6PPD-Q  (Synonyms: 6PPD-Quinone)

6PPD-Q (6PPD-Quinone) is an environmental pollutant that can be detected in human urine and is widely present in the environment. 6PPD-Q targets and binds to CNR2, CNR1, AA2AR, LCAT, and TRPA1, with CNR2 exhibiting the highest binding affinity, potentially acting as a CNR2 receptor agonist to activate cannabinoid receptors. 6PPD-Q induces intestinal inflammation and barrier damage by disrupting mitochondrial function, reducing neuronal glycolysis metabolites and TCA cycle intermediates, and exacerbating α-synuclein (α-syn) aggregation. 6PPD-Q is applicable in research on environmental toxicology, neurodegenerative diseases, and inflammation-related disorders^[1].

6PPD-Q (10 nM, 100 nM, 7 days) increases α-syn aggregation in primary dopaminergic neurons, enhances α-syn PFF-induced p-α-synSer129 expression, and promotes its accumulation in mitochondria^[2].
6PPD-Q (10 nM, 100 nM, 7 days) reduces mitochondrial respiration in primary dopaminergic neurons, particularly under α-syn PFF (α-synuclein preformed fibrils) treatment conditions^[2].
6PPD-Q (10 nM, 100 nM, 7 days) decreases glycolysis metabolites and alters TCA cycle intermediates in primary dopaminergic neurons, leading to a reduction in glycolysis metabolites (e.g., fructose-6-phosphate, pyruvate) and TCA cycle intermediates (e.g., citrate, α-ketoglutarate)^[2].
6PPD-Q (10 nM, 100 nM, 48 hours) does not exhibit significant cytotoxicity in primary dopaminergic neurons^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

6PPD-Q (0.1, 1, 10, 100 μg/kg, p.o., once daily for 21 days) induces intestinal injury in ICR mice, characterized by increased inflammatory response in the jejunum and ileum and impaired intestinal barrier integrity^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

298.38

C₁₈H₂₂N₂O₂

2754428-18-5

Solid

Pink to red

O=C1C(NC(C)CC(C)C)=CC(C(NC2=CC=CC=C2)=C1)=O

Room temperature in continental US; may vary elsewhere.

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Du B, et al. First report on the occurrence of N-(1, 3-dimethylbutyl)-N’-phenyl-p-phenylenediamine (6PPD) and 6PPD-quinone as pervasive pollutants in human urine from south China. Environ Sci Technol Lett, 2022, 9(12): 1056-1062.

  [2]. Fang J, et al. 6PPD-quinone exposure induces neuronal mitochondrial dysfunction to exacerbate Lewy neurites formation induced by α-synuclein preformed fibrils seeding. J Hazard Mater. 2024 Mar 5;465:133312.  [Content Brief]

  [3]. Yang Y, et al. Environmentally realistic dose of tire-derived metabolite 6PPD-Q exposure causes intestinal jejunum and ileum damage in mice via cannabinoid receptor-activated inflammation[J]. Science of The Total Environment, 2024, 918: 170679.  [Content Brief]