2044-85-1

Usage

Uses

Used in Cellular Biology and Oxidative Stress Research:
2',7'-DICHLOROFLUORESCIN DIACETATE is used as a fluorescent probe for detecting peroxynitrite formation in cells. This application is crucial for understanding the role of reactive nitrogen species in various biological processes and diseases.
Used in Reactive Oxygen Species (ROS) Quantification:
2',7'-DICHLOROFLUORESCIN DIACETATE is used as a component/substrate of the 2',7'-dichlorofluorescein diacetate assay to quantitate reactive oxygen species (ROS). This assay is essential for studying oxidative stress and its implications in various pathological conditions.
Used in Environmental and Analytical Chemistry:
2',7'-DICHLOROFLUORESCIN DIACETATE may be used as a superior gas phase alternative to underivatized fluorescein. This application allows for the sensitive detection and quantification of peroxynitrite and other reactive species in environmental and analytical chemistry settings.

Upstream product

• 76-54-0 2',7'-dichlorofluorescein 
• 75-36-5 acetyl chloride 
• 95-88-5 4-Chlororesorcinol 

Downstream Products

• 1068-57-1 acetic acid hydrazide 
• 18362-80-6 2,7-dichlorofluorescein 
• 4091-99-0 2-(3,6-diacetyloxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid 
• 76-54-0 2',7'-dichlorofluorescein 

Relevant academic research and scientific papers

Electronic and Steric Optimization of Fluorogenic Probes for Biomolecular Imaging

Fluorogenic probes are invaluable tools for spatiotemporal investigations within live cells. In common fluorogenic probes, the intrinsic fluorescence of a small-molecule fluorophore is masked by esterification until entry into a cell, where endogenous esterases catalyze the hydrolysis of the masking groups, generating fluorescence. The susceptibility of masking groups to spontaneous hydrolysis is a major limitation of these probes. Previous attempts to address this problem have incorporated auto-immolative linkers at the cost of atom economy and synthetic adversity. Here, we report on a linker-free strategy that employs adventitious electronic and steric interactions in easy-to-synthesize probes. We find that X···C = O n→π? interactions and acyl group size are optimized in 2′,7′-dichlorofluorescein diisobutyrate. This probe is relatively stable to spontaneous hydrolysis but is a highly reactive substrate for esterases both in vitro and in cellulo, yielding a bright, photostable fluorophore with utility in biomolecular imaging.

Dual signaling of hydrazine by selective deprotection of dichlorofluorescein and resorufin acetates

The highly selective chemosignaling behaviors for hydrazine by a reaction-based probe of dichlorofluorescein and resorufin acetates were investigated. Hydrazinolysis of latent dichlorofluorescein and resorufin acetate fluorochromes caused prominent chromogenic and fluorescent turn-on type signals. The probes selectively detected hydrazine in the presence of commonly encountered metal ions and anions as background. Dichlorofluorescein and resorufin acetates selectively detected hydrazine with detection limits of 9.0 × 10-8 M and 8.2 × 10-7 M, respectively. Furthermore, hydrazine was selectively detected over other closely related compounds, such as hydroxylamine, ethylenediamine, and ammonia. As a possible application of the acetate probes, hydrazine signaling in tap water was tested. The Royal Society of Chemistry 2013.

TUMOR NECROSIS FACTOR INHIBITORS

The present invention is directed to compounds that are allosteric inhibitors of tumor necrosis factor receptor I, compositions comprising such compounds, and methods of using such compounds and compositions thereof in the treatment of TNF-α mediated conditions.

Reactive derivatives of bapta used to make ion-selective chelators

The invention relates to fluorescent and/or reactive derivatives of 1,2-bis-(2-aminophenoxyethane)-N,N,N',N'-tetraacetic acid (BAPTA) according to the formula: STR1 where at least one of W and X is a functional group, with or without a spacer, that terminates in an alcohol or phenol, a thiol, a haloacetamide, an alkyl halide, an amine or aniline, a carboxylic acid, an anhydride, an isocyanate, an isothiocyanate, a maleimide, or an activated ester. The BAPTA-like molecule may be further substituted, one or more times, by additional functional groups with or without spacers or by CH3, NO2, CF3, F, Cl, Br, I, or carboxylic acid derivatives or pharmaceutically acceptable salts thereof, or by indolyl or benzofuran fluorophores. The functional groups allow for subsequent covalent attachment of one or more oxygen heterocycle fluorophores (e.g. fluorescein, coumarin, rhodamine); or polymolecular assemblies (e.g. gel and resin polymers, polysaccharides, polypeptides, nucleic acids, and liposomes); or combinations thereof.