[2-[2-[2-[Bis(carboxymethyl)amino]-5-methylphenoxy]ethoxy]-4-[3,7-bis(dimethylamino)-5,5-dimethylbenzo[b][1]benzosilin-10-ylidene]cyclohexa-2,5-dien-1-ylidene]-bis(carboxymethyl)azanium | 1329676-47-2

• 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: [2-[2-[2-[Bis(carboxymethyl)amino]-5-methylphenoxy]ethoxy]-4-[3,7-bis(dimethylamino)-5,5-dimethylbenzo[b][1]benzosilin-10-ylidene]cyclohexa-2,5-dien-1-ylidene]-bis(carboxymethyl)azanium
• CAS: 1329676-47-2
• 化学式: C₄₂H₄₉N₄O₁₀Si
• 分子量: 797.957
• InChiKey: AXBWVUNXLHXTJM-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  57
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  180
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  溴甲基乙酸酯 、 [2-[2-[2-[Bis(carboxymethyl)amino]-5-methylphenoxy]ethoxy]-4-[3,7-bis(dimethylamino)-5,5-dimethylbenzo[b][1]benzosilin-10-ylidene]cyclohexa-2,5-dien-1-ylidene]-bis(carboxymethyl)azanium 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以40%的产率得到Bis[2-(acetyloxymethoxy)-2-oxoethyl]-[2-[2-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]-5-methylphenoxy]ethoxy]-4-[3,7-bis(dimethylamino)-5,5-dimethylbenzo[b][1]benzosilin-10-ylidene]cyclohexa-2,5-dien-1-ylidene]azanium
  参考文献：
  名称：

  Development of a Far-Red to Near-Infrared Fluorescence Probe for Calcium Ion and its Application to Multicolor Neuronal Imaging

  摘要：

  To improve optical imaging of Ca2+ and to make available a distinct color window for multicolor imaging, we designed and synthesized CaSiR-1, a far-red to near-infrared fluorescence probe for Ca2+, using Si-rhodamine (SiR) as the fluorophore and the well-known Ca2+ chelator BAPTA. This wavelength region is advantageous, affording higher tissue penetration, lower background autofluorescence, and lower phototoxicity in comparison with the UV to visible range. CaSiR-1 has a high fluorescence off/on ratio of over 1000. We demonstrate its usefulness for multicolor fluorescence imaging of action potentials (visualized as increases in intracellular Ca2+) in brain slices loaded with sulforhodamine 101 (red color; specific for astrocytes) that were prepared from transgenic mice in which some neurons expressed green fluorescent protein.

  DOI：

  10.1021/ja205809h
• 作为产物：
  描述：

  3,7-bis(dimethylamino)-5,5-dimethyldibenzo[b,e]silin-10(5H)-one 、 N-[2-[2-[2-[双[2-(1,1-二甲基乙氧基)-2-氧代乙基]氨基]-5-溴苯氧基]乙氧基]-4-甲基苯基]-n-[2-(1,1-二甲基乙氧基)-2-氧代乙基]-甘氨酸叔丁酯 在 仲丁基锂 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 0.25h， 以10%的产率得到[2-[2-[2-[Bis(carboxymethyl)amino]-5-methylphenoxy]ethoxy]-4-[3,7-bis(dimethylamino)-5,5-dimethylbenzo[b][1]benzosilin-10-ylidene]cyclohexa-2,5-dien-1-ylidene]-bis(carboxymethyl)azanium
  参考文献：
  名称：

  Development of a Far-Red to Near-Infrared Fluorescence Probe for Calcium Ion and its Application to Multicolor Neuronal Imaging

  摘要：

  To improve optical imaging of Ca2+ and to make available a distinct color window for multicolor imaging, we designed and synthesized CaSiR-1, a far-red to near-infrared fluorescence probe for Ca2+, using Si-rhodamine (SiR) as the fluorophore and the well-known Ca2+ chelator BAPTA. This wavelength region is advantageous, affording higher tissue penetration, lower background autofluorescence, and lower phototoxicity in comparison with the UV to visible range. CaSiR-1 has a high fluorescence off/on ratio of over 1000. We demonstrate its usefulness for multicolor fluorescence imaging of action potentials (visualized as increases in intracellular Ca2+) in brain slices loaded with sulforhodamine 101 (red color; specific for astrocytes) that were prepared from transgenic mice in which some neurons expressed green fluorescent protein.

  DOI：

  10.1021/ja205809h