608136-11-4

Upstream product

• 110-85-0 piperazine 
• 81-88-9 rhodamine B 
• 1118784-85-2 rhodamine B 
• 1362851-21-5 rhodamine-N-piperazine-N-Boc 

Downstream Products

• 608136-12-5 rhodamine B 4-(3-carboxypropionyl)piperazine amide 
• 1309434-53-4 N-(6-(diethylamino)-9-(2-(4-(prop-2-yn-1-yl)piperazine-1-carbonyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium 
• 1604837-32-2 rhodamine B 3-(2-(2-(4-((di(prop-2-yn-1-yl)amino)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)-1-(piperazin-1-yl)propan-1-one 
• 1604837-35-5 rhodamine B 3-(4-((di(prop-2-yn-1-yl)amino)methyl)-1H-1,2,3-triazol-1-yl)-1-(piperazin-1-yl)propan-1-one 
• 1604837-30-0 rhodamine B 3-(2-(2-azidoethoxy)ethoxy)-1-(piperazin-1-yl)propan-1-one 
• 1604837-34-4 rhodamine B 3-azido-1-(piperazin-1-yl)propan-1-one 
• 1373502-25-0 C₃₉H₄₉N₈O₄⁽¹⁺⁾ 
• 608136-14-7 rhodamine B 4-(3-(succinimidooxycarbonyloxy)propyl)piperazine amide 
• 608136-13-6 rhodamine B 4-(3-hydroxypropyl)piperazine amide 

Relevant academic research and scientific papers

Photoactivatable Fluorescent Tags for Dual-Modality Positron Emission Tomography Optical Imaging

Fluorescent protein conjugates are vital tools in a wide range of scientific disciplines from basic biochemical research to applications in clinical pathology and intraoperative surgery. We report the synthesis and characterization of photoactivatable fluorophores (PhotoTags) based on the functionalization of coumarin, fluorescein, BODIPY, rhodamine B, and cyanine dyes with a photochemically active aryl azide group. Photochemical labeling experiments using human serum albumin produced fluorescent proteins in high yields under irradiation with ultraviolet light for ArN3─a photoactivatable compound that can be radiolabeled with 89Zr for applications in optical imaging and positron emission tomography. One-pot 89Zr-radiolabeling and light-induced protein conjugation produced [89Zr]ZrDFO-RhodB-PEG3-azepin-trastuzumab. Proof-of-concept studies in vitro and in vivo confirmed that [89Zr]ZrDFO-RhodB-PEG3-azepin-trastuzumab is a potential dual-modality agent for detecting human epidermal growth factor receptor 2 (HER2/neu) expression. Overall, the PhotoTag technology represents a rapid, synthetically versatile, and user-friendly approach for generating novel protein conjugates.

Cell-penetrating poly(disulfide)-based nanoquenchers (: Q CPDs) for self-monitoring of intracellular gene delivery

Monitoring gene delivery has significant benefits in gene therapy. Herein, we report a nanoquencher system by doping a FRET pair during nucleic acid-assisted cell penetrating poly(disulfide) (CPD) formation. Our results show that this strategy not only produces an efficient gene delivery polymer with minimal endolysosomal trapping, but also enables monitoring the release of the gene from the vehicle in live cells. This study further expanded the application of CPDs as promising tools in gene delivery.

Hydroxyl radical ratio type fluorescent probe as well as preparation method and application thereof

The invention relates to a novel fluorescence resonance energy transfer (FRET) probe Rho-Bob, which is constructed by connecting rhodamine B (Rho) with an N2O type benzopyrrole boron complex (Bobpy),and is used for OH ratio type fluorescence detection and imaging. Rho-Bob shows the characteristic of being sensitive to the hydrophilicity/hydrophobicity of the environment, and has excellent mitochondrial localization capability. Rho-Bob is successfully applied to intracellular .OH ratio type fluorescence imaging. The .OH can be generated by a Fenton reaction, and can also be generated by activation of intracellular drugs. The Rho-Bob probe has high selectivity and sensitivity to hydroxyl radicals, and the detection limit is as low as a nanomole level (680nM). According to the invention, .OHgenerated by artemisinin molecules in cell mitochondria is observed for the first time by using Rho-Bob, and endogenous hydroxyl radicals are found to exist in zebra fish gastrointestinal tracts (GI)under normal culture conditions for the first time. The invention not only provides the practical probe for .OH detection and imaging, but also provides an important thought for constructing novel ratiometric probes of other ROS.

