rhodamine 101 hydrazide | 1215562-03-0

• 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: rhodamine 101 hydrazide
• 英文别名: 2'-Aminospiro[3-oxa-9,23-diazaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4(15),5(28),13,18-hexaene-16,3'-isoindole]-1'-one
• CAS: 1215562-03-0
• 化学式: C₃₂H₃₂N₄O₂
• 分子量: 504.632
• InChiKey: KMBSNVKSTUWUTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  38
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  62
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-dimethylamino-phenyl)-propenal 、 rhodamine 101 hydrazide 以 乙醇 为溶剂， 反应 12.0h， 以58%的产率得到2'-[(E)-[(E)-3-[4-(dimethylamino)phenyl]prop-2-enylidene]amino]spiro[3-oxa-9,23-diazaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4(15),5(28),13,18-hexaene-16,3'-isoindole]-1'-one
  参考文献：
  名称：

  [EN] FLUORESCENT PROBES
  [FR] SONDES FLUORESCENTES

  摘要：

  本公开涉及公式I、II或III的化合物以及相同化合物的组合物，这些化合物是可逆的开关型或比色荧光铁传感器，可用于活细胞成像中的活性铁离子和其在亚细胞区域中的定量，以及与铁离子失衡相关疾病的治疗。

  公开号：

  WO2018151949A1
• 作为产物：
  描述：

  高氯酸罗丹明640 在 一水合肼 作用下， 以 甲醇 为溶剂， 以58.5 %的产率得到rhodamine 101 hydrazide
  参考文献：
  名称：

  用于一氧化碳体内荧光成像的无钯化学选择性探针

  摘要：

  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。

  DOI：

  10.1016/j.cclet.2023.109293

文献信息

• A new chemosensor based on rhodamine 101 hydrazone for Cu (II) in the red region
  作者：Puhui Xie、Fengqi Guo、Changshan Li、Yue Xiao

  DOI：10.1139/v11-111

  日期：2011.11

  A new chemosensor based on the spirolactam form of rhodamine 101 hydrazone (III) is found to exhibit a reversible colorimetric response toward Cu²⁺ in aqueous solutions in a selective, sensitive and rapid manner because of a formation of a Cu(II)-III complex. The dominating absorption maximum at 584 nm is uniquely red-shifted among rhodamine chemosensors toward Cu²⁺. The fluorescence of III can be detected in a low concentration of Cu²⁺. The results revealed that III is a good colorimetric sensor to Cu²⁺ in the red region.

  基于罗丹明101酰肼的螺内酰胺形式的新化学传感器（III）被发现在水溶液中对Cu²⁺表现出可逆的比色响应，因为形成了Cu(II)-III复合物。在584 nm处具有主导吸收峰，是罗丹明化学传感器中对Cu²⁺独特的红移。III的荧光可以在低浓度的Cu²⁺中检测到。结果表明III是对Cu²⁺在红光区域具有良好的比色传感器。
• A novel probe based on rhodamine 101 spirolactam and 2-(2′-hydroxy-5′-methylphenyl)benzothiazole moieties for three-in-one detection of paramagnetic Cu2+, Co2+ and Ni2+
  作者：Puhui Xie、Yanru Zhu、Xuewei Huang、Guangqin Gao、Fengli Wei、Fengqi Guo、Song Jiang、Caixia Wang

  DOI：10.1016/j.saa.2019.117171

  日期：2019.11

  A novel probe based on rhodamine 101 spirolactam and 2-(2'-hydroxy-5'-methylphenyl)benzothiazolemoieties (probe 1) was developed as a three-in-one platform for detection of paramagnetic Cu2+, Co2+ and Ni2+ through different processes. Ratiometric changes in emission intensities at 565 nm and 460 nm for 1 (lambda(ex) = 350nm) were observed in presence of Co2+, Cu2+ and Ni2+ respectively. This probe displayed ratiometric colorimetric responses and 'turn-on' fluorescence responses (lambda(ex) = 540nm) toward Cu2+ and Co2+. Whereas probe 1 exhibited very weak absorption around 480 nm, no 'turn-on' emission (lambda(ex)= 540 nm) in presence of Ni2+. The detection limits were 0.11 mu M and 0.17 mu M for Cu2+ and Co2+ ions respectively from ratiometric colorimetric measurements and 26 nM, 54 nM and 101 nMfor Cu2+, Co2+ and Ni2+ respectively from ratiometric fluorometric measurements. The excited-state intramolecular proton transfer (ESIPT)-prohibited coupled ring-open process for 1-Cu2+ (1-Co2+) and ESIPT-prohibited irreversible process for 1-Ni2+ were proposed according to the spectral results. Furthermore, probe 1 was utilized to determine Cu2+ and Co2+ in real-life samples with good recoveries. (C) 2019 Elsevier B.V. All rights reserved.
• FLUORESCENT PROBES
  申请人：University of Massachusetts

  公开号：US20220009940A1

  公开（公告）日：2022-01-13

  The present disclosure relates to compounds of Formula I, II, or III and compositions of the same, which are reversible off-on or ratiometric fluorescent iron sensors and are useful in live-cell imaging of labile iron ions and their quantification in subcellular compartments, as well as treatment of diseases associated with iron dyshomoestasis.