10-(dimethylamino)-3-hydroxy-spiro[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one | 131071-73-3

• 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: 10-(dimethylamino)-3-hydroxy-spiro[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one
• 英文别名: seminaphthorhodafluor；SNARF；10'-(Dimethylamino)-3'-hydroxyspiro[2-benzofuran-3,7'-benzo[c]xanthene]-1-one
• CAS: 131071-73-3
• 化学式: C₂₆H₁₉NO₄
• 分子量: 409.441
• InChiKey: HHTNRTRRQFEQRI-UHFFFAOYSA-N

物化性质

• 沸点：
  678.9±55.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  10-(dimethylamino)-3-hydroxy-spiro[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以65%的产率得到3'-[Tert-butyl(diphenyl)silyl]oxy-10'-(dimethylamino)spiro[2-benzofuran-3,7'-benzo[c]xanthene]-1-one
  参考文献：
  名称：

  Self-Assembled Fluorescent Nanoprobe for the Detection of Fluoride Ions in Aqueous Solutions

  摘要：

  基于自组装半萘霍达氟 (SNARF) 衍生物 (SNARF-OTBDPS) 设计了一种荧光纳米探针，用于检测水溶液中存在的氟离子。 SNARF-OTBDPS 中的叔丁基二苯基甲硅烷基 (TBDPS) 基团通过形成自组装簇而表现出良好的抗水解稳定性，并对水溶液中的氟离子保持良好的选择性。

  DOI：

  10.1246/bcsj.20140303
• 作为产物：
  描述：

  10-(dimethylamino)-3-[(4-nitrophenyl)methoxy]-spiro-[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one 在 nicotinamide adenine dinucleotide phosphate 、 Escherichia coli nitroreductase 作用下， 生成 10-(dimethylamino)-3-hydroxy-spiro[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one
  参考文献：
  名称：

  Design of a bioreductively-activated fluorescent pH probe for tumor hypoxia imaging

  摘要：

  We have designed and evaluated UTX-12 as a novel fluorescent pH probe for tumor hypoxia imaging. UTX-12 consists of a p-nitro benzyl moiety, which is a latent hypoxia-selective leaving group activated by nitro reduction, directly linked to SNARF. Although UTX-12 itself is colorless and non-fluorescent in aqueous solution, nitro reduction triggers the release of SNARF which has well-characterized long wavelength absorption and fluorescence that is sensitive to pH. The resultant SNARF, released intracellularly by enzymatic reduction of UTX-12, allows measurement of pH by pH-dependent dual emission shifts. UTX-12 showed clear differences in fluorescence behavior between hypoxic and aerobic conditions in liver microsomes and inside V79 cells. These data are confirmation that UTX-12 is biologically reduced inside tumor cells and the released SNARF should monitor intracellular pH of tumor cells selectively with reduced background signal. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.037

文献信息

• A newly designed cell-permeable SNARF derivative as an effective intracellular pH indicator
  作者：Eiji Nakata、Yoshihiro Yukimachi、Yoshijiro Nazumi、Yoshihiro Uto、Hiroshi Maezawa、Toshihiro Hashimoto、Yasuko Okamoto、Hitoshi Hori

  DOI：10.1039/c003167d

  日期：——

  We have successfully developed a new cell-permeable SNARF derivative that is activated inside the cell by ester hydrolysis and is notable for having reduced background fluorescence.

  我们成功开发出了一种新型细胞渗透性 SNARF 衍生物，它在细胞内通过酯水解激活，并显著降低了背景荧光。
• A novel strategy to design latent ratiometric fluorescent pH probes based on self-assembled SNARF derivatives
  作者：Eiji Nakata、Yoshihiro Yukimachi、Yoshijiro Nazumi、Maki Uwate、Hideaki Maseda、Yoshihiro Uto、Toshihiro Hashimoto、Yasuko Okamoto、Hitoshi Hori、Takashi Morii

  DOI：10.1039/c3ra43928c

  日期：——

  SNARF-OBn(OAc) as a latent ratiometric fluorescent pH probe for floating cells. Furthermore, to directly visualize the state of self-assembled SNARF derivatives for investigating the mechanism of their cellular uptake, SNARF-Dan was rationally designed and applied for cellular imaging. Through the cellular application of SNARF-Dan, it was suggested that the self-assembled SNARF derivatives were introduced into