Fluorescent Probes for Single-Step Detection and Proteomic Profiling of Histone Deacetylases

Histone deacetylases (HDACs) play important roles in regulating various physiological and pathological processes. Developing fluorescent probes capable of detecting HDAC activity can help further elucidate the roles of HDACs in biology. In this study, we first developed a set of activity-based fluorescent probes by incorporating the Kac residue and the O-NBD group. Upon enzymatic removal of the acetyl group in the Kac residue, the released free amine reacted intramolecularly with the O-NBD moiety, resulting in turn-on fluorescence. These designed probes are capable of detecting HDAC activity in a continuous fashion, thereby eliminating the extra step of fluorescence development. Remarkably, the amount of turn-on fluorescence can be as high as 50-fold, which is superior to the existing one-step HDAC fluorescent probes. Inhibition experiments further proved that the probes can serve as useful tools for screening HDAC inhibitors. Building on these results, we moved on and designed a dual-purpose fluorescent probe by introducing a diazirine photo-cross-linker into the probe. The resulting probe was not only capable of reporting enzymatic activity but also able to directly identify and capture the protein targets from the complex cellular environment. By combining a fluorometric method and in-gel fluorescence scanning technique, we found that epigenetic readers and erasers can be readily identified and differentiated using a single probe. This is not achievable with traditional photoaffinity probes. In light of the prominent properties and the diverse functions of this newly developed probe, we envision that it can provide a robust tool for functional analysis of HDACs and facilitate future drug discovery in epigenetics.

Docetaxel-Loaded Fluorescent Liquid-Crystalline Nanoparticles for Cancer Theranostics

Here, we describe a novel monoolein-based cubosome formulation engineered for possible theranostic applications in oncology. The Docetaxel-loaded nanoparticles were stabilized in water by a mixture of commercial Pluronic (poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) triblock copolymer) F108 (PF108) and rhodamine- and folate-conjugated PF108 so that the nanoparticles possess targeting, therapeutic, and imaging properties. Nanoparticles were investigated by DLS, cryo-TEM, and SAXS to confirm their structural features. The fluorescent emission characterization of the proposed formulation indicated that the rhodamine conjugated to the PF108 experiences an environment less polar than water (similar to chloroform), suggesting that the fluorescent fragment is buried within the poly(ethylene oxide) corona surrounding the nanoparticle. Furthermore, these nanoparticles were successfully used to image living HeLa cells and demonstrated a significant short-term (4 h incubation) cytotoxicity effect against these cancer cells. Furthermore, given their analogy as nanocarriers for molecules of pharmaceutical interest and to better stress the singularities of these bicontinuous cubic nanoparticles, we also quantitatively evaluated the differences between cubosomes and multilamellar liposomes in terms of surface area and hydrophobic volume.

New cytotoxic annonaceous acetogenin mimetics having a nitrogen- heterocyclic terminal and their application to cell imaging

A terminal unsaturated lactone or its equivalent is commonly believed to be essential for the cytotoxicity of natural annonaceous acetogenins and their artificial mimetics. In this work, we discovered a series of new cytotoxic ethylene glycol ether-contai

NOVEL PROBES AND TARGETING COMOUNDS FOR MITOCHONDRIA

The present invention provides novel compounds which are fluorescent and target the mitochondria and methods of using them.

Practical synthetic route to functionalized rhodamine dyes

(Matrix presented) An efficient method for the synthesis of functionalized rhodamine derivatives has been developed. Multigram quantities of these water-soluble fluorophores can be prepared from inexpensive precursors and purified without the use of chromatography. A series of protein-reactive functional groups has been installed through subsequent reactions, providing materials for biomolecule modification. For multicolor applications, a solid-phase purification strategy has been developed to afford rhodamine derivatives possessing a wide range of spectral properties.