The Science of The Total Environment,
Год журнала:
2024,
Номер
958, С. 177940 - 177940
Опубликована: Дек. 10, 2024
Methoxylated
polybrominated
diphenyl
ethers
(MeO-BDEs)
are
a
class
of
environmentally
relevant
halogenated
natural
products.
The
two
most
isomers,
2'-MeO-BDE
68
and
6-MeO-BDE
47,
were
repeatedly
detected
at
levels
comparable
with
persistent
organic
pollutants
in
marine
environmental
food
samples.
MeO-BDEs
suspected
to
be
biosynthesized
by
bromoperoxidases
through
the
merging
bromophenol
units,
three
which
(2,4-dibromophenol,
2,6-dibromophenol
2,4,6-tribromophenol)
abundant
environments,
followed
O-methylation
give
MeO-BDEs.
However,
not
all
can
explained
direct
coupling
bromophenols.
Therefore,
several
bromophenols
incubated
CYP109B1
from
Bacillus
subtilis.
Incubations
2,4-dibromophenol
resulted
both
2'-OH-BDE
6-OH-BDE
47.
Mechanistic
considerations
indicated
that
compounds
emerged
an
epoxidized
intermediate.
After
subsequent
methylation
this
leads
environments.
By
contrast,
incubations
2,4,6-tribromophenol
did
form
any
OH-BDEs
but
tri-
or
tetrabrominated
dibenzo-p-dioxins
(PBDDs),
i.e.
another
known
products
whose
toxicity
has
shown
similar
their
chlorinated
analogues.
SYNOPSIS:
Treatment
cytochrome
P450
monooxygenase
led
formation
hydroxylated
dibenzo-p-dioxins.
Applied and Environmental Microbiology,
Год журнала:
2002,
Номер
68(2), С. 893 - 900
Опубликована: Фев. 1, 2002
ABSTRACT
Five
strains
were
isolated
which
form
a
physiologically
and
phylogenetically
coherent
group
of
chlororespiring
microorganisms
represent
the
first
taxon
in
Myxobacteria
capable
anaerobic
growth.
The
enriched
from
various
soils
sediments
based
on
their
ability
to
grow
using
acetate
as
an
electron
donor
2-chlorophenol
(2-CPh)
acceptor.
They
are
slender
gram-negative
rods
with
bright
red
pigmentation
that
exhibit
gliding
motility
spore-like
structures.
These
unique
myxobacteria
also
2,6-dichlorophenol,
2,5-dichlorophenol,
2-bromophenol,
nitrate,
fumarate,
oxygen
terminal
acceptors,
optimal
growth
occurring
at
low
concentrations
(<1
mM)
2-CPh
is
reduced
by
all
acceptor
preference
ammonium.
Acetate,
H
2
,
succinate,
pyruvate,
formate,
lactate
used
donors.
None
grew
fermentation.
16S
ribosomal
DNA
(rDNA)
sequences
five
cluster
deeply
branching
within
family
Myxococcaceae
class
mostly
closely
associated
Myxococcus
subgroup.
With
exception
lack
characteristic
fruiting
body,
these
resemble
previously
characterized
therefore
should
be
considered
part
9.0%
difference
rDNA
sequence
those
other
myxobacterial
genera
sufficient
place
new
genus
species
designated
Anaeromyxobacter
dehalogenans
.
type
strain
2CP-1
(ATCC
BAA-258).
Applied and Environmental Microbiology,
Год журнала:
2003,
Номер
69(5), С. 2964 - 2974
Опубликована: Май 1, 2003
ABSTRACT
Two
tetrachlorethene
(PCE)-dechlorinating
populations,
designated
strains
BB1
and
BRS1,
were
isolated
from
pristine
river
sediment
chloroethene-contaminated
aquifer
material,
respectively.
PCE-to-
cis
-1,2-dichloroethene-dechlorinating
activity
could
be
transferred
in
defined
basal
salts
medium
with
acetate
as
the
electron
donor
PCE
acceptor.
Taxonomic
analysis
based
on
16S
rRNA
gene
sequencing
placed
both
isolates
within
Desulfuromonas
cluster
δ
subdivision
of
Proteobacteria
.
was
dechlorinated
at
rates
least
139
nmol
min
−1
mg
protein
pH
values
between
7.0
7.5
temperatures
25
30°C.
