259824-62-9

Basic information

• Product Name: Acrolein 2,4-Dinitrophenylhydrazone-d3
• Synonyms: Acrolein 2,4-Dinitrophenylhydrazone-d3
• CAS NO: 259824-62-9
• Molecular Formula: C9H8N4O4
• Molecular Weight: 236.18422
• Product Categories: Aromatics, Intermediates, Isotope Labelled Compounds, Miscellaneous Reagents
• Mol File: 259824-62-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: Acrolein 2,4-Dinitrophenylhydrazone-d3(CAS DataBase Reference)
• NIST Chemistry Reference: Acrolein 2,4-Dinitrophenylhydrazone-d3(259824-62-9)
• EPA Substance Registry System: Acrolein 2,4-Dinitrophenylhydrazone-d3(259824-62-9)

Safety Data

• Hazardous Substances Data: 259824-62-9(Hazardous Substances Data)

Usage

Description

Acrolein 2,4-Dinitrophenylhydrazone-d3 is a labeled analogue of Acrolein 2,4-Dinitrophenylhydrazone, which is a dinitrophenylhydrazone (DNPH) derivative of an aliphatic aldehyde found in mainstream cigarette smoke.

Uses

Used in Chemical Analysis:
Acrolein 2,4-Dinitrophenylhydrazone-d3 is used as a labeled standard for the quantification and identification of acrolein in various samples, such as cigarette smoke, air, and biological matrices. Its deuterated form allows for accurate and sensitive detection using techniques like liquid chromatography-mass spectrometry (LC-MS) or gas chromatography-mass spectrometry (GC-MS).
Used in Environmental Monitoring:
Acrolein 2,4-Dinitrophenylhydrazone-d3 is used as a reference compound in environmental monitoring studies to assess the levels of acrolein in the atmosphere, which can help in understanding the impact of air pollution on human health and the environment.
Used in Toxicological Research:
Acrolein 2,4-Dinitrophenylhydrazone-d3 is used as a research tool in toxicological studies to investigate the toxic effects of acrolein on various biological systems, including its potential role in causing respiratory and other health issues associated with cigarette smoke exposure.
Used in Pharmaceutical Development:
Acrolein 2,4-Dinitrophenylhydrazone-d3 can be used in the development of pharmaceuticals targeting the reduction of acrolein levels in the body or as a potential therapeutic agent for treating conditions related to acrolein exposure.

Upstream product

• 259824-49-2 3,5,6-d₃-2,4-dinitrophenylhydrazine 
• 107-02-8 acrolein 
• 3114-55-4 chlorobenzene-d⁽⁵⁾ 

Relevant articles and documents

Application of screening experimental designs to assess chromatographic isotope effect upon isotope-coded derivatization for quantitative liquid chromatography-mass spectrometry

Isotope effect may cause partial chromatographic separation of labeled (heavy) and unlabeled (light) isotopologue pairs. Together with a simultaneous matrix effect, this could lead to unacceptable accuracy in quantitative liquid chromatography-mass spectrometry assays, especially when electrospray ionization is used. Four biologically relevant reactive aldehydes (acrolein, malondialdehyde, 4-hydroxy-2-nonenal, and 4-oxo-2-nonenal) were derivatized with light or heavy (d3-, 13C6-, 15N2-, or 15N4-labeled) 2,4-dinitrophenylhydrazine and used as model compounds to evaluate chromatographic isotope effects. For comprehensive assessment of retention time differences between light/heavy pairs under various gradient reversed-phase liquid chromatography conditions, major chromatographic parameters (stationary phase, mobile phase pH, temperature, organic solvent, and gradient slope) and different isotope labelings were addressed by multiple-factor screening using experimental designs that included both asymmetrical (Addelman) and Plackett-Burman schemes followed by statistical evaluations. Results confirmed that the most effective approach to avoid chromatographic isotope effect is the use of 15N or 13C labeling instead of deuterium labeling, while chromatographic parameters had no general influence. Comparison of the alternate isotope-coded derivatization assay (AIDA) using deuterium versus 15N labeling gave unacceptable differences (>15%) upon quantifying some of the model aldehydes from biological matrixes. On the basis of our results, we recommend the modification of the AIDA protocol by replacing d 3-2,4-dinitrophenylhydrazine with 15N- or 13C-labeled derivatizing reagent to avoid possible unfavorable consequences of chromatographic isotope effects.