tert-butyl 1-(8-(4-(dimethylamino)phenyl)-1,2-dimethyl-7-oxopyrano[3,2-e]indol-3(7H)-yl)-3,6,9,12-tetraoxapentadecan-15-oate | 1291090-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl 1-(8-(4-(dimethylamino)phenyl)-1,2-dimethyl-7-oxopyrano[3,2-e]indol-3(7H)-yl)-3,6,9,12-tetraoxapentadecan-15-oate
• CAS: 1291090-35-1
• 化学式: C₃₆H₄₈N₂O₈
• 分子量: 636.786
• InChiKey: MEUZEFQPQHXRHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  46.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101.6
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 1-(8-(4-(dimethylamino)phenyl)-1,2-dimethyl-7-oxopyrano[3,2-e]indol-3(7H)-yl)-3,6,9,12-tetraoxapentadecan-15-oate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到1-(8-(4-(dimethylamino)phenyl)-1,2-dimethyl-7-oxopyrano[3,2-e]indol-3(7H)-yl)-3,6,9,12-tetraoxapentadecan-15-oic acid
  参考文献：
  名称：

  Syntheses and characterizations of novel pyrrolocoumarin probes for SNAP-tag labeling technology

  摘要：

  SNAP-tag technology is a revolutionary protein labeling technology employing in various biological studies. Since low signal/noise ratio and severe overlap between the FRET donors/acceptors often occurred in applying present fluorescent probes and thus limited the further applications, development of new fluorescent probes with excellent fluorescent properties is still of request by today's SNAP-tag technology. In this paper, a number of SNAP-tag protein probes have been developed by incorporating a novel pyrrolocoumarin fluorophore recently developed by our group. Examination of these novel synthetic compounds shows all these materials possess satisfactory fluorescent properties. Among these, probe 7 exhibits the most excellent characters, and its quantum yield, maximum emission wavelength and Stocks shift reach to 0.44, 534 nm and 112 nm, respectively. Further analysis of structure-property relationship indicates that the probes with a longer C3-substituted alkyl (such as pentyl) give stronger fluorescence. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.075
• 作为产物：
  描述：

  丙烯酸叔丁酯 在 咪唑 、 碘 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 20.5h， 生成 tert-butyl 1-(8-(4-(dimethylamino)phenyl)-1,2-dimethyl-7-oxopyrano[3,2-e]indol-3(7H)-yl)-3,6,9,12-tetraoxapentadecan-15-oate
  参考文献：
  名称：

  Syntheses and characterizations of novel pyrrolocoumarin probes for SNAP-tag labeling technology

  摘要：

  SNAP-tag technology is a revolutionary protein labeling technology employing in various biological studies. Since low signal/noise ratio and severe overlap between the FRET donors/acceptors often occurred in applying present fluorescent probes and thus limited the further applications, development of new fluorescent probes with excellent fluorescent properties is still of request by today's SNAP-tag technology. In this paper, a number of SNAP-tag protein probes have been developed by incorporating a novel pyrrolocoumarin fluorophore recently developed by our group. Examination of these novel synthetic compounds shows all these materials possess satisfactory fluorescent properties. Among these, probe 7 exhibits the most excellent characters, and its quantum yield, maximum emission wavelength and Stocks shift reach to 0.44, 534 nm and 112 nm, respectively. Further analysis of structure-property relationship indicates that the probes with a longer C3-substituted alkyl (such as pentyl) give stronger fluorescence. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.075