Dechlorination
also
occurred
10°C.
The
donors
that
supported
dechlorination
included
acetate,
lactate,
pyruvate,
succinate,
malate,
fumarate
but
not
hydrogen,
formate,
ethanol,
propionate,
or
sulfide.
Growth
malate
alone,
whereas
oxidation
other
depended
strictly
presence
fumarate,
ferric
iron,
sulfur,
PCE,
TCE
an
Nitrate,
sulfate,
sulfite,
thiosulfate,
chlorinated
compounds
used
acceptors.
Sulfite
had
a
strong
inhibitory
effect
growth
dechlorination.
Alternate
acceptors
(e.g.,
iron)
did
inhibit
consumed
concomitantly.
putative
iron
reductases
induced
by
their
respective
substrates
constitutively
present.
Sulfide
required
for
growth.
Both
tolerated
high
concentrations
free-phase
(dense
non-aqueous-phase
liquids).
Repeated
yielded
variant
lost
ability
to
dechlorinate
PCE.
Due
sequence
differences
closest
relatives
unique
phenotypic
characteristics,
we
propose
new
are
members
species,
michiganensis
,
Geobacteraceae
Applied and Environmental Microbiology,
Год журнала:
2000,
Номер
66(6), С. 2408 - 2413
Опубликована: Июнь 1, 2000
ABSTRACT
Strain
SF3,
a
gram-negative,
anaerobic,
motile,
short
curved
rod
that
grows
by
coupling
the
reductive
dechlorination
of
2-chlorophenol
(2-CP)
to
oxidation
acetate,
was
isolated
from
San
Francisco
Bay
sediment.
SF3
grew
at
concentrations
NaCl
ranging
0.16
2.5%,
but
KCl
above
0.32%
inhibited
growth.
The
isolate
used
fumarate,
lactate,
propionate,
pyruvate,
alanine,
and
ethanol
as
electron
donors
for
growth
coupled
dechlorination.
Among
halogenated
aromatic
compounds
tested,
only
ortho
position
chlorophenols
reductively
dechlorinated,
additional
chlorines
other
positions
blocked
Sulfate,
sulfite,
thiosulfate,
nitrate
were
also
acceptors
optimal
temperature
30°C,
no
or
activity
observed
37°C.
Growth
revealed
yield
about
1
g
protein
per
mol
2-CP
2.7
mole
2,6-dichlorophenol
dechlorinated.
physiological
features
16S
ribosomal
DNA
sequence
suggest
organism
is
novel
species
genus
Desulfovibrio
which
we
have
designated
dechloracetivorans
.
unusual
feature
this
strain
it
uses
acetate
an
donor
carbon
source
with
not
sulfate.
Applied and Environmental Microbiology,
Год журнала:
1998,
Номер
64(5), С. 1620 - 1627
Опубликована: Май 1, 1998
Soils
samples
were
obtained
from
pristine
ecosystems
in
six
regions
on
five
continents.
Two
of
the
boreal
forests,
and
other
four
Mediterranean
ecosystems.
Twenty-four
soil
each
or
sites
enriched
by
using
3-chlorobenzoate
(3CBA),
3CBA
mineralizers
isolated
most
samples.
These
isolates
analyzed
for
ability
to
mineralize
3CBA,
genotypes
determined
with
repetitive
extragenic
palindromic
PCR
genomic
fingerprints
restriction
digests
16S
rRNA
genes
(amplified
ribosomal
DNA
analysis
[ARDRA]).
We
found
that
our
collection
150
stable
3CBA-mineralizing
included
48
44
ARDRA
types,
which
formed
seven
distinct
clusters.
The
majority
(91%)
unique
they
isolated,
genotype
was
only
region
it
isolated.
A
total
43
types
one
region.
few
repeatedly
but
not
any
continental
region,
suggesting
are
regionally
endemic.
correlation
between
bacterial
vegetative
community
South
African
results
suggest
is
distributed
among
very
diverse
globally
dispersed.
