fluorescein bis(4-nitrobenzoate) | 1262883-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: fluorescein bis(4-nitrobenzoate)
• 英文别名: [6'-(4-Nitrobenzoyl)oxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 4-nitrobenzoate；[6'-(4-nitrobenzoyl)oxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 4-nitrobenzoate
• CAS: 1262883-60-2
• 化学式: C₃₄H₁₈N₂O₁₁
• 分子量: 630.524
• InChiKey: FPLBQPXCZUHGJK-UHFFFAOYSA-N

物化性质

• 熔点：
  178-180 °C(Solv: methanol (67-56-1))
• 沸点：
  858.9±65.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  47
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  180
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  fluorescein bis(4-nitrobenzoate) 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以60%的产率得到3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl bis(4-aminobenzoate)
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of a novel class of fluorescein-based N-glycosylamines

  摘要：

  A series of fluorescein-based N-glycosylamines was synthesized from the corresponding fluorescein amine and a partially protected D-glucose. The physiochemical investigation of these compounds by spectral and morphological studies reveals their gelation potential. The exclusive localization of fluorescence in the cytoplasm through cell imaging studies reveals the anti-cancer potentials of N-glycosylamines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.06.001
• 作为产物：
  描述：

  fluorescein free acid 、 对硝基苯甲酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以79%的产率得到fluorescein bis(4-nitrobenzoate)
  参考文献：
  名称：

  A Fluorescein-Based Colorimetric and Fluorescent Probe for Hydrazine and its Bioimaging in Live Cells

  摘要：

  开发了一种用于检测肼的开启式荧光探针（FN）。探针 FN 对肼具有高选择性和出色的灵敏度，检测限低至 4.6 × 10-10 M。探针 FN 在生理环境中会选择性地与肼 (N2H4) 发生反应，从而产生熄灭的荧光反应，同时颜色也会从无色变为黄色，从而可以通过肉眼对肼进行比色检测。此外，探针 FN 还成功应用于活体细胞中肼的可视化。

  DOI：

  10.1007/s10895-016-1961-6

文献信息

• Synthesis of fluorescein aromatic esters in the presence of P2O5/SiO2 as catalyst and their hydrolysis studies in the presence of lipase
  作者：Hossein Eshghi、Narges Mirzaie、Ahmad Asoodeh

  DOI：10.1016/j.dyepig.2010.09.013

  日期：2011.5

  A series of fluorescein aryl esters were synthesized by the esterification of fluorescein with carboxylic acids in the presence of P2O5/SiO2 and their hydrolytic properties were investigated. The rate of hydrolysis in the presence or absence of lipase, due to the increase of fluorescein concentration, was measured by monitoring of fluorescence of the solution and correlated with enzyme activity. In addition, the substitute effect on the aromatic ring of fluorescein esters was studied. In contrast to fluorescein diacetate or dibutyrate, fluorescein dibenzoate and fluorescein bis(4-methylbenzoate) were found to be better substrates for the fluorometric assay of lipase with the higher rate of hydrolysis and better K-m value, respectively. As little as 9.3 ng mL(-1) of lipase can be detected with fluorescein bis(4-methylbenzoate). (C) 2010 Elsevier Ltd. All rights reserved.
• Design, synthesis, and biological evaluation of a novel class of fluorescein-based N-glycosylamines
  作者：Mani Rajasekar、Sulaiman Mahaboob Khan、Sivasithamparam Niranjali Devaraj、Thangamuthu Mohan Das

  DOI：10.1016/j.carres.2011.06.001

  日期：2011.9

  A series of fluorescein-based N-glycosylamines was synthesized from the corresponding fluorescein amine and a partially protected D-glucose. The physiochemical investigation of these compounds by spectral and morphological studies reveals their gelation potential. The exclusive localization of fluorescence in the cytoplasm through cell imaging studies reveals the anti-cancer potentials of N-glycosylamines. (C) 2011 Elsevier Ltd. All rights reserved.
• A Fluorescein-Based Colorimetric and Fluorescent Probe for Hydrazine and its Bioimaging in Live Cells
  作者：Gongchun Li、Yongxiang Liu、Jianhua Song、Yong Ye

  DOI：10.1007/s10895-016-1961-6

  日期：2017.1

  A turn-on fluorescent probe (FN) for detection of hydrazine has been developed. Probe FN exhibited high selectivity and excellent sensitivity towards hydrazine with a detection limit as low as 4.6 × 10−10 M. Probe FN selectively reacts with hydrazine (N2H4) in a physiological environment, leading to an off-on fluorescence response along with the color change from colorless to yellow, allowing colorimetric detection of hydrazine by the naked eye. Furthermore, probe FN was successfully applied for visualizing hydrazine in living cells.

  开发了一种用于检测肼的开启式荧光探针（FN）。探针 FN 对肼具有高选择性和出色的灵敏度，检测限低至 4.6 × 10-10 M。探针 FN 在生理环境中会选择性地与肼 (N2H4) 发生反应，从而产生熄灭的荧光反应，同时颜色也会从无色变为黄色，从而可以通过肉眼对肼进行比色检测。此外，探针 FN 还成功应用于活体细胞中肼的可视化。