Environmental Science & Technology,
Год журнала:
2024,
Номер
58(42), С. 18940 - 18949
Опубликована: Окт. 9, 2024
Tire
wear
particles
(TWPs)
released
during
vehicle
driving
can
enter
water
bodies,
leading
to
leaching
of
tire
additives
(TAs)
in
aquatic
environments.
However,
the
transformation
behavior
and
related
ecological
impacts
TAs
their
products
(TPs)
remain
unclear.
In
this
study,
laboratory-based
simulation
experiments
field
investigations
were
conducted
explore
mechanisms
risks
TAs.
After
being
placed
river
for
24
h,
about
7–95%
12
investigated
TWPs
leached.
Forty-eight
TPs
from
eight
tentatively
identified
along
with
different
pathways
via
suspect
screening
by
high-resolution
mass
spectrometry.
Semiquantitative
results
indicated
that
derived
N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylene-diamine
(6PPD)
predominant
leachates,
while
aryl
hydrolysis
quinone
main
pathways.
Field
on
urban
surface
samples
16
sites
Hong
Kong
revealed
occurrence
17
1
TP,
concentrations
ranging
13.9
2230
ng/L
(median
±
standard
deviation:
226
534
ng/L).
Sixteen
six
additionally
screening.
It
is
estimated
6PPD-quinone
seven
could
pose
medium
high
risk,
N-(1,3-dimethylbutyl)-N′-phenyl-p-quinonediimine,
a
frequently
detected
was
as
persistent-bioaccumulative-toxic
substance.
Environmental Science & Technology Letters,
Год журнала:
2023,
Номер
10(10), С. 815 - 823
Опубликована: Сен. 1, 2023
N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine
(6PPD)
is
a
chemical
added
to
tires
prevent
their
oxidative
degradation.
6PPD
highly
reactive
with
ozone
and
oxygen,
leading
the
formation
of
transformation
products
such
as
quinone
(6PPDQ)
on
tire
surfaces
and,
subsequently,
in
road
wear
particles.
6PPDQ
toxicant
that
has
been
found
roadway
runoff
receiving
water
systems.
Its
presence
municipal
stormwater
led
acute
mortality
coho
salmon
during
migration
urban
creeks
reproduce,
generating
global
interest
studying
its
occurrence
toxicity
environment.
This
review
aims
provide
critical
overview
current
state
knowledge
6PPDQ,
assisting
researchers
policymakers
understanding
potential
impacts
this
emerging
environment
human
health.
As
there
are
many
unanswered
questions
surrounding
further
research
needed.
highlights
importance
including
regulations
for
6PPD,
well
all
synthetic
chemicals
concern.
Environmental Science & Technology,
Год журнала:
2023,
Номер
57(36), С. 13429 - 13438
Опубликована: Авг. 29, 2023
The
rubber
antioxidant
6PPD
has
gained
significant
attention
due
to
its
highly
toxic
transformation
product,
6PPD-quinone
(6PPDQ).
Despite
their
detection
in
urines
of
pregnant
women,
the
placental
transfer
and
developmental
toxicity
6PPDQ
are
unknown.
Here,
we
treated
C57Bl/6
mice
with
4
mg/kg
or
investigate
urine
excretion
transfer.
Female
male
exhibited
sex
difference
profiles
6PPDQ.
Urine
concentrations
were
one
order
magnitude
lower
than
those
6PPD,
suggesting
higher
bioaccumulation
In
from
embryonic
day
11.5
15.5,
showed
∼1.5–8
times
placenta,
embryo
body,
brain,
Using
vitro
dual-luciferase
reporter
assays,
revealed
that
activated
human
retinoic
acid
receptor
α
(RARα)
retinoid
X
(RXRα)
at
as
low
0.3
μM,
which
was
∼10-fold
detected
urines.
RXRα
1.2
μM.
These
results
demonstrate
exposure
risks
during
pregnancy
emphasize
need
for
further
toxicological
epidemiological
investigations.
Environmental Science & Technology,
Год журнала:
2023,
Номер
57(41), С. 15598 - 15607
Опубликована: Окт. 2, 2023
N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine
(6-PPD)
is
a
widely
used
antioxidant
in
tire
rubber
known
to
enter
the
aquatic
environment
via
road
runoff.
