790-12-5

Usage

Uses

Used in Environmental Monitoring:
2-(2,4-Dinitrophenylhydrazono)propionic acid is used as a derivatization reagent for the detection and quantification of carbonyl compounds in environmental samples. It plays a crucial role in identifying and measuring the presence of these compounds, which are often pollutants or indicators of environmental contamination.
Used in Air Pollutant Analysis:
In the field of air quality assessment, 2-(2,4-Dinitrophenylhydrazono)propionic acid serves as a valuable analytical tool. It is employed to determine the levels of carbonyl compounds present in the air, which can be harmful to both human health and the environment. By using DNPH-propionic acid, researchers and environmental agencies can accurately monitor and control air pollution levels.
Used in Research and Development:
2-(2,4-Dinitrophenylhydrazono)propionic acid is also utilized in research and development for the study of carbonyl compounds and their reactions. Its ability to form a colored product with these compounds makes it an ideal reagent for investigating the chemical properties and behavior of carbonyls in various experimental settings.
Overall, 2-(2,4-Dinitrophenylhydrazono)propionic acid is a versatile and essential chemical compound in the fields of environmental monitoring, air pollutant analysis, and research, providing accurate and reliable methods for the detection and quantification of carbonyl compounds.

InChI:InChI=1/C9H8N4O6/c1-5(9(14)15)10-11-7-3-2-6(12(16)17)4-8(7)13(18)19/h2-4,11H,1H3,(H,14,15)/b10-5-

Upstream product

• 141-78-6 ethyl acetate 
• 2891-14-7 oxaloacetic acid 2,4-dinitrophenylhydrazone 
• 127-17-3 2-oxo-propionic acid 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 68852-49-3 N^ε-[(R)-1-carboxyethyl]-L-lysine 

Downstream Products

• 3618-76-6 Brenztraubensaeure-methylester-(2,4-dinitro-phenylhydrazon) 
• 62740-61-8 2-((Z)-2,4-dinitro-phenylhydrazono)-propionic acid methyl ester 
• 62740-62-9 2-((E)-2,4-dinitro-phenylhydrazono)-propionic acid methyl ester 
• 83289-24-1 methyl (1α,12bα,Z)-α-<(2,4-dinitrophenyl)hydrazono>-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoate 
• 83289-23-0 methyl (1β,12bβ,Z)-α-<(2,4-dinitrophenyl)hydrazono>-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoate 
• 83289-22-9 methyl (+/-)-(1α,12bα,Z)-α-<(2,4-dinitrophenyl)hydrazono>-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoate 
• 78179-02-9 1-<2-<(2,4-dinitrophenyl)hydrazono>-2-(methoxycarbonyl)ethyl>-1-ethyl-2,3,4,6,7,12-hexahydro-1H-indolo<2,3-a>quinolizin-5-ium bromide 
• 78178-96-8 methyl bromopyruvate 2,4-dinitrophenylhydrazone 
• 18272-98-5 2-(2,4-dinitro-phenylhydrazono)-propionyl chloride 

Relevant academic research and scientific papers

Biocatalytic Reversal of Advanced Glycation End Product Modification

Advanced glycation end products (AGEs) are a heterogeneous group of molecules that emerge from the condensation of sugars and proteins through the Maillard reaction. Despite a significant number of studies showing strong associations between AGEs and the pathologies of aging-related illnesses, it has been a challenge to establish AGEs as causal agents primarily due to the lack of tools in reversing AGE modifications at the molecular level. Herein, we show that MnmC, an enzyme involved in a bacterial tRNA-modification pathway, is capable of reversing the AGEs carboxyethyl-lysine (CEL) and carboxymethyl-lysine (CML) back to their native lysine structure. Combining structural homology analysis, site-directed mutagenesis, and protein domain dissection studies, we generated a variant of MnmC with improved catalytic properties against CEL in its free amino acid form. We show that this enzyme variant is also active on a CEL-modified peptidomimetic and an AGE-containing peptide that has been established as an authentic ligand of the receptor for AGEs (RAGE). Our data demonstrate that MnmC variants are promising lead catalysts toward the development of AGE-reversal tools and a better understanding of AGE biology.

Oxidation of some α-hydroxy acids by tetraethylammonium chlorochromate: A kinetic and mechanistic study

The oxidation of glycolic, lactic, malic, and a few substituted mandelic acids by tetraethylammonium chlorochromate (TEACC) in dimethylsulfoxide leads to the formation of corresponding oxoacids. The reaction is first order each in TEACC and hydroxy acids. Reaction is failed to induce the polymerization of acrylonitrile. The oxidation of α-deuteriomandelic acid shows the presence of a primary kinetic isotope effect (kH/kD = 5.63 at 298 K). The reaction does not exhibit the solvent isotope effect. The reaction is catalyzed by the hydrogen ions. The hydrogen ion dependence has the following form: kobs = a + b[H+ ]. Oxidation of p-methylmandelic acid has been studied in 19 different organic solvents. The solvent effect has been analyzed by using Kamlet's and Swain's multiparametric equations. A mechanism involving a hydride ion transfer via a chromate ester is proposed.

NosA catalyzing carboxyl-terminal amide formation in nosiheptide maturation via an enamine dealkylation on the serine-extended precursor peptide

The carboxyl-terminal amide group has been often found in many bioactive peptide natural products, including nosiheptide belonging to the over 80 entity-containing thiopeptide family. Upon functional characterization of a novel protein NosA in nosiheptide biosynthesis, herein we report an unusual C-terminal amide forming strategy in general for maturating certain amide-terminated thiopeptides by processing their precursor peptides featuring a serine extension. NosA acts on an intermediate bearing a bis-dehydroalanine tail and catalyzes an enamide dealkylation to remove the acrylate unit originating from the extended serine residue.

Oxidation of some unsaturated acids by tetrakis (pyridine) silver dichromate: A kinetic and mechanistic study

The oxidation of a few unsaturated acids viz. maleic, fumaric, crotonic and cinnamic acids by tetrakis (pyridine) silver dichromate (TPSD) in dimethylsulphoxide (DMSO) leads to the formation of corresponding epoxide. The reaction is of first order with respect to TPSD and the acid. The reaction is catalysed by hydrogen ions. The hydrogen-ion dependence has the form : k obs = a + b [H+]. The oxidation of these acids was studied in nineteen different organic solvents. The solvent effect was analyzed by Kamlet's and Swain's multiparametric equations. Solvent effect indicated the importance of the cation-solvating power of the solvent. A mechanism involving a three-centre transition state has been postulated.

Novel substrate specificity of designer 3-isopropylmalate dehydrogenase derived from Thermus thermophilus HB8

Redesigning of an enzyme for a new catalytic reaction and modified substrate specificity was exploited with 3-isopropylmalate dehydrogenase (IPMDH). Point-mutation on Gly-89, which is not in the catalytic site but near it, was done by changing it to Ala, Ser, Val, and Pro, and all the mutations changed the substrate specificity. The mutant enzymes showed higher catalytic efficiency (kcat/Km) than the native IPMDH when malate was used as a substrate instead of 3-isopropylmalate. More interestingly, an additional insertion of Gly between Gly-89 and Leu-90 significantly altered the substrate-specificity, although the overall catalytic activity was decreased. Particularly, this mutant turned out to efficiently accept D-lactic acid, which was not accepted as a substrate by wild-type IPMDH at all. These results demonstrate the opportunity for creating novel enzymes by modification of amino acid residues that do not directly participate in catalysis, or by insertion of additional residues.