rhodamine B | 3375-25-5

• 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 B
• 英文别名: rhodamine B zwitterion；rhodamine B base；Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, inner salt；2-[3-(diethylamino)-6-diethylazaniumylidenexanthen-9-yl]benzoate
• CAS: 3375-25-5
• 化学式: C₂₈H₃₀N₂O₃
• 分子量: 442.558
• InChiKey: CVAVMIODJQHEEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  rhodamine B 在 红霉素 作用下， 以 二甲基亚砜 为溶剂， 生成 溶剂红 49
  参考文献：
  名称：

  红霉素作为超分子受体

  摘要：

  当将红霉素A（E）添加到溶解在氯仿，二恶烷或DMSO中的若丹明B碱（Z）的溶液中时，颜色立即消失，这种作用归因于Z和E之间形成的Host-Guest配合物，随后是Z的快速内酯化

  DOI：

  10.1016/s0040-4039(00)86665-4
• 作为产物：
  描述：

  rhodamine B selenolactone 在 silver nitrate 作用下， 以 1,4-二氧六环 为溶剂， 生成 rhodamine B
  参考文献：
  名称：

  Imaging Different Interactions of Mercury and Silver with Live Cells by a Designed Fluorescence Probe Rhodamine B Selenolactone

  摘要：

  Rhodamine B selenolactone has been designed, synthesized, and characterized as a new fluorescent probe for imaging both Hg2+ and Ag+ in live cells to better understand their distinct toxicities to organisms. The probe is designed based on the fact that selenium has a strong affinity for mercury and silver, and is constructed by Incorporating a Se atom into the spirocyclic structure of rhodamine. It exhibits a rapid and specific spectroscopic off-on response to Hg2+ and Ag` instead of other species, with detection limits of 23 nM Hg2+ and 52 nM Ag+. Moreover, the probe is membrane-permeable, and can react with Ag+ even in the presence of Cl- because of the higher affinity of Se than Cl- for Ag+, which makes it of potential use for imaging not only Hg2+ but also Ag+ in live cells. This applicability has been demonstrated by imaging Hg2+ and Ag+ in Hela cells. It is observed that the reaction of Ag+ with the probe insido the cells occurs much slower than that of Hg2+, which is ascribed to the high concentration of cellular chloride ions inhibiting the formation of sufficient free Ag+. The present finding is helpful to get an insight into the different interaction mechanism of Hg2+ and Ag+ with cells, and more applications of the probe may be expected for studying the behaviors of Hg2+ and Ag+ in various biosystems.

  DOI：

  10.1021/ic902192a
• 作为试剂：
  描述：

  potassium palladium(II) chloride 在 rhodamine B 、 sodium ascorbate 作用下， 反应 0.58h， 生成 palladium
  参考文献：
  名称：

  Hierarchically porous Pd nanospheres: facile synthesis and their application in HCOOH electrooxidation

  摘要：

  借助罗丹明B碱的帮助，我们非常容易地合成了高度电催化活性的分级多孔Pd纳米球。

  DOI：

  10.1039/c6cc03841g

文献信息

• A mild method for synthesizing carboxylic acids by oxidation of aldoximes using hypervalent iodine reagents
  作者：Akira Nakamura、Hodaka Kanou、Junki Tanaka、Akira Imamiya、Tomohiro Maegawa、Yasuyoshi Miki

  DOI：10.1039/c7ob02858j

  日期：——

  A mild oxidation method for the conversion of aldoximes to carboxylic acids was developed mediated by hypervalent iodine reagents. This method covers a wide range of functionalized aldoximes and proceeds under mild conditions, utilizing PhI(OH)OTs as an oxidant.

  由高价碘试剂介导了温和的氧化方法将醛肟转化为羧酸。该方法涵盖了广泛的功能化醛肟，并在温和条件下利用PhI（OH）OTs作为氧化剂进行。
• An unprecedented strategy for selective and sensitive fluorescence detection of nitric oxide based on its reaction with a selenide
  作者：Chengdong Sun、Wen Shi、Yanchao Song、Wei Chen、Huimin Ma

  DOI：10.1039/c1cc12174j

  日期：——

  A new strategy that utilizes the interaction between NO and a selenide is reported for fluorescence detection of NO, in which rhodamine B selenolactone serves as a model selenide.

