高氯酸罗丹明640 | 72102-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 高氯酸罗丹明640
• 英文名称: Rhodamine 101 perchlorate
• 英文别名: rhodamine 640 perchlorate；rhodamine 640；Rhodamine 101；2-(3-Oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)benzoate;perchloric acid
• CAS: 72102-91-1
• 化学式: C₃₂H₃₁N₂O₃*ClO₄
• 分子量: 591.06
• InChiKey: DJWWHVKRLDNDJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.94
• 重原子数：
  42
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  8

ADMET

毒理性

• 副作用

高铁血红蛋白血症 - 血液中高铁血红蛋白含量增加；该化合物被归类为继发性毒性效应。

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

反应信息

• 作为反应物：
  描述：

  高氯酸罗丹明640 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 rhodamine 640 acid chloride
  参考文献：
  名称：

  New rhodamine dimer probes for mercury detection via color changes and enhancement of the fluorescence emission: Fast recognition in cellulose supported devices

  摘要：

  Two rhodamine dimer compounds exhibiting high selectivity and sensitivity for Hg2+ over other metal cations have been studied in absolute ethanol solution. Increase in the absorption and emission signals with a color change from colorless to pink were observed in both cases. Recognition of Hg2+ with both compounds in the gas phase was also explored. Immobilization of the rhodamine probes in cellulose supported systems to evaluate their efficiency on the fast detection of Hg2+ in aqueous phase was also reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.09.019
• 作为产物：
  描述：

  苯酐 、 8-羟基久洛里定 在 zinc(II) chloride 、 sodium hydroxide 作用下， 以 melt 为溶剂， 以19.1 %的产率得到高氯酸罗丹明640
  参考文献：
  名称：

  深入探讨罗丹明染料的光稳定性与分子结构之间的关系

  摘要：

  阐明罗丹明染料的光稳定性和分子结构之间的内在关系仍然具有挑战性。在此，我们研究了三种罗丹明染料RhB、Rh101和Rh101-ME在水和20%EtOH-H 2 O溶液中在525 nm LED光照射下的光稳定性。RhB的光稳定性远高于Rh 101和Rh101-ME，表明N-连接烷基与呫吨之间形成刚性环会显着降低罗丹明染料的光稳定性，而苯环上羧基的酯化可以提高其光稳定性。光稳定性。EPR分析和自由基捕获实验证明，1 O 2是导致染料降解的最重要的活性氧，Rh101和Rh101-ME比RhB具有更高的1 O 2和·OH生成率。循环伏安测试表明，N-连接烷基与呫吨之间形成刚性环可以降低RhB的氧化电位，从而降低其光稳定性。理论计算表明，Rh101和Rh101-ME基态较高的HOMO能级和较低的单重态-三重态能隙是导致其光稳定性低于RhB的主要因素。

  DOI：

  10.1016/j.tet.2023.133664

文献信息

• Multichromophoric COO-BODIPYs: an advantageous design for the development of energy transfer and electron transfer systems
  作者：César Ray、Christopher Schad、Edurne Avellanal-Zaballa、Florencio Moreno、Beatriz L. Maroto、Jorge Bañuelos、Inmaculada García-Moreno、Santiago de la Moya

  DOI：10.1039/d0cc04902f

  日期：——

  highlighted as cutting edge scaffolds for easy access to a new generation of multichromophoric architectures with enhanced (photo)chemical stability, showing either boosted capability for excitation energy transfer, glow fluorescence and laser emission, or photoinduced electron transfer. The new finding paves the way for the rapid development of smarter organic dyes for advancing photonics and optoelectronics

  COO-BODIPYs是最前沿的支架，可以轻松进入具有增强的（光）化学稳定性的新一代多发色体系结构，显示出增强的激发能转移，发光荧光和激光发射或光致电子转移能力。这一新发现为快速发展光子学和光电子学的更智能的有机染料铺平了道路。
• Palladium-free chemoselective probe for in vivo fluorescence imaging of carbon monoxide
  作者：Gongcheng Ma、Qihang Ding、Yuding Zhang、Yue Wang、Jingjing Xiang、Mingle Li、Qi Zhao、Saipeng Huang、Ping Gong、Jong Seung Kim

  DOI：10.1016/j.cclet.2023.109293

  日期：2023.11

  turn-on fluorescence (FL) probe that has been meticulously designed for highly sensitive, swift and selective imaging of CO. The NFCOP response occurred rapidly with CO, within just 10 s, and the calculated detection limit for CO was determined to be 0.32 µmol/L. Further investigations conducted at the cellular level and demonstrated that NFCOP possesses high sensitivity and selectivity for imaging CO.

