rhodamine B

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: rhodamine B
• 英文别名: 2-[6-(diethylamino)-3-(diethylazaniumyl)-3H-xanthen-9-yl]benzoate
• 化学式: C₂₈H₃₂N₂O₃
• 分子量: 444.574
• InChiKey: NGKLMUAXNCHXCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  53
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  rhodamine B 在 sodium hydroxide 、 三氯氧磷 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 生成 C.I.颜料紫1
  参考文献：
  名称：

  Activity-Based Proteome Profiling of Potential Cellular Targets of Orlistat − An FDA-Approved Drug with Anti-Tumor Activities

  摘要：

  Orlistat, or tetrahydrolipstatin (THL), is an FDA-approved antiobesity drug with potential antitumor activities. Cellular off-targets and potential side effects of Orlistat in cancer therapies, however, have not been extensively explored thus far. In this study, we report the total of synthesis of THL-like protein-reactive probes, in which extremely conservative modifications (i.e., an alkyne handle) were introduced in the parental THL structure to maintain the native biological properties of Orlistat, while providing the necessary functionality for target identification via the bio-orthogonal click chemistry. With these natural productlike, cell-permeable probes, we were able to demonstrate, for the first time, this chemical proteomic approach is suitable for the identification of previously unknown cellular targets of Orlistat. In addition to the expected fatty acid synthase (FAS), we identified a total of eight new targets, some of which were further validated by experiments including Western blotting, recombinant protein expression, and site-directed mutagenesis. Our findings have important implications in the consideration of Orlistat as a potential anticancer drug at its early stages of development for cancer therapy. Our strategy should be broadly useful for off-target identification against quite a number of existing drugs and/or candidates, which are also covalent modifiers of their biological targets.

  DOI：

  10.1021/ja907716f
• 作为产物：
  描述：

  罗丹明B 在 sodium tetrahydroborate 、 水 作用下， 生成 rhodamine B
  参考文献：
  名称：

  基于未修饰的金纳米颗粒的催化反应进行砷的超灵敏即时检验†

  摘要：

  如今，迫切需要开发一种快速，现场测定环境样品中有毒砷的方法。在这里，我们提出了一种比色法，用于使用未修饰的金纳米粒子（Au NPs）进行砷的超灵敏即时检验。该系统基于若丹明B（RhB）和硼氢化钠（NaBH 4）之间的Au NP催化的氧化还原反应，这会导致反应溶液变色。麻生太郎2 -显着抑制Au NPs的催化活性，因此可以通过比色法进行定量。该方法显示出高灵敏度，检出限为0.64 ppb，低于世界卫生组织建议的饮用水中砷的阈值。它还显示了在其他干扰离子中的高选择性。使用这种方法分析了日常生活中的样品，结果与从标准电感耦合等离子体质谱法获得的结果一致。

  DOI：

  10.1039/c8nj03259a

文献信息

• Revisiting the complexation between DNA and polyethylenimine – when and where –S–S– linked PEI is cleaved inside the cell
  作者：Yongzheng Ma、Chi Wu

  DOI：10.1039/c4tb00031e

  日期：——

  As a non-viral gene vector, long PEI chains are more effective but also more cytotoxic. To solve this problem, people have tried to use disulfide (–S–S–) to link short PEI chains into a long one to generate highly efficient and less cytotoxic gene vectors because –S–S– is degradable inside the cell. In order to investigate when and where –S–S– is cleaved during intracellular trafficking, we designed and synthesized rhodamine B labeled linear PEI chains (Mn ≈ 3 kg mol−1) with one end modified with a mercapto-group so that they can be coupled together via one disulfide bond in the middle and one rhodamine B molecule on each side of the disulfide bond, where fluorescence is self-quenched because two rhodamine B molecules are closely linked together. The cleavage of the –S–S– bond separates the two rhodamine B molecules and enhances their fluorescent intensity. In addition, plasmid DNA was also modified with bodipy, a FRET donor of rhodamine B. Using this specially prepared PEI, we studied the intracellular trafficking of the PEI/DNA polyplexes by using flow cytometry and confocal laser scanning microscopy. Our results reveal that (1) DNA is gradually dissociated from the polyplex before the disulfide bond's cleavage; (2) some of polyplexes escaped from endosomes before reaching lysosomes; and (3) the disulfide bonds are mainly cleaved inside lysosomes at ∼5 h post-transfection.

