1767-28-8

Usage

Uses

Used in Environmental and Occupational Health:
1-nitropyrene-6-ol is used as a biomarker for the assessment of exposure to polycyclic aromatic hydrocarbons (PAHs) in various settings. PAHs are a group of compounds that are found in the environment, primarily as a result of the incomplete combustion of organic materials such as coal, oil, and gas. They are known to have potential carcinogenic and mutagenic effects on humans and wildlife.
1-nitropyrene-6-ol is used as a biomarker to monitor the level of exposure to PAHs in individuals who are at risk due to their occupation or living conditions. This includes workers in industries such as coal mining, oil refining, and aluminum production, as well as people living in areas with high levels of air pollution.
Used in Research and Toxicology Studies:
1-nitropyrene-6-ol is also used as a biomarker in research and toxicology studies to investigate the effects of PAH exposure on human health. By measuring the levels of this metabolite in biological samples, researchers can gain insights into the mechanisms of PAH-induced toxicity and develop strategies for risk assessment and prevention.
Used in Public Health and Epidemiological Studies:
In public health and epidemiological studies, 1-nitropyrene-6-ol serves as a valuable biomarker for assessing the potential health risks associated with exposure to PAHs. By analyzing the levels of this metabolite in large populations, researchers can identify trends and correlations between PAH exposure and various health outcomes, such as cancer incidence and respiratory diseases.
Used in Regulatory and Compliance Monitoring:
1-nitropyrene-6-ol is utilized as a biomarker in regulatory and compliance monitoring to ensure that industries and organizations are adhering to environmental and occupational health standards. By measuring the levels of this metabolite in workers and the surrounding environment, authorities can enforce regulations and take corrective actions to minimize the risk of PAH exposure.

InChI:InChI=1/C16H9NO3/c18-14-8-4-10-1-5-11-13(17(19)20)7-3-9-2-6-12(14)16(10)15(9)11/h1-8,18H

Upstream product

• 78751-40-3 pyren-1-yl acetate 

Downstream Products

• 1732-30-5 6-hydroxy-1-aminopyrene 
• 91598-91-3 6-hydroxy-N-acetyl-1-aminopyrene 

Relevant academic research and scientific papers

Photodegradation mechanisms of 1-nitropyrene, an environmental pollutant: The effect of organic solvents, water, oxygen, phenols, and polycyclic aromatics on the destruction and product yields

This work describes studies of the photodegradation mechanism of 1-nitropyrene (1-NO2Py) in a chemical model system consisting of an organic solvent and known constituents of an aerosol particle. Photoproducts such as 1-hydroxypyrene (1-OHPy),

Role of O-acetyltransferase in activation of oxidised metabolites of the genotoxic environmental pollutant 1-nitropyrene

The genotoxic environmental contaminant 1-nitropyrene is metabolised in mammalian systems by pathways more complex than the straightforward nitroreduction which accounts for most of its biological activity in bacteria. In order to evaluate the role of O-acetyltransferase (OAT) activity in generation of genotoxic intermediates from 1-nitropyrene, the mutagenicity of the major primary oxidised metabolites of 1-nitropyrene was characterised in the Ames Salmonella typhimurium plate incorporation assay with strain TA98, and with variants of TA98 deficient (TA98/1,8-DNP6) or enhanced (YG1024) in O-acetyltransferase. 1-Nitropyren-3-ol was more mutagenic in the absence than in the presence of S9, while 1-nitropyren-4-ol, 1-nitropyren-6-ol and 1-nitropyren-8-ol required S9 for maximum expression of mutagenicity. 1-Nitropyren-4-ol (176 rev/nmol without S9, 467 rev/nmol with S9 in TA98) and 1-nitropyren-6-ol (13 rev/nmol without S9, 266 rev/nmol with S9 in TA98) were overall the most potent nitropyrenol isomers assayed. 1-Acetamidopyren-8-ol and 1-acetamidopyrene 4,5-quinone were only minimally active. 1-Acetamidopyren-3-ol exhibited direct-acting mutagenicity. 1-Acetamidopyren-6-ol, previously shown to be a major contributor to mutagenicity in the urines of rats dosed with 1-nitropyrene (Ball et al., 1984b), was confirmed as a potent (359 rev/nmol) S9-dependent mutagen. Both the direct-acting and the S9-dependent mutagenicity of all the compounds studied was enhanced in the OAT-overproducing strain and much diminished (though not always entirely lost) in the OAT-deficient strain, showing that OAT amplifies expression of the genotoxicity of these compounds. 1-Acetamidopyren-6-ol required both S9 and OAT activity in order to exhibit any mutagenicity; this finding strongly implicates N-hydroxylation followed by O-esterification, as opposed to further S9-catalyzed ring oxidation, as a major route of activation for urinary metabolites of 1-nitropyrene.

Determination of nitrated polynuclear aromatic hydrocarbons in particulate extracts by capillary column gas chromatography with nitrogen selective detection

The highly complex matrix of a diesel particulate extract was analyzed for nitrated polynuclear aromatic hydrocarbons (nitro-PAH) by use of fused-silica capillary column GC/thermionic nitrogen-phosphorus (GC/NPD) analysis of HPLC fractions. These samples were found to contain at least 100 nitro-PAH. Positive isomer identification for 17 nitro-PAH has been made utilizing the GC retention times of authentic standards and low- and high-resolution mass spectra as criteria. An additional 45 nitro-PAH were tentatively identified by using one or more of these techniques. Quantitative GC/MS analysis of 1-nitropyrene, 1,3-dinitropyrene, 1,6-di-nitropyrene, and 1,8-dinitropyrene was facilitated by the use of perdeuterated analogues of these compounds as internal standards. Detection limits by the GC/NPD method range between 0. 2 and 0. 5 ppm for the HPLC fractionated samples.