13C6-6-PPD-quinone is intended for use as an internal standard for the quantification of 6-PPD-quinone by GC- or LC-MS. 6-PPD-quinone is an oxidized derivative of the tire antiozonant and substituted p-phenylenediamine 6-PPD .[1] It is toxic to rainbow trout (O. mykiss) and brook trout (S. fontinalis; LC50s = 0.59 and 1.96 µg/L, respectively) but not to artic char (S. alpinus) and white sturgeon (A. transmontanus; LC50s = >12.7 µg/L for both). 6-PPD-quinone (10 µg/L) induces cell death and germline DNA damage, as well as decreases the number of mitotic cells, in C. elegans gonads.[2] Urine levels of 6-PPD-quinone are increased in pregnant women compared to non-pregnant adults and children.[3]
References:
[1].Brinkmann, M., Montgomery, D., Selinger, S., et al.Acute toxicity of the tire rubber-derived chemical 6PPD-quinone to four fishes of commercial, cultural, and ecological importanceEnviron. Sci. Tech. Lett.9(4)333-338(2022).
[2].Hua, X., Feng, X., Liang, G., et al.Long-term exposure to 6-PPD quinone reduces reproductive capacity by enhancing germline apoptosis associated with activation of both DNA damage and cell corpse engulfment in Caenorhabditis elegansJ. Hazard. Mater.454131495(2023).
[3].Du, B., Liang, B., Li, Y., 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 ChinaEnviron. Sci. Tech. Lett.9(12)1056-1062(2022).