  作为非病毒基因载体，长PEI链更有效，但细胞毒性也更大。为了解决这个问题，人们尝试用二硫化物（âSâSâ）将短聚乙烯醇链连接成长聚乙烯醇链，以产生高效且细胞毒性较低的基因载体，因为âSâSâ在细胞内可以降解。为了研究âSâSâ在细胞内迁移过程中何时何地被裂解，我们设计并合成了罗丹明B标记的线性PEI链（Mnâ 3 kg molâ1），其一端用巯基修饰，这样它们就可以通过中间的一个二硫键和二硫键两侧的一个罗丹明B分子耦合在一起，由于两个罗丹明B分子紧密连接在一起，荧光就会自淬。二硫键的裂解将两个罗丹明 B 分子分开，并增强了它们的荧光强度。此外，我们还用罗丹明 B 的 FRET 供体 bodipy 修饰了质粒 DNA。利用这种特殊制备的 PEI，我们使用流式细胞仪和激光共聚焦扫描显微镜研究了 PEI/DNA 多聚体在细胞内的迁移。结果表明：（1）DNA在二硫键裂解前逐渐从多聚体中解离；（2）部分多聚体在到达溶酶体前从内体逸出；（3）二硫键主要在转染后§¼5 h在溶酶体内裂解。
• POLYMERIC DYES
  申请人：Cremer Christian

  公开号：US20100192312A1

  公开（公告）日：2010-08-05

  A highly crosslinked polysiloxane dye comprising at least 10 Si atoms, including at least one moiety of the formula (I) whose open Si-bonds each are linked to an oxygen atom and open O-bond is linked to a silicon atom in the rest of the polysiloxane, and wherein T is a direct bond or an organic spacer group such as C 1 -C 18 alkylene, C 2 -C 12 alkenylene, C 5 -C 10 cycloalkylene, C 5 -C 10 arylene, —C 5 -C 10 arylene-(C 1 -C 10 alkylene)- each of which may be end-capped towards the linkage to Dye by CO, COO, NR 1 , CONR 1 , NR 1 CONR 1 , CS, CSS, CSNR 1 , NR 1 CSNR 1 , O, S, SO, SO 2 , C 5 -C 10 cycloalkylene, C 5 -C 10 arylene; or T is C 3 -C 18 alkylene interrupted, and optionally end-capped towards the linkage to Dye, by CO, COO, NR 1 , CONR 1 , NR 1 CONR 1 , CS, CSS, CSNR 1 , NR 1 CSNR 1 , O, S, SO, —SO 2 —, C 5 -C 10 cycloalkylene, C 5 -C 10 arylene; or is CO; (CH 2 CH 2 —O) 1-5 ; COO; N(R 1 ); CON(R 1 ); O; S; SO; SO 2 ; R 1 is hydrogen; unsubstituted or substituted, straight-chain or branched, monocyclic or polycyclic, interrupted or uninterrupted C 1 -C 14 alkyl; C 2 -C 14 alkenyl; C 6 -C 10 aryl; C 6 -C 10 aryl-C 1 -C 10 alkyl; or C 5 -C 10 alkyl(C 5 -C 10 aryl); and Dye is a residue of an organic dye, is useful for dyeing of organic materials, such as keratin-containing fibers, wool, leather, silk, cellulose or polyamides.

