5282-89-3

Basic information

• Product Name: Dansyl-ethanolaMine
• Synonyms: Dansyl-ethanolaMine
• CAS NO: 5282-89-3
• Molecular Formula: C₁₄H₁₈N₂O₃S
• Molecular Weight: 294.36932
• Product Categories: Amines, Aromatics, Fluorescent Labels & Indicators, Sulfur & Selenium Compounds
• Mol File: 5282-89-3.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility: Chloroform, Methanol
• CAS DataBase Reference: Dansyl-ethanolaMine(CAS DataBase Reference)
• NIST Chemistry Reference: Dansyl-ethanolaMine(5282-89-3)
• EPA Substance Registry System: Dansyl-ethanolaMine(5282-89-3)

Safety Data

• Hazardous Substances Data: 5282-89-3(Hazardous Substances Data)

Usage

Description

Dansyl-ethanolaMine, also known as Dansyl-ethanolamine (E676500), is a fluorescently labeled ethanolamine derivative that plays a significant role in the pharmaceutical industry. It is widely utilized in the preparation of various pharmaceutical compounds and inhibitors, showcasing its versatility and importance in drug development.

Uses

Used in Pharmaceutical Compounds and Inhibitors:
Dansyl-ethanolaMine is used as a key component in the synthesis of pharmaceutical compounds and inhibitors, particularly those with potent antitumor activity. Its unique fluorescent properties allow for easy tracking and monitoring of these compounds during research and development.
Used in Antitumor Compounds:
Dansyl-ethanolaMine is used as a building block for the synthesis of substituted carboxamides, which have demonstrated significant antitumor activity. These compounds have the potential to be developed into effective treatments for various types of cancer.
Used in Anti-plasmodial Agents:
Dansyl-ethanolaMine is also utilized in the synthesis of aminoquinolones, which exhibit anti-plasmodial activity. These agents are crucial in the development of treatments for malaria, a disease that affects millions of people worldwide.

Upstream product

• 605-65-2 5-(dimethylamino)naphth-1-ylsulfonyl chloride 
• 141-43-5 ethanolamine 

Downstream Products

• 1041865-45-5 (S)-2-[1-(dimethylamino)naphthalene-5-sulfonamido]ethyl 2-[(2S,3R)-3-(tert-butoxycarbonylamino)-2-hydroxy-4-phenylbutanamido]-4-methylpentanoate 
• 35060-08-3 dansylethylenediamine 
• 5354-61-0 5-(dimethylamino)-N-(2-sulfanylethyl)naphthalene-1-sulfonamide 
• 64307-60-4 2-(5-(dimethylamino)naphthalene-1-sulfonamido)ethyl 4-methylbenzenesulfonate 

Relevant articles and documents

Aptamer-based enantioselective competitive binding assay for the trace enantiomer detection

The development of highly enantioselective assays and sensors has received much attention for the determination of enantiomeric impurities at a low level. For chiral compounds, the efficient monitoring of the in selection procedure has allowed the isolation of nucleic acid aptamers which are able to strongly discriminate the target enantiomers. In this paper, we demonstrated for the first time that an aptamer can be successfully used to design a highly enantioselective tool for the trace enantiomer detection. The aptamer-based stereoselective assay was developed using an affinity capillary electrophoresis-based competitive, homogeneous format and an on-capillary mixing approach. Detection of as low as 0.01% of the minor enantiomer in a nonracemic mixture can be achieved, in a short analysis time (5 min).

Powerful probes for glycosidases: Novel, fluorescently tagged glycosidase inhibitors

1-Amino-1,2,5-trideoxy-2,5-imino-D-mannitol was fluorescently tagged by reaction with dansyl chloride at N-1 or by attachment of a dansyl amide bearing spacer to this centre. Compounds obtained are highly potent inhibitors of β-glucosidase exhibiting Ki values in the single figure nanomolar range. The 1-N-dansyl substituted inhibitor was successfully exploited for binding studies with β-glucosidase from Agrobacterium sp. employing fluorescence spectrometric methods.

Synthesis and photophysical properties of fluorophore-labeled abscisic acid

The 8'-benzophenone, 8'-dansylhydrazone, 3'-S-(2-ethyldansylamide), and 3'-S-acetamidofluorescein derivatives of the plant hormone abscisic acid (ABA) have been synthesized for use in photoaffinity labeling (the benzophenone derivative) or fluorescence pr

Structure-guided synthesis of a protein-based fluorescent sensor for alkyl halides

Alkyl halides are potentially mutagenic carcinogens. However, no efficient fluorescent sensor for alkyl halide detection in human-derived samples has been developed to date. Herein, we report a new protein-based fluorescent sensor for alkyl halides. Analysis of the HaloTag holo-crystal structure with its covalently attached ligand revealed an unexpected cavity, allowing for the design of a new fluorogenic ligand. This ligand showed the highest fluorescence response (300-fold) and fastest binding kinetics (t1/2 150 s) to a HaloTag mutant (M175P) protein. This protein-based sensor system was effectively used to detect alkyl halides in human serum and monitor real-time protein alkylation.

A novel synthetic strategy for monosubstituted cyclodextrin derivatives

A first solid phase approach to obtain monosubstituted CD conjugates to different labels has been developed. A new solid support has been designed to get a variety of C-6 monofunctionalized CDs (α, β, MeβCD and HPβCD) covalently linked through a phosphodi