  在这项研究中，我们描述了一种合理的设计策略，可以在水性条件下从自组装的半萘并氟（SNARF）衍生物开发潜在的比例式荧光pH探针。对具有受保护酚基的SNARF衍生物的特征进行分析，可以根据Hansch-Fujita疏水参数对插入作为SNARF-OH酚保护基的取代基进行分类，以对组装态和单体态之间的阈值进行分类。酯酶活化的潜伏比例荧光pH探针SNARF-OBn（OAc）的特点是在可调谐的小分子聚集和分解中的应用。在酯酶处理之前，SNARF-OBn（OAc）形成自组装的簇，不发出荧光。酯酶处理后观察到显着的荧光，因为SNARF-OBn（OAc）的自组装簇以SNARF-OH单体的形式扩散，这证明了SNARF-OBn（OAc）在细胞内的应用作为潜在比例荧光荧光pH探针。此外，为了直接可视化自组装SNARF衍生物的状态以研究其细胞摄取的机制，合理设计了SNARF-Dan并将其应用于细胞成像。通过SNA
• Emulsion for robust sensing of gases
  申请人：Terumo Cardiovascular Systems Corporation

  公开号：EP1054257A2

  公开（公告）日：2000-11-22

  The present invention provides an optical fluorescence based sensor for measuring the concentration of a gas (e.g., CO2 or ammonia) in a medium such as blood which has superior dry web sensor performance, enhanced sensor consistency for transparent sensor calibration, improved autoclave stability and rapid rehydration of the sensor. In a preferred embodiment, the sensors of the present invention comprise microcompartments of an aqueous phase having a pH sensitive indicator component and a nonionic amphipathic surfactant within a hydrophobic barrier phase comprising a plurality of dispersed hydrophobic particles.

  本发明提供了一种基于光学荧光的传感器，用于测量血液等介质中气体（如二氧化碳或氨）的浓度，该传感器具有优异的干网传感器性能，增强了传感器的一致性以实现透明的传感器校准，提高了高压灭菌稳定性，并能快速重新水化传感器。在一个优选的实施方案中，本发明的传感器包括水相的微区，水相中有 pH 敏感指示剂成分和非离子两性表面活性剂，水相中有疏水屏障相，疏水屏障相中有多个分散的疏水颗粒。
• [EN] CASSETTE FOR MEASURING PARAMETERS OF BLOOD<br/>[FR] CASSETTE POUR MESURER LES PARAMETRES SANGUINS
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：WO1998037801A1

  公开（公告）日：1998-09-03

  (EN) A cassette (12) useful for measuring one or more parameters of blood in, for example, a cardiopulmonary bypass circuit has a convex coupling (44) for releasable connection with a mating, concave coupling (202) of a measuring device (14). The coupling (44) of the cassette (12) includes flexible leg portions (46) that can be moved toward each other under the influence of finger pressure to detach the cassette (12) from the measuring device (14). Optionally, the cassette (12) includes a body (15a) carrying one or more sensors (28, 30, 32, 34), and also includes a casing (16a) that can be detached from the body (15a) when desired. A shunt circuit arrangement enables the cassette (12) to be connected to the bypass circuit either before or during a surgical procedure.(FR) Une cassette (12), utile pour mesurer un ou plusieurs paramètres sanguin dans, par exemple, un circuit de circulation extra-corporelle, comporte un élément d'accouplement convexe (44) qui peut être couplé libérable avec un élément d'accouplement concave correspondant (202) d'un dispositif de mesure (14). L'élément d'accouplement (44) de la cassette (12) comporte des parties pattes flexibles (46) qui peuvent se rapprocher sous l'influence de la pression d'un doigt, de façon à détacher la cassette (12) du dispositif de mesure (14). Eventuellement, la cassette (12) comprend un corps (15a) qui porte un ou plusieurs capteurs (28, 30, 32, 34), ainsi qu'une enveloppe (16a) qui peut être détachée du corps (15a) quand on le désire. Une structure circuit de dérivation permet de coupler la cassette (12) à la circulation extra-corporelle avant ou durant une intervention chirurgicale.

  一种用于在供体循环（例如，在冠心病 bypass手术中）测量血液参数的便携式装置（12），包括凸面连接器（44），它可以与测量设备（14）上的对应凹面连接器（202）分开连接。此装置（12）的连接器（44）包括可弯曲的腿部分（46），在施加手指压力下可以向彼此靠近以脱离装置（12）和测量设备（14）。此装置（12）可选地还包含一个承载一个或多个传感装置（28、30、32、34）的本体（15a），以及可从本体（15a）中拆卸的保护套（16a）。一个分流电路结构使其可以在手术前后或手术期间连接到供体循环。
• SENSOR WITH IMPROVED DRIFT STABILITY
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0731664A1

  公开（公告）日：1996-09-18