PLoS ONE,
Год журнала:
2014,
Номер
9(3), С. e89924 - e89924
Опубликована: Март 3, 2014
Iodine
is
a
well
known
antimicrobial
compound.
Laccase,
an
oxidoreductase
which
couples
the
one
electron
oxidation
of
diverse
phenolic
and
non-phenolic
substrates
to
reduction
oxygen
water,
capable
oxidizing
unreactive
iodide
reactive
iodine.
We
have
shown
previously
that
laccase-iodide
treatment
spruce
wood
results
in
wash-out
resistant
surface.
In
this
study,
we
investigated
whether
compounds
such
as
vanillin,
resembles
sub-structures
softwood
lignin,
can
be
directly
iodinated
by
reacting
with
laccase
iodide,
resulting
antifungal
activity.
HPLC-MS
analysis
showed
vanillin
was
converted
iodovanillin
catalysis
at
excess
potassium
iodide.
No
conversion
occurred
absence
enzyme.
The
addition
redox
mediators
catalytic
concentrations
increased
rate
ten-fold
yield
50%.
Iodinated
products
were
also
detected
when
o-vanillin,
ethyl
acetovanillone
methyl
vanillate
incubated
At
educt
concentration
0.1
M
almost
molar
ratio
could
used
without
compromising
rate,
insoluble
product
recovered
simple
centrifugation.
novel
enzymatic
synthesis
procedure
fulfills
key
criteria
green
chemistry.
Biocatalytically
produced
iodo-ethyl
had
significant
growth
inhibitory
effects
on
several
degrading
fungal
species.
For
Trametes
versicolor,
species
causing
white
rot
wood,
complete
inhibition
partial
biocidal
effect
observed
agar
plates.
Enzymatic
tests
indicated
acted
enzyme
responsive,
materials.
Abstract
In
soils
halogens
(fluorine,
chlorine,
bromine,
iodine)
are
cycled
through
the
transformation
of
inorganic
halides
into
organohalogen
compounds
and
vice
versa.
There
is
evidence
that
these
reactions
microbially
driven
but
key
enzymes
groups
microorganisms
involved
largely
unknown.
Our
aim
was
to
uncover
diversity,
abundance
distribution
genes
encoding
for
halogenating
dehalogenating
in
a
German
forest
soil
by
shotgun
metagenomic
sequencing.
Metagenomic
libraries
three
horizons
revealed
presence
genera
known
be
halogenation
dehalogenation
processes
such
as
Bradyrhizobium
or
Pseudomonas
.
We
detected
so
far
unknown
diversity
(de)halogenating
metagenome
including
specific
unspecific
halogenases
well
metabolic
cometabolic
dehalogenases.
Genes
non-heme,
no-metal
chloroperoxidases
haloalkane
dehalogenases
were
most
abundant
halogenase
dehalogenase
genes,
respectively.
The
high
suggests
strong
microbial
contribution
natural
halogen
cycling.
This
also
confirmed
microcosm
experiments
which
we
quantified
biotic
formation
chloroform
bromoform.
Knowledge
on
catalyze
(de)halogenation
critical
because
they
highly
relevant
industrial
biotechnologies
bioremediation
applications.
Though
precedent
remains
limited,
the
selective
interhalogenation
of
allenes
offers
a
valuable
synthetic
strategy
to
access
products
where
each
halide
exhibits
orthogonal
reactivity.
Here,
we
describe
Lewis
base-catalyzed
approach
for
dihalogenation
(bromochlorination,
iodochlorination,
iodobromination,
and
dibromination)
terminal
allenes.
By
employing
just
1
mol
%
triphenylphosphine
oxide
or
hexamethylphosphoramide
activate
thionyl
halides
in
presence
electrophilic
halogenation
reagents,
achieve
conversion
monosubstituted
vicinal
allylic,
vinylic
dihalides
with
up
93%
yield
>20:1
regioisomeric
ratio,
favoring
branched
dihalogenated
product.
A
range
functional
groups
is
tolerated,
including
nitrile,
ester,
phosphate,
sulfonamide,
silyl
groups,
reaction
proved
be
scalable.
The
utility
various
dihalide
was
investigated
substitution
cross-coupling
chemistry,
highlighting
distinct
reactivity
among
different
classes.