6PPD Transformation
Detailed Description
This is a close-up of how the chemical structure of 6PPD changes when ozone (o3) is added. This renders the new transformation product chemical highly toxic and lethal to certain fish species.
Sources/Usage
Public Domain.
Images taken from Wikipedia.
Related
Acute Toxicity of 4-hydroxydiphenylamine (4-HDPA) and N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine-quinone (6PPDQ), transformation products of 6PPD, to early instars of the mayfly, Neocloeon triangulifer Acute Toxicity of 4-hydroxydiphenylamine (4-HDPA) and N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine-quinone (6PPDQ), transformation products of 6PPD, to early instars of the mayfly, Neocloeon triangulifer
Our analysis of water samples collected during a rain event from two urban rivers in the Greater Toronto area, Ontario, Canada, indicated that selected transformation products (TPs) of the tire antioxidant, N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine (6PPD), including 6PPD-quinone (6PPDQ) and 4-hydroxydiphenylamine (4-HDPA), were present at concentrations >1 µg/L. In acute (96-hr)...
Authors
David Soucek, Rebecca Dorman, Jeffery Steevens, Viviane Yargeau, Marco Pineda, Erin Bennett, Chris Metcalfe
6PPD-quinone in water from the San Francisco-San Joaquin Delta, California, 2018-2024 6PPD-quinone in water from the San Francisco-San Joaquin Delta, California, 2018-2024
The Sacramento-San Joaquin Delta (Delta) is an expansive river delta supplying a large portion of California’s fresh water for agriculture and residential use, and it is also an area of critical habitat for numerous state and federally listed species of concern. In many locations, urban stormwater flows directly into the Delta. 6PPD-quinone (6PPD-Q), an ozonation byproduct of a tire...
Authors
Gabrielle Black, Matthew D. De Parsia, Matthew Uychutin, Rachael Lane, James Orlando, Michelle Hladik
Tire-derived contaminants 6PPD and 6PPD-Q: Analysis, sample handling, and reconnaissance of United States stream exposures Tire-derived contaminants 6PPD and 6PPD-Q: Analysis, sample handling, and reconnaissance of United States stream exposures
The environmental ubiquity of tire and road wear particles (TRWP) underscores the need to understand the occurrence, persistence, and environmental effects of tire-related chemicals in aquatic ecosystems. One such chemical is 6PPD-quinone (6PPD-Q), a transformation product of the tire antioxidant 6PPD. In urban stormwater runoff 6PPD-Q can exceed acute toxicity thresholds for several...
Authors
Rachael Lane, Kelly Smalling, Paul M. Bradley, Justin Greer, Stephanie Gordon, John Hansen, Dana W. Kolpin, Andrew Spanjer, Jason Masoner
By
Water Resources Mission Area, Ecosystems Mission Area, Central Plains Water Science Center, Central Midwest Water Science Center, Kansas Water Science Center, New Jersey Water Science Center, Oklahoma-Texas Water Science Center, Washington Water Science Center, Western Fisheries Research Center, South Atlantic Water Science Center (SAWSC)
Tire-derived transformation product 6PPD-quinone induces mortality and transcriptionally disrupts vascular permeability pathways in developing coho salmon Tire-derived transformation product 6PPD-quinone induces mortality and transcriptionally disrupts vascular permeability pathways in developing coho salmon
Urban stormwater runoff frequently contains the car tire transformation product 6PPD-quinone, which is highly toxic to juvenile and adult coho salmon (Onchorychus kisutch). However, it is currently unclear if embryonic stages are impacted. We addressed this by exposing developing coho salmon embryos starting at the eyed stage to three concentrations of 6PPD-quinone twice weekly until...
Authors
Justin Greer, Ellie Dalsky, Rachael Lane, John Hansen
Establishing an in vitro model to assess the toxicity of 6PPD-quinone and other tire wear transformation products Establishing an in vitro model to assess the toxicity of 6PPD-quinone and other tire wear transformation products
The tire wear transformation product 6PPD-quinone (6PPDQ) has been implicated as the causative factor for broad scale mortality events for coho salmon in the Pacific Northwest. Highly variable sensitivity to 6PPDQ in closely related salmonids complicates efforts to evaluate the broader toxicological impacts to aquatic ecosystems. Our goals were to (1) validate the large range of in vivo...