  一种高度交联的聚硅氧烷染料，包括至少10个硅原子，其中至少有一个公式（I）的基团，其开放的硅键分别与氧原子相连，开放的O键与聚硅氧烷中的硅原子相连，其中T是直接键或有机间隔基团，例如C1-C18烷基，C2-C12烯基，C5-C10环烷基，C5-C10芳基，-C5-C10芳基-(C1-C10烷基)-，每个基团都可以通过CO，COO，NR1，CONR1，NR1CONR1，CS，CSS，CSNR1，NR1CSNR1，O，S，SO，SO2，C5-C10环烷基，C5-C10芳基端盖连接到染料；或T是C3-C18烷基中断，并且可以通过CO，COO，NR1，CONR1，NR1CONR1，CS，CSS，CSNR1，NR1CSNR1，O，S，SO，-SO2-，C5-C10环烷基，C5-C10芳基端盖连接到染料；或是CO;（CH2CH2-O）1-5; COO; N（R1）; CON（R1）; O; S; SO; SO2; R1是氢; 未取代或取代的，直链或支链，单环或多环，中断或未中断的C1-C14烷基; C2-C14烯基; C6-C10芳基; C6-C10芳基-C1-C10烷基; 或C5-C10烷基（C5-C10芳基）;染料是有机染料的残基，用于有机材料的染色，例如角蛋白含量的纤维，羊毛，皮革，丝绸，纤维素或聚酰胺。
• Flüssigkristallbildschirm mit fluoreszierender Frontplatte
  申请人：Philips Corporate Intellectual Property GmbH

  公开号：EP1116988A2

  公开（公告）日：2001-07-18

  Flüssigkristallbildschirm, ausgerüstet mit einer Flüssigkristallschicht, zwei parallelen transparenten Substraten, die die Flüssigkristallschicht flankieren, einem Mittel zur Beeinflussung des Transmissionszustandes der Flüssigkristallschicht, einer blau-emittierenden Strahlungsquelle für Strahlung mit einer maximalen Emission bei einer Wellenlänge 400 < λ1 < 450 nm auf der Seite des ersten Substrates, und einer ersten Leuchtstoffschicht mit mindestens einem Leuchtstoff auf dem zweiten Substrat.

  一种液晶显示器，配备一个液晶层、两个平行的透明基板（位于液晶层两侧）、一个用于影响液晶层透射状态的装置、一个位于第一基板一侧、最大发射波长为 400 < λ1 < 450 nm 的蓝色辐射源，以及一个位于第二基板上、带有至少一个荧光粉的第一荧光粉层。
• Hydrotesting and mothballing composition and method of using combination products for multifunctional water treatment
  申请人：Clariant International, Ltd.

  公开号：US11013232B2

  公开（公告）日：2021-05-25

  This invention relates to a composition, comprising a) at least one quaternary ammonium compound of the formula (I) wherein R is a C5 to C21 aliphatic hydrocarbon group, X is an anionic counter ion, and Ra, Rb are selected from the group consisting of hydrogen, methyl, ethyl, allyl, propyl, butyl, phenyl or benzyl residues, b) ammonium bisulfite or sodium bisulfite, c) glutaraldehyde or THPS, and d) at least one organic dye.

  本发明涉及一种组合物，包括 a) 至少一种式（I）的季铵化合物，其中 R 是 C5 至 C21 脂肪族烃基，X 是阴离子，Ra、 Rb 选自氢、甲基、乙基、烯丙基、丙基、丁基、苯基或苄基残基组成的组， b) 亚硫酸氢铵或亚硫酸氢钠， c) 戊二醛或 THPS，以及 d) 至少一种有机染料。
• HYDROTESTING AND MOTHBALLING COMPOSITION AND METHOD OF USING COMBINATION PRODUCTS FOR MULTIFUNCTIONAL WATER TREATMENT
  申请人：Clariant International Ltd

  公开号：EP3134355B1

  公开（公告）日：2018-05-16