2044-85-1

Basic information

• Product Name: 2',7'-DICHLOROFLUORESCIN DIACETATE
• Synonyms: 2',7'-Dichlorofluorescein diacetat;Dichlorofluorescein diacetat;MFCD 37501;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one,3',6'-bis(acetyloxy)-2',7'-dichloro-;2',7'-Dichloro-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl diacetate;diacetyldichlorofluorescein;DCDHF DIACETATE;DIACETYLDICHLOROFLUORESCIN
• CAS NO: 2044-85-1
• Molecular Formula: C₂₄H₁₄Cl₂O₇
• Molecular Weight: 485.27
• Product Categories: Fluorescein and Derivatives;Fluorescent Labels;Fluorescent Probes, Labels, Particles and Stains
• Mol File: 2044-85-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 232-234 °C(lit.)
• Boiling Point: 657.913 °C at 760 mmHg
• Flash Point: >109℃
• Appearance: Colorless to off-white/Powder or Crystals
• Density: 1.592 g/cm³
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble
• BRN: 68488
• CAS DataBase Reference: 2',7'-DICHLOROFLUORESCIN DIACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',7'-DICHLOROFLUORESCIN DIACETATE(2044-85-1)
• EPA Substance Registry System: 2',7'-DICHLOROFLUORESCIN DIACETATE(2044-85-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-34-20/22
• Safety Statements: 26-36-45-36/37/39
• RIDADR: 1759
• WGK Germany: 3
• F: 3-8-10
• Hazardous Substances Data: 2044-85-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 2044-85-1 differently. You can refer to the following data:
1. Cell permeable, sensitive indicator of peroxynitrite formation. After hydrolysis of the diacetate groups by cytosolic esterases or base-catalyzed cleavage of the diacetate groups, DCDHF is oxidized by peroxynitrite yielding the highly fluorescent product
2. 2′,7′-Dichlorofluorescein diacetate may be used as a superior gas phase alternative to underivatized fluorescein and as a component/substrate of the 2′,7′-dichlorofluorescein diacetate assay to quantitate reactive oxygen species (ROS).

Upstream product

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

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 articles and documents

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.

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.