  报道了一种利用NO与硒化物之间相互作用的新策略，用于实现NO的荧光检测，其中罗丹明B硒代内酯作为硒化物的模型。
• Pressure Effects on Equilibrium between Lactone and Zwitterion Forms of Rhodamine B in Primary Alcohols
  作者：Yoshimi Sueishi、Yukie Sugiyama、Shunzo Yamamoto、Norio Nishimura

  DOI：10.1246/bcsj.67.572

  日期：1994.2

  The equilibrium between lactone and zwitterion forms of Rhodamine B was studied in primary alcohols and at high pressures. The effects of solvent polarity and pressure on the equilibrium constant were examined by using a Kirkwood-type equation.

  在伯醇和高压下研究了罗丹明 B 的内酯和两性离子形式之间的平衡。溶剂极性和压力对平衡常数的影响通过使用柯克伍德型方程进行检查。
• Activation of fluorescence of lactone forms of rhodamine dyes by photodehydrogenation of aryl(hetaryl)pyrazolines
  作者：V. F. Traven、S. M. Dolotov、I. V. Ivanov

  DOI：10.1007/s11172-016-1365-4

  日期：2016.3

  fluorescence of rhodamine group dyes. The effect of solvent on two consecutive reactions, photodehydrogenation of pyrazoline and lactone ring opening of the dye was studied. An increase in solvent polarity leads to an increase in the rate of both reactions by different degrees. The systems under study are believed to be promising for the formation of recording media for multilayer optical file type disks of ultrahigh

  芳基（杂芳基）吡唑啉是有效的酸光发生器，提供罗丹明基染料荧光的不可逆光化学活化。研究了溶剂对吡唑啉光脱氢和染料内酯开环两个连续反应的影响。溶剂极性的增加导致两种反应速率不同程度的增加。所研究的系统被认为有望用于形成具有荧光读出的超高数据存储容量的多层光学文件类型盘的记录介质。
• A novel approach using plant embryos for green synthesis of silver nanoparticles as antibacterial and catalytic agent
  作者：Minh-Trong Tran、Linh-Phuong Nguyen、Dinh-Truong Nguyen、T. Le Cam-Huong、Chi-Hien Dang、Tran Thi Kim Chi、Thanh-Danh Nguyen

  DOI：10.1007/s11164-021-04548-x

  日期：2021.11

  The plant extract has been used extensively for biosynthesis of noble metallic nanoparticles due to cost efficiency and simple technology. However, influence of plant growth condition can induce changes in composition and content of bioactive compounds, leading to difficulty in reproducing the metallic nanoparticles. In this work, we first utilized the plant embryos (Panax vietnamensis embryos—PVE)

  由于成本效益和技术简单，植物提取物已被广泛用于贵金属纳米粒子的生物合成。然而，植物生长条件的影响会导致生物活性化合物的组成和含量发生变化，导致金属纳米颗粒的再生困难。在这项工作中，我们首先利用植物胚胎（Panax vietnamensis在实验室条件下培养的胚胎 - PVE）作为合成银纳米粒子 (AgNPs) 的生物来源。这种方法可以减少植物中生物活性成分的不必要变化。优化 AgNPs 的形成以提供最好的胶体溶液。使用包括X射线衍射(XRD)、透射电子显微镜(TEM)、选区电子衍射(SAED)、傅里叶变换红外光谱(FTIR)和热性能在内的分析技术表征理化性质。结晶 AgNPs 的尺寸在 3-20 nm 范围内确定，平均尺寸为 10 nm。研究了应用的抗菌和催化作用。生物合成的 AgNPs 对枯草芽孢杆菌表现出很高的抗菌活性，金黄色葡萄球菌和大肠杆菌。研究了 PVE-AgNPs 在还原邻、间