26289-39-4

Basic information

• Product Name: S-(2,4-Dinitrophenyl)-Glutathione
• Synonyms: 2,4-Dinitrophenyl-S-glutathione;Dinitrophenylglutathione;L-γGlu-S-(2,4-Dinitrophenyl)-L-Cys-Gly-OH;N-[L-γ-Glutamyl-S-(2,4-dinitrophenyl)-L-cysteinyl]glycine;γGlu-S-(2,4-Dinitrophenyl)-L-Cys-Gly-OH
• CAS NO: 26289-39-4
• Molecular Formula: C₁₆H₁₉N₅O₁₀S
• Molecular Weight: 473.41
• Product Categories: Glutathione S-Transferase Agents
• Mol File: 26289-39-4.mol

Chemical Properties

• Melting Point: 210-212° dec.
• Boiling Point: 895.1°C at 760 mmHg
• Flash Point: 495.1°C
• Appearance: /
• Density: 1.61g/cm³
• Vapor Pressure: 1.96E-34mmHg at 25°C
• Refractive Index: 1.656
• Storage Temp.: -20°C Freezer
• PKA: 2.21±0.10(Predicted)
• CAS DataBase Reference: S-(2,4-Dinitrophenyl)-Glutathione(CAS DataBase Reference)
• NIST Chemistry Reference: S-(2,4-Dinitrophenyl)-Glutathione(26289-39-4)
• EPA Substance Registry System: S-(2,4-Dinitrophenyl)-Glutathione(26289-39-4)

Safety Data

• Hazardous Substances Data: 26289-39-4(Hazardous Substances Data)

Usage

Uses

Used in Enzyme Research:
S-(2,4-Dinitrophenyl)-Glutathione is used as a substrate for glutathione-S-transferase in enzyme research. This application is crucial for understanding the function and activity of these enzymes, which play a significant role in detoxification processes and the metabolism of various compounds.
Used in Drug Resistance Studies:
In vitro, S-(2,4-Dinitrophenyl)-Glutathione is transported by multidrug resistance proteins 1 (MDR1) and MDR3. These transporters are known to confer resistance to some chemotherapeutic agents. The use of S-(2,4-Dinitrophenyl)-Glutathione in drug resistance studies helps researchers understand the mechanisms behind multidrug resistance and develop strategies to overcome it.
Used in Pharmaceutical Industry:
S-(2,4-Dinitrophenyl)-Glutathione is used as a research tool in the pharmaceutical industry for the development of new drugs targeting glutathione-S-transferase enzymes. These enzymes are involved in the detoxification of various compounds, including drugs and environmental toxins, making them an important target for drug development.
Used in Toxicology and Environmental Studies:
S-(2,4-Dinitrophenyl)-Glutathione is also used in toxicology and environmental studies to investigate the role of glutathione-S-transferase enzymes in the detoxification of harmful substances. This application helps researchers understand the potential health risks associated with exposure to various toxins and develop strategies to mitigate these risks.

InChI:InChI=1/C16H19N5O10S/c17-9(16(26)27)2-4-13(22)19-10(15(25)18-6-14(23)24)7-32-12-3-1-8(20(28)29)5-11(12)21(30)31/h1,3,5,9-10H,2,4,6-7,17H2,(H,18,25)(H,19,22)(H,23,24)(H,26,27)

Upstream product

• 70-18-8 GLUTATHIONE 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 70-18-8 glutathion 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 52993-47-2 (R)-2-((S)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethanethiol anion 
• 584-48-5 2,4-dinitrobromobenzene 
• 205432-08-2 O²-(2,4-dinitrophenyl) 1-(N,N-diethylamino)diazen-1-ium-1,2-diolate 
• 1373156-67-2 2-(benzo[d]thiazol-2-yl)phenyl 2,4-dinitrobenzenesulfonate 
• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 
• 1432473-79-4 N-(4-methyl-2-oxo-2H-chromen-7-yl)-2,4-dinitrobenzenesulfonamide 
• 1431328-63-0 2,4-dinitrophenyl 4-[5-[(4-oxo-3H-phthalazin-1-yl)methyl]-benzoyl]piperazine-1-yl-1-ium-1,2-diolate 
• 1431328-64-1 2,4-dinitrophenyl 4-[2-fluoro-5-[(4-oxo-3H-phthalazin-1-yl)methyl]-benzoyl]piperazine-1-yl-1-ium-1,2-diolate 
• 420846-72-6 3-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid 
• 763114-26-7 2-fluoro-5-[(4’-oxo-3’H-phthalazin-1’-yl)methyl]benzoic acid 

Relevant articles and documents

Chemoselective bioconjugation based on modular click chemistry with 4-halocoumarins and aryl sulfonates

