescent Sensor for Methylglyoxal

  摘要：

  Methylglyoxal (MGO), a dicarbonyl metabolite produced by all living cells, has been associated with a number of human diseases. However, studies of the role(s) MGO plays biologically have been handicapped by a lack of direct methods for its monitoring and detection. To address this limitation, we have developed a fluorescent sensor (methyl diaminobenzene-BODIPY, or "MBo") that can detect MGO under physiological conditions. We show that MBo is selective for MGO over other biologically relevant dicarbonyls and is suitable for detecting MGO in complex environments, including that of living cells. In addition, we demonstrate MBo's utility in estimating plasma concentrations of MGO. The results reported herein have the potential to advance both clinical and basic science research and practice.

  DOI：

  10.1021/ja406077j