56512-49-3

Usage

Uses

Used in Pharmaceutical and Biomedical Research:
DABSYL CHLORIDE is used as a derivatization agent for the qualitative and quantitative identification of amino acids and the determination of N-terminal amino acids. It is particularly useful for the detection of primary and secondary amines by HPLC, as it allows for the identification of these compounds even at low concentrations.
Used in Chromatographic Analysis:
DABSYL CHLORIDE is used as a derivatization agent for the determination of primary and secondary amines by HPLC. Its derivatives typically absorb UV radiation between the range of 436-460 nm, making it a preferred method for derivatization due to its simplicity, high stability, reproducibility, and the best resolution of the analytes.

Upstream product

• 547-58-0 methyl orange 
• 502-02-3 methyl orange 

Downstream Products

• 72720-17-3 4-(4-Dimethylamino-phenylazo)-N-propyl-benzenesulfonamide 
• 146303-63-1 4-(4-Dimethylamino-phenylazo)-benzenesulfonic acid 3,4-dimethyl-phenyl ester 
• 72720-25-3 {[4-(4-Dimethylamino-phenylazo)-benzenesulfonyl]-methyl-amino}-acetic acid 
• 146303-64-2 4-(4-Dimethylamino-phenylazo)-benzenesulfonic acid 2-chloro-phenyl ester 
• 146303-78-8 1,6-dihydroxynaphthalene didabsylate 
• 146303-77-7 methyl 2,4-dihydroxybenzoate didabsylate ester acid 
• 72720-20-8 4-(4-Dimethylamino-phenylazo)-N,N-diphenyl-benzenesulfonamide 
• 72720-19-5 4-(4-(dimethylamino)diazenyl)-N,N-dimethylbenzenesulfonamide 
• 72728-21-3 4-(4-Dimethylamino-phenylazo)-N,N-diethyl-benzenesulfonamide 
• 72720-18-4 N-Butyl-4-(4-dimethylamino-phenylazo)-benzenesulfonamide 
• 146303-73-3 hydroquinone monodabsylate 
• 146303-74-4 hydroquinone didabsylate 
• 72720-24-2 4-(4-Dimethylamino-phenylazo)-N-methyl-N-phenyl-benzenesulfonamide 
• 146303-70-0 4-(4-Dimethylamino-phenylazo)-benzenesulfonic acid 2-nitro-phenyl ester 

Relevant academic research and scientific papers

A highly selective “Turn On” fluorescent probe based on FRET mechanism for hydrogen sulfide detection in living cells

A novel class of fluorescent “turn on” probe based on the fluorescence resonance energy transfer (FRET) approach was designed, and successfully synthesized for the detection of hydrogen sulfide (H2S) both in vitro and in vivo. This new H2S responsive fluorescent probe was developed based on the basis of the dabsyl and fluorescein FRET system. In the presence of H2S, a fluorescence enhancement was markedly observed mainly due to the inhibition of the FRET process. This probe could quantitatively measure the level of H2S with the detection limit of 0.02 μM. Cell imaging results demonstrated the potential applicability of a dabsylfluorescein probe for H2S detection in living cells.

Fast and Tight Boronate Formation for Click Bioorthogonal Conjugation

A new click bioorthogonal reaction system was devised to enable the fast ligation (kON≈340 m-1 s-1) of conjugatable derivatives of a rigid cyclic diol (nopoldiol) and a carefully optimized boronic acid partner, 2-methyl-5-carboxymethylphenylboronic acid. Using NMR and fluorescence spectroscopy studies, the corresponding boronates were found to form reversibly within minutes at low micromolar concentration in water, providing submicromolar equilibrium constant (Keq≈105-106 m-1). Efficient protein conjugation under physiological conditions was demonstrated with model proteins thioredoxin and albumin, and characterized by mass spectrometry and gel electrophoresis.

PRODUCTION, PROPERTIES, AND MASS-SPECTROMETRIC INVESTIGATION OF THE DABSYLATES OF PHENOLS

The reaction of monohydric and dihydric phenols and phloroglucinol with 4'-(dimethylamino)azobenzene-4-sulfonyl chloride (dabsyl chloride) leads to the respective mono-, di-, and triabsylates of the phenols.Their structures were confirmed by IR, PMR, and mass spectrometry.A scheme is proposed for the dissociation of the phenol dabsylates under electron impact.The transformation of the phenols into the derivatives by reaction with dabsyl chloride is recommended for highly sensitive and selective determination of the individual phenols by high-performance liquid chromat ography with spectrophotometric detection and for spectrophotometric determination of total phenol content.

Determination of phenols as their dabsylates by high-performance liquid chromatography

We show that the monohydric and the dihydric phenols, and also the trihydric phloroglucinol, easily react with 4'-(dimethylamino)azobenzene-4-sulphonyl chloride (dabsyl chloride) to give stable mono-, di-, and tridabsylates respectively, which are strongly light-absorbing in the visible region of the spectrum.It is established that the phenol dabsylates can be separated by normal- and by reverse-phase high-performance liquid chromatography; the limit of detection of monohydric phenol dabsylates with liquid chromatography is 1-2 ng, or a few picomoles.