The
associated
transformation
product
(TP)
6-PPD
quinone
(6-PPDQ)
causes
extreme
acute
toxicity
some
fish
species
(e.g.,
coho
salmon).
To
interpret
species-specific
toxicity,
information
about
biotransformation
products
of
6-PPDQ
would
be
relevant.
This
study
investigated
toxicokinetics
and
zebrafish
embryo
(ZFE)
model.
Over
96
h
exposure,
accumulated
ZFE
with
concentration
factors
ranging
from
140
2500
for
70
220
6-PPDQ.
A
total
22
TPs
12
were
tentatively
identified
using
liquid
chromatography
coupled
high-resolution
mass
spectrometry.
After
exposure
6-PPD,
comprised
47%
peak
area
(TPA),
4-hydroxydiphenylamine
being
most
prominent
ZFE.
Upon
>95%
taken
up
was
biotransformed,
+
O
glucuronide
dominating
(>80%
TPA).
Among
other
reactive
N-phenyl-p-benzoquinone
imine
found.
knowledge
this
may
support
studies
organisms.
Environment International,
Год журнала:
2024,
Номер
187, С. 108677 - 108677
Опубликована: Апрель 21, 2024
N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine
(6PPD)
is
commonly
used
in
rubber
compounds
as
antioxidants
to
protect
against
degradation
from
heat,
oxygen,
and
ozone
exposure.
This
practice
extends
the
lifespan
of
products,
including
tires,
by
preventing
cracking,
aging,
deterioration.
However,
environmental
consequences
waste
generated
during
product
use,
particularly
formation
6PPD-quinone
(6PPD-Q)
through
reaction
6PPD
with
ozone,
have
raised
significant
concerns
due
their
detrimental
effects
on
ecosystems.
Extensive
research
has
revealed
widespread
occurrence
its
derivate
6PPD-Q
various
compartments,
air,
water,
soil.
The
emerging
substance
been
shown
pose
acute
mortality
long-term
hazards
aquatic
terrestrial
organisms
at
concentrations
below
environmentally
relevant
levels.
Studies
demonstrated
toxic
a
range
organisms,
zebrafish,
nematodes,
mammals.
These
include
neurobehavioral
changes,
reproductive
dysfunction,
digestive
damage
exposure
pathways.
Mechanistic
insights
suggest
that
mitochondrial
stress,
DNA
adduct
formation,
disruption
lipid
metabolism
contribute
toxicity
induced
6PPD-Q.
Recent
findings
human
samples,
such
blood,
urine,
cerebrospinal
fluid,
underscore
importance
further
public
health
toxicological
implications
these
compounds.
distribution,
fate,
biological
effects,
underlying
mechanisms
environment
highlight
urgent
need
for
additional
understand
address
impacts
Environmental Science & Technology,
Год журнала:
2024,
Номер
58(21), С. 9113 - 9124
Опубликована: Май 14, 2024
The
antioxidant
N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine
(6PPD)
and
its
oxidized
quinone
product
6PPD-quinone
(6PPD-Q)
in
rubber
have
attracted
attention
due
to
the
ecological
risk
that
they
pose.
Both
6PPD
6PPD-Q
been
detected
various
environments
humans
cohabit.
However,
date,
a
clear
understanding
of
biotransformation
potential
biomarker
for
exposure
are
lacking.
To
address
this
issue,
study
presents
comprehensive
analysis
extensive
across
species,
encompassing
both
vitro
vivo
models.
We
tentatively
identified
17
metabolites
vitro,
15
mice
vivo,
confirmed
presence
two
human
urine
samples.
Interestingly,
different
patterns
were
observed
species.
Through
semiquantitative
based
on
peak
areas,
we
found
almost
all
underwent
within
24
h
mice,
primarily
via
hydroxylation
subsequent
glucuronidation.
This
suggests
rapid
metabolic
processing
mammals,
underscoring
importance
identifying
effective
biomarkers
exposure.
Notably,
monohydroxy
6PPD-Q-O-glucuronide
consistently
most
predominant
our
studies,
highlighting
as
key
epidemiological
research.
These
findings
represent
first
data
set
mammalian
systems,
offering
insights
into
pathways
involved
possible
biomarkers.