Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
60(3), P. 1488 - 1492
Published: Nov. 10, 2020
A
new
diterpene
synthase
from
the
actinomycete
Catenulispora
acidiphila
was
identified
and
structures
of
its
products
were
elucidated,
including
absolute
configurations
by
an
enantioselective
deuteration
approach.
The
mechanism
cationic
terpene
cyclisation
cascade
deeply
studied
through
use
isotopically
labelled
substrates
substrate
analogues
with
partially
blocked
reactivity,
resulting
in
derailment
that
gave
further
insights
into
intermediates
along
cascade.
Their
chemistry
studied,
leading
to
biomimetic
synthesis
a
diterpenoid
analogue
brominated
sesquiterpene
known
red
seaweed
Laurencia
microcladia.
Natural Product Reports,
Journal Year:
2021,
Volume and Issue:
38(2), P. 362 - 413
Published: Jan. 1, 2021
This
review
covers
the
literature
published
in
2019
for
marine
natural
products
(MNPs),
with
719
citations
(701
period
January
to
December
2019)
referring
compounds
isolated
from
microorganisms
and
phytoplankton,
green,
brown
red
algae,
sponges,
cnidarians,
bryozoans,
molluscs,
tunicates,
echinoderms,
mangroves
other
intertidal
plants
microorganisms.
The
emphasis
is
on
new
(1490
440
papers
2019),
together
relevant
biological
activities,
source
organisms
country
of
origin.
Pertinent
reviews,
biosynthetic
studies,
first
syntheses,
syntheses
that
led
revision
structures
or
stereochemistries,
have
been
included.
Methods
used
study
fungi
their
chemical
diversity
also
discussed.
Chemical Society Reviews,
Journal Year:
2021,
Volume and Issue:
50(14), P. 8003 - 8049
Published: Jan. 1, 2021
Technological
developments
enable
the
discovery
of
novel
enzymes,
advancement
enzyme
cascade
designs
and
pathway
engineering,
moving
biocatalysis
into
an
era
technology
integration,
intelligent
manufacturing
enzymatic
total
synthesis.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(15), P. 8474 - 8485
Published: April 5, 2023
The
cyclization
of
farnesyl
diphosphate
(FPP)
into
highly
strained
polycyclic
sesquiterpenes
is
challenging.
We
here
determined
the
crystal
structures
three
sesquiterpene
synthases
(STSs,
namely,
BcBOT2,
DbPROS,
and
CLM1)
catalyzing
biosynthesis
tricyclic
presilphiperfolan-8β-ol
(1),
Δ6-protoilludene
(2),
longiborneol
(3).
All
STS
contain
a
substrate
mimic,
benzyltriethylammonium
cation
(BTAC),
in
their
active
sites,
providing
ideal
templates
for
quantum
mechanics/molecular
mechanics
(QM/MM)
analyses
toward
catalytic
mechanisms.
QM/MM-based
molecular
dynamics
(MD)
simulations
revealed
cascade
reactions
enzyme
products,
different
key
site
residues
that
play
important
roles
stabilizing
reactive
carbocation
intermediates
along
pathways.
Site-directed
mutagenesis
experiments
confirmed
these
concomitantly
resulted
17
shunt
products
(4-20).
Isotopic
labeling
addressed
hydride
methyl
migrations
main
several
products.
These
combined
methods
provided
deep
insights
mechanisms
STSs
demonstrated
how
chemical
space
can
rationally
be
expanded,
which
may
facilitate
applications
synthetic
biology
approaches
pharmaceutical
perfumery
agents.
Natural Product Reports,
Journal Year:
2020,
Volume and Issue:
38(5), P. 905 - 980
Published: Nov. 10, 2020
We
highlight
the
current
state
of
bacterial
terpenome,
emphasizing
discoveries,
structures,
biosynthetic
pathways,
and
biological
activities
these
terpenoid
natural
products.
Beilstein Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
15, P. 2889 - 2906
Published: Nov. 29, 2019
Terpenoids
are
the
largest
and
structurally
most
diverse
class
of
natural
products.
They
possess
potent
specific
biological
activity
in
multiple
assays
against
diseases,
including
cancer
malaria
as
notable
examples.
Although
number
characterized
terpenoid
molecules
is
huge,
our
knowledge
how
they
biosynthesized
limited,
particularly
when
compared
to
well-studied
thiotemplate
assembly
lines.
Bacteria
have
only
recently
been
recognized
having
genetic
potential
biosynthesize
a
large
complex
terpenoids,
but
current
ability
associate
with
molecular
structure
severely
restricted.
The
canonical
terpene
biosynthetic
pathway
uses
single
enzyme
form
cyclized
hydrocarbon
backbone
followed
by
modifications
suite
tailoring
enzymes
that
can
generate
dozens
different
products
from
backbone.
This
functional
promiscuity
pathways
renders
biosynthesis
susceptible
rational
engineering
using
latest
developments
field
synthetic
biology.
These
engineered
will
not
facilitate
creation
both
known
novel
their
development
deepen
understanding
significant
branch
biosynthesis.
insights
gained
likely
empower
greater
degree
proficiency
for
non-natural
pave
way
towards
biotechnological
production
high
value
terpenoids.
Natural Product Reports,
Journal Year:
2021,
Volume and Issue:
39(2), P. 249 - 272
Published: Oct. 9, 2021
Terpenoids
have
diverse
bioecological
roles
in
all
kingdoms
of
life.
Here
we
discuss
the
evolution
and
ecological
functions
microbial
terpenoids
their
possible
applications.
Natural Product Reports,
Journal Year:
2021,
Volume and Issue:
39(1), P. 90 - 118
Published: July 7, 2021
Covering:
up
to
2021Terpenoids
are
a
diverse
group
of
chemicals
used
in
wide
range
industries.
Microbial
terpenoid
production
has
the
potential
displace
traditional
manufacturing
these
compounds
with
renewable
processes,
but
further
titre
improvements
needed
reach
cost
competitiveness.
This
review
discusses
strategies
increase
titres
Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(11), P. 4739 - 4745
Published: March 8, 2022
We
report
enantioselective
one-carbon
ring
expansion
of
aziridines
to
make
azetidines
as
a
new-to-nature
activity
engineered
"carbene
transferase"
enzymes.
A
laboratory-evolved
variant
cytochrome
P450BM3,
P411-AzetS,
not
only
exerts
unparalleled
stereocontrol
(99:1
er)
over
[1,2]-Stevens
rearrangement
but
also
overrides
the
inherent
reactivity
aziridinium
ylides,
cheletropic
extrusion
olefins,
perform
rearrangement.
By
controlling
fate
highly
