23815-63-6

Basic information

• Product Name: S-(2,4-dinitrophenyl)cysteine
• Synonyms: cysteine, S-(2,4-dinitrophenyl)-; S-(2,4-Dinitrophenyl)cysteine
• CAS NO: 23815-63-6
• Molecular Formula: C₉H₉N₃O₆S
• Molecular Weight: 287.2493
• Mol File: 23815-63-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 497.7°C at 760 mmHg
• Flash Point: 254.8°C
• Density: 1.63g/cm³
• Vapor Pressure: 1.01E-10mmHg at 25°C
• Refractive Index: 1.673
• CAS DataBase Reference: S-(2,4-dinitrophenyl)cysteine(CAS DataBase Reference)
• NIST Chemistry Reference: S-(2,4-dinitrophenyl)cysteine(23815-63-6)
• EPA Substance Registry System: S-(2,4-dinitrophenyl)cysteine(23815-63-6)

Safety Data

• Hazardous Substances Data: 23815-63-6(Hazardous Substances Data)

Upstream product

• 52-90-4 L-Cysteine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 24104-92-5 O,O-diethyl O-(2,4-dinitrophenyl) thiophosphate 
• 54436-53-2 O,O-diethyl (2,4-dinitrophenyl) phosphate triester 
• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 
• 38225-88-6 N-phenyl-2,4-dinitro-benzenesulfonamide 
• 57620-22-1 N-benzyl-2,4-dinitro-benzenesulfonamide 
• 303755-57-9 N-(2-methoxyphenyl)-2,4-dinitrobenzenesulfonamide 
• 1380698-24-7 N-(2-(trifluoromethyl)benzyl)-2,4-dinitrobenzenesulfonamide 
• 1380698-22-5 N-(4-(trifluoromethyl)benzyl)-2,4-dinitrobenzenesulfonamide 
• 1380698-20-3 N-(4-chlorobenzyl)-2,4-dinitrobenzenesulfonamide 
• 1380698-40-7 N-benzyl, N-(2-phenylethyl) 2,4-dinitrophenylsulfonamide 
• 1380698-38-3 N-methyl, N-(2-phenylethyl) 2,4-dinitrophenylsulfonamide 
• 1380698-35-0 (N-benzyl,N-phenyl) 2,4-dinitrophenylsulfonamide 

Downstream Products

• 35749-09-8 N-(2,4-dinitrophenyl)-L-cysteine 

Relevant articles and documents

Reactivity and selectivity of the reaction of: O, O -diethyl 2,4-dinitrophenyl phosphate and thionophosphate with thiols of low molecular weight

A reactivity and selectivity study of O,O-diethyl 2,4-dinitrophenyl phosphate (1) and O,O-diethyl 2,4-dinitrophenyl thionophosphate (2) with a series of thiols of low molecular weight: N-acetyl cysteine (NAC), l-cysteine (Cys), homocysteine (Hcys), glutathione (GSH), and d-penicillamine (Pen) was conducted. Results show that (i) these nucleophiles only attack at the aromatic moiety of both triester derivatives, (ii) a kinetic control product by sulfhydryl attack of thiols was observed in the reactions of both triesters with Cys and Hcys, followed by an intramolecular amine attack leading to a thermodynamic control product. The kinetic study leads to the proposal of Meisenheimer complex formation and then proton transfer to the reaction media as the mechanism of these reactions.

A molecular design towards sulfonyl aza-BODIPY based NIR fluorescent and colorimetric probe for selective cysteine detection

Cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) are essential biothiols for cellular growth, metabolism, and maintenance of a biological system. Thus, the detection of biothiols is highly important for early diagnosis and evaluation of disease progression. In this article, a series of sulfonyl aza-BODIPYs was synthesized, characterized, and examined by1H-NMR,13C-NMR, crystallization, photophysical properties and DFT calculation. Among these structures, a fluorescent probe,BDP-1, exhibited selective detection of Cys among various biothiolsvianucleophilic aromatic substitution and typical size of Cys molecules.BDP-1showed color change and near-infrared (NIR) fluorescence enhancement after reaction with Cys to generateBDP-OH, confirmed by HRMS. The red shift of absorption wavelength showed a similar tendency resulting in time-dependent density functional theory (TD-DFT). Furthermore, the calculated detection limit ofBDP-1toward Cys was 5.23 μM. This probe facilitates the colorimetric and fluorescent detection of Cys over other biothiols.

A PET-based turn-on fluorescent probe for sensitive detection of thiols and H2S and its bioimaging application in living cells, tissues and zebrafish

A turn-on fluorescent probe, containing a naphthalimide platform and benzothiazole modified by the 2,4-dinitrobenzenesulfonyl (DNBS) group, was designed as an efficient fluorescent probe for sensitive detection of biological thiols and H2S spec