We report chemoselective and modular peptide bioconjugation using stoichiometric amounts of 4-halocoumarin and arylsulfonate agents that undergo metal-free C(sp2)-heteroatom bond formation at micromolar concentrations. The underlyingipso-substi

A General Supramolecular Approach to Regulate Protein Functions by Cucurbit[7]uril and Unnatural Amino Acid Recognition

Regulation of specific protein function is of great importance for both research and therapeutic development. Many small or large molecules have been developed to control specific protein function, but there is a lack of a universal approach to regulate t

Metal complexes with biologically important ligands, CLXI [1]. Halfsandwich complexes with tert-leucine, dipeptides, pentaglycine and glutathione

Reactions of L-tert-Leucine (tert-butylglycine), tert-leucine methyl ester, GlyValOMe, and Leu-AlaOMe with the chloro-bridged complexes [Cp*IrCl 2]2, [(p-cymene)RuCl2]2 or [(C 6Me6)RuCl2]2 in the presence of NaOMe give the complexes [Cp*Ir(Cl)NH2CH(R)CO2] (1), [(p-cymene)Ru(Cl)-NH2CH(R)CO2] (2), Cp*Ir(Cl 2)[NH2CH(R)CO2Me] (5), {(C6Me 6)Ru(Cl)[NH2CH2CONHCH(R)-CO2Me]} +Cl- (6), [Cp*Ir(Cl)NH2CH 2CONCH(R)CO2Me] (7), [Cp*Ir(Cl)NH 2CH(CH2CHMe2)-CONCH(R)CO2Me)] (8), and Cp*Ir(Cl2)[NH2CH2CONHCH(R)CO 2Me) (9). With pentaglycine the complexes [Cp*Ir(Cl 2)(pentaglycinate+Na+)] (10) and [(C 6Me6)Ru(pentaglycineOMe-H+)] (11) could be isolated. Coordination of one equivalent of the S-protected tripeptide glutathione to [Cp*Ir(Cl)] and to [(C6Me6)Ru(Cl)] was observed. Some in situ prepared (p-cymene)Ru complexes with deprotonated dipeptide esters were tested as catalysts and the complex [(p-cymene)Ru(Cl) (NH2CH(CHMeEt)NCH (CHMe2)CO2tert-Bu)] gave a yield of 73% and moderate entantiomeric excess (36% ee) in the transfer hydrogenation of acetophenone to 2-propanol.

Structural basis for catalytic activity of a silkworm Delta-class glutathione transferase

Background: Glutathione transferase (GST) catalyzes glutathione conjugation, a major detoxification pathway for xenobiotics and endogenous substances. Here, we determined the crystal structure of a Delta-class GST from Bombyx mori (bmGSTD) to examine its

Contributions of Thiolate "Desolvation" to Catalysis by Glutathione S-Transferase Isozymes 1-1 and 2-2: Evidence from Kinetic Solvent Isotope Effects

Kinetic solvent isotope effects on the reaction of glutathione with 1-chloro-2,4-dinitrobenzene catalyzed by rat liver glutathione S-transferase isozymes 1-1 and 2-2 (as expressed in Escherichia coli) have been measured. At pH (and pD) = 8.0, the isotope

Structure-activity relationships for the glutathione conjugation of 2-substituted 1-chloro-4-nitrobenzenes by rat glutathione S-transferase 4-4

In the present study structure-activity relationships (SAR's) are described for the experimentally determined kinetic parameters (Km, kcat, and kcat/Km) of the GST 4-4-catalyzed reaction between GSH and 10 2-sub

Enhanced liver-targeting via coadministration of 10-Hydroxycamptothecin polymeric micelles with vinegar baked Radix Bupleuri

Background: Vinegar baked Radix Bupleuri (VBRB) is a wildly used traditional Chinese medicine, it could be used as a meridian guided drug to enhance liver targeting efficiency of the delivered drug in addition to its therapeutic effect. Purpose: To invest

GLUTATHIONE S-TRANSFERASE FROM OXADIAZON TREATED CHICKPEA

Glutathione S-transferase was purified more than 150-fold with ca 70 percent recovery from chickpea shoots after treatment with 10 ppm of the herbicide oxadiazon.The purification steps involved ammonium sulphate precipitation, gel filtration and affinity

Role of glutathione transferases in the mechanism of brostallicin activation

Brostallicin is a novel and unique glutathione transferase-activated pro-drug with promising anticancer activity, currently in phase I and II clinical evaluation. In this work, we show that, in comparison with the parental cell line showing low GST levels

Structure-based design and application of an engineered glutathione transferase for the development of an optical biosensor for pesticides determination

In the present work, a structure-based design approach was used for the generation of a novel variant of synthetic glutathione transferase (PvGmGSTU) with higher sensitivity towards pesticides. Molecular modelling studies revealed Phe117 as a key residue