Authors
Justin Greer, Ellie Dalsky, Rachael Lane, John Hansen
Related
Acute Toxicity of 4-hydroxydiphenylamine (4-HDPA) and N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine-quinone (6PPDQ), transformation products of 6PPD, to early instars of the mayfly, Neocloeon triangulifer Acute Toxicity of 4-hydroxydiphenylamine (4-HDPA) and N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine-quinone (6PPDQ), transformation products of 6PPD, to early instars of the mayfly, Neocloeon triangulifer
Our analysis of water samples collected during a rain event from two urban rivers in the Greater Toronto area, Ontario, Canada, indicated that selected transformation products (TPs) of the tire antioxidant, N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine (6PPD), including 6PPD-quinone (6PPDQ) and 4-hydroxydiphenylamine (4-HDPA), were present at concentrations >1 µg/L. In acute (96-hr)...
Authors
David Soucek, Rebecca Dorman, Jeffery Steevens, Viviane Yargeau, Marco Pineda, Erin Bennett, Chris Metcalfe
6PPD-quinone in water from the San Francisco-San Joaquin Delta, California, 2018-2024 6PPD-quinone in water from the San Francisco-San Joaquin Delta, California, 2018-2024
The Sacramento-San Joaquin Delta (Delta) is an expansive river delta supplying a large portion of California’s fresh water for agriculture and residential use, and it is also an area of critical habitat for numerous state and federally listed species of concern. In many locations, urban stormwater flows directly into the Delta. 6PPD-quinone (6PPD-Q), an ozonation byproduct of a tire...
Authors
Gabrielle Black, Matthew D. De Parsia, Matthew Uychutin, Rachael Lane, James Orlando, Michelle Hladik
Tire-derived contaminants 6PPD and 6PPD-Q: Analysis, sample handling, and reconnaissance of United States stream exposures Tire-derived contaminants 6PPD and 6PPD-Q: Analysis, sample handling, and reconnaissance of United States stream exposures
The environmental ubiquity of tire and road wear particles (TRWP) underscores the need to understand the occurrence, persistence, and environmental effects of tire-related chemicals in aquatic ecosystems. One such chemical is 6PPD-quinone (6PPD-Q), a transformation product of the tire antioxidant 6PPD. In urban stormwater runoff 6PPD-Q can exceed acute toxicity thresholds for several...
Authors
Rachael Lane, Kelly Smalling, Paul M. Bradley, Justin Greer, Stephanie Gordon, John Hansen, Dana W. Kolpin, Andrew Spanjer, Jason Masoner
By
Water Resources Mission Area, Ecosystems Mission Area, Central Plains Water Science Center, Central Midwest Water Science Center, Kansas Water Science Center, New Jersey Water Science Center, Oklahoma-Texas Water Science Center, Washington Water Science Center, Western Fisheries Research Center, South Atlantic Water Science Center (SAWSC)
Tire-derived transformation product 6PPD-quinone induces mortality and transcriptionally disrupts vascular permeability pathways in developing coho salmon Tire-derived transformation product 6PPD-quinone induces mortality and transcriptionally disrupts vascular permeability pathways in developing coho salmon
Urban stormwater runoff frequently contains the car tire transformation product 6PPD-quinone, which is highly toxic to juvenile and adult coho salmon (Onchorychus kisutch). However, it is currently unclear if embryonic stages are impacted. We addressed this by exposing developing coho salmon embryos starting at the eyed stage to three concentrations of 6PPD-quinone twice weekly until...
Authors
Justin Greer, Ellie Dalsky, Rachael Lane, John Hansen
Establishing an in vitro model to assess the toxicity of 6PPD-quinone and other tire wear transformation products Establishing an in vitro model to assess the toxicity of 6PPD-quinone and other tire wear transformation products
The tire wear transformation product 6PPD-quinone (6PPDQ) has been implicated as the causative factor for broad scale mortality events for coho salmon in the Pacific Northwest. Highly variable sensitivity to 6PPDQ in closely related salmonids complicates efforts to evaluate the broader toxicological impacts to aquatic ecosystems. Our goals were to (1) validate the large range of in vivo...
Authors
Justin Greer, Ellie Dalsky, Rachael Lane, John Hansen