  一氧化碳 (CO) 是一种重要的细胞内气体信使，以其细胞保护和稳态特性而闻名。它在无数的生物过程中发挥着关键作用。因此，CO的精确检测对于揭示复杂的病理机制和推进疾病诊断的发展至关重要。我们在此介绍 NFCOP，这是一种最先进的近红外 (NIR) 开启荧光 (FL) 探针，经过精心设计，可对 CO 进行高灵敏度、快速和选择性成像。 NFCOP 响应与 CO 快速发生，在短短 10 s 内，计算得出的 CO 检测限为 0.32 µmol/L。在细胞水平上进行的进一步研究表明，NFCOP 对 CO 成像具有高灵敏度和选择性。
• Synthesis of new bifluorophoric probes adapted to studies of donor-donor electronic energy transfer in lipid systems
  作者：Irina V Grechishnikova、Lennart B.-Å Johansson、Julian G Molotkovsky

  DOI：10.1016/0009-3084(96)02537-6

  日期：1996.6

  A series of bifluorophoric fluorescent probes with identical pairs of chromophores have been synthesized. The fluorophores are 9-anthryl, 3-perylenyl and rhodamine 101, and they are separated by a long rigid (bisteroid) or flexible (dotriacontane) diol spacer. The probes are designed for studies of intra- and intermolecular electronic energy transfer in lipid systems such as model and biological membranes. They are shown to incorporate in phosphatidylcholine vesicles with an hitherto unknown orientation.
• Photophysics of the Lactone Form of Rhodamine 101
  作者：Jerzy Karpiuk、Zbigniew R. Grabowski、Frans C. De Schryver

  DOI：10.1021/j100064a001

  日期：1994.3

  The photophysics of the lactone form of the rhodamine 101 has been investigated in nonpolar and polar aprotic solvents. A single broad luminescence band in nonpolar or weakly polar solvents is observed from a charge-transfer (CT) state (with the dipole moment of almost-equal-to 26 D) produced in the electron-transfer reaction in the excited state. In more polar solvents a second fluorescence band appears, revealing the dissociation of the C-O lactone bond. The excited singlet state of the zwitterion (Z) is formed. Temperature-dependent measurements show that the zwitterion form is produced in all solvents; it is, however, quenched in less polar media. It has been found that the quantum efficiency of population of the Z form in the excited singlet state does not depend on the solvent and equals 0.23 +/- 0.03, which indicates purely intramolecular control of the branching into CT and zwitterion excited states. The excited state reaction in frozen solvents led to intense phosphorescence from a low lying (pi,pi*) triplet state of the Z form. The ratio of fluorescence to phosphorescence intensities of the zwitterion (1:3) in rigid glass implies a supposition that the Z form is created in singlet and triplet states according to their spin statistical factors. The results of this work force us to verify the existing views on the spectroscopy of rhodamines and the role of the solvent in photophysics of these molecules. The observed intramolecular quenching of zwitterions has been ascribed to deactivation to a higher triplet, most probably of (n,pi*) nature. We suspect this mechanism to be responsible for the thermally activated nonradiative process in rhodamines. The lack of phosphorescence of rhodamine 101 in protic solvents is explained by an increase of energy of the 3(n,pi*) state, presumably due to the hydrogen bonding. The data do not support the transition to the TICT state as a mechanism of thermally activated quenching of rhodamines.
• ELECTRO-SPUN FIBERS AND APPLICATIONS THEREFORE
  申请人：Olesik Susan V.

  公开号：US20110214487A1

  公开（公告）日：2011-09-08

  A supported nanofiber medium useful for segregating chemical species is provided by selecting a polymer, selecting a substrate; and electrospinning the polymer to form a nanofiber medium on the supporting substrate. When the substrate is a planar surface, the nanofiber medium will be a mat suitable for conducting chromatographic separation. When the substrate is a filament, the nanofiber medium is an annular mat suitable for solid phase microextraction. The nanofiber media formed may be selectively cross-linked and at least partially carbonized to carbon nanofibers. The nanofiber medium is supported on the substrate without the use of binder material.