60151-27-1

Basic information

• Product Name: 2-DIMETHYLAMINONAPHTHALENE-6-SULFONYL CHLORIDE
• Synonyms: 2-DIMETHYLAMINONAPHTHALENE-6-SULFONYL CHLORIDE
• CAS NO: 60151-27-1
• Molecular Formula: C12H12ClNO2S
• Molecular Weight: 269.75
• Mol File: 60151-27-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 434 °C at 760 mmHg
• Flash Point: 216.3 °C
• Appearance: /
• Density: 1.361 g/cm³
• Vapor Pressure: 9.82E-08mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 2-DIMETHYLAMINONAPHTHALENE-6-SULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-DIMETHYLAMINONAPHTHALENE-6-SULFONYL CHLORIDE(60151-27-1)
• EPA Substance Registry System: 2-DIMETHYLAMINONAPHTHALENE-6-SULFONYL CHLORIDE(60151-27-1)

Safety Data

• Hazardous Substances Data: 60151-27-1(Hazardous Substances Data)

Usage

General Description

2-DIMETHYLAMINONAPHTHALENE-6-SULFONYL CHLORIDE, also known as dansyl chloride, is a chemical compound commonly used as a labeling reagent for proteins and peptides. It has a naphthalene sulfonate group and a dimethylamino group, giving it the ability to react with amino or hydroxyl groups in biological molecules to form stable fluorescent derivatives. Dansyl chloride is utilized in various biochemical and analytical applications, including protein and peptide labeling, fluorescence microscopy, and high-performance liquid chromatography (HPLC). It is a versatile and widely-used chemical reagent in the field of biochemistry and molecular biology.

InChI:InChI=1/C12H12ClNO2S/c1-14(2)11-5-3-10-8-12(17(13,15)16)6-4-9(10)7-11/h3-8H,1-2H3

Upstream product

• 34322-51-5 6-(dimethylamino)naphthalene-2-sulfonic acid 

Relevant articles and documents

A Vinyl Sulfone-Based Fluorogenic Probe Capable of Selective Labeling of PHGDH in Live Mammalian Cells

Chemical probes are powerful tools for interrogating small molecule-target interactions. With additional fluorescence Turn-ON functionality, such probes might enable direct measurements of target engagement in live mammalian cells. DNS-pE (and its terminal alkyne-containing version DNS-pE2) is the first small molecule that can selectively label endogenous 3-phosphoglycerate dehydrogenase (PHGDH) from various mammalian cells. Endowed with an electrophilic vinyl sulfone moiety that possesses fluorescence-quenching properties, DNS-pE/DNS-pE2 became highly fluorescent only upon irreversible covalent modification of PHGDH. With an inhibitory property (in vitro Ki=7.4 μm) comparable to that of known PHGDH inhibitors, our probes thus offer a promising approach to simultaneously image endogenous PHGDH activities and study its target engagement in live-cell settings.

2,6-dansyl azide as a fluorescent probe for hydrogen sulfide

A second-generation sulfonyl azide-based fluorescent probe, 2,6-DNS-Az, has been developed for the quantitative detection of H2S in aqueous media such as phosphate buffer and bovine serum. Compare to the first-generation 1,5-DNS-Az probe, this probe shows both high sensitivity in phosphate buffer without the need for addition of surfactant and selectivity for sulfide over other anions and biomolecules, and thus can be used as a useful tool for detection of H2S in the biological system.