2',4',5',7'-Tetrabromofluorescein(2-)

Base Information

• Chemical Name: 2',4',5',7'-Tetrabromofluorescein(2-)
• CAS No.: 548-26-5
• Molecular Formula: C₂₀H₆Br₄O₅*2Na
• Molecular Weight: 691.86
• Hs Code.: 32041200
• European Community (EC) Number: 611-203-4
• Wikidata: Q27123639
• Mol file: 548-26-5.mol

Synonyms:2-(2,4,5,7-tetrabromo-3-oxido-6-oxoxanthen-9-yl)benzoate;AMI-5 compound;arginine(lysine) N-methyltransferase inhibitor-5

Chemical Property of 2',4',5',7'-Tetrabromofluorescein(2-)

Chemical Property:

• Boiling Point: 682.3oC at 760 mmHg
• Flash Point: 366.5oC
• PSA: 75.99000
• Density: 2.41 g/cm3
• LogP: 6.71580
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: freely soluble
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 645.69077
• Heavy Atom Count: 29
• Complexity: 797

Purity/Quality:

99% ^*data from raw suppliers

Eosin Y ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 11-23/24/25-39/23/24/25-52/53-41-22-36-10:
• Hazard Codes: F,T,Xn,Xi:
• Statements: 68-36
• Safety Statements: 36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=C3C=C(C(=O)C(=C3OC4=C(C(=C(C=C24)Br)[O-])Br)Br)Br)C(=O)[O-]
• General Description: Acid Red 87 (Eosin Y) is a versatile fluorescent dye and photocatalyst, widely used in biochemical sensing and organic synthesis. In chemosensing, it demonstrates high selectivity for histidine when paired with a [CuII2(1)]4+ receptor, enabling off/on fluorescence detection. Additionally, it serves as an efficient organic photoredox catalyst in visible light-driven decarboxylative alkynylation reactions, facilitating the synthesis of aryl alkynes under mild, metal-free conditions. Its dual functionality highlights its importance in both analytical chemistry and synthetic applications.

Technology Process of 2',4',5',7'-Tetrabromofluorescein(2-)

There total 6 articles about 2',4',5',7'-Tetrabromofluorescein(2-) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 1.0%

(C6H4CH2NHCH2CH2NHCH2CH2NHCH2)2Cu2(C13H2Br4O3C6H4COO)(2+) + glycine (56-40-6,18875-39-3,25718-94-9) → (C6H4CH2NHCH2CH2NHCH2CH2NHCH2)2Cu2(H2NCH2COOH)(4+) + Eosin Y (548-26-5,602-47-1,17372-87-1)

Guidance literature:

titrn. at pH7; almost no restoration of fluorescence was observed upon the addn. of amino acid; fluorescence spectroscopy data;

DOI:10.1021/ja027110l

Reference yield:

L-alanin (56-41-7,25191-17-7,18875-37-1) + (C6H4CH2NHCH2CH2NHCH2CH2NHCH2)2Cu2(C13H2Br4O3C6H4COO)(2+) → (C6H4CH2NHCH2CH2NHCH2CH2NHCH2)2Cu2(CH3CH(NH2)COOH)(4+) + Eosin Y (548-26-5,602-47-1,17372-87-1)

Guidance literature:

titrn. at pH7; no restoration of fluorescence was observed upon the addn. of amino acid; fluorescence spectroscopy data;

DOI:10.1021/ja027110l

Reference yield:

(C6H4CH2NHCH2CH2NHCH2CH2NHCH2)2Cu2(C13H2Br4O3C6H4COO)(2+) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (C6H4CH2NHCH2CH2NHCH2CH2NHCH2)2Cu2(C6H5CH2CH(NH2)COOH)(4+) + Eosin Y (548-26-5,602-47-1,17372-87-1)

Guidance literature:

titrn. at pH7; no restoration of fluorescence was observed upon the addn. of amino acid; fluorescence spectroscopy data;

DOI:10.1021/ja027110l

upstream raw materials:

fluorescein free acid

glycine

L-alanin

L-phenylalanine

Downstream raw materials:

Eosin ethyl ester

Eosin ethyl ester monosodium salt

eosin y

Refernces

Designing the selectivity of the fluorescent detection of amino acids: A chemosensing ensemble for histidine

10.1021/ja027110l

This research aims to develop a novel off/on fluorescent chemosensor for the selective detection of histidine, an important amino acid in biochemistry and molecular biology. The study introduces a "chemosensing ensemble" approach, where a fluorescent indicator is bound to a receptor through noncovalent interactions, and the receptor quenches the indicator's fluorescence. When histidine is added, it displaces the indicator, restoring its fluorescence and signaling histidine's presence. The receptor used is the [CuII2(1)]4+ complex, which can interact with histidine's imidazole residue through CuII ions, providing selective recognition over other amino acids. The researchers tested three fluorescent indicators—coumarine 343, fluorescein, and eosine Y—with eosine Y showing the highest selectivity for histidine. The study concludes that the choice of fluorescent indicator is crucial for achieving selectivity in sensing, and the [CuII2(1)]4+/eosine Y ensemble provides the best discrimination of histidine from other amino acids. This work demonstrates a new strategy for designing selective fluorescent sensors for amino acids, which could have significant applications in biochemical analysis and molecular biology.

Visible Light-Catalyzed Decarboxylative Alkynylation of Arenediazonium Salts with Alkynyl Carboxylic Acids: Direct Access to Aryl Alkynes by Organic Photoredox Catalysis

10.1002/adsc.201900603

The research presents a method for synthesizing aryl alkynes through a photocatalytic decarboxylative alkynylation process. The study utilizes readily available aromatic diazonium salts as aryl radical sources and alkynyl carboxylic acids as coupling partners. The key chemicals involved include eosin Y as the photocatalyst, which plays a crucial role in the single electron transfer (SET) process to generate aryl radicals from the diazonium salts. The reaction is facilitated by the presence of an additive, such as acetoxybenziodoxole (BI-OAc), which aids in the decarboxylation step. The process is carried out under visible light irradiation, specifically using green LEDs, in a solvent like 1,2-dichloroethane (DCE) under nitrogen atmosphere. This method is notable for its mild, neutral, and transition metal-free reaction conditions, broad functional group tolerance, and the ability to produce a wide range of diversely functionalized aryl alkynes. The study highlights the efficiency and sustainability of the photocatalytic approach, as well as the potential for further functionalization of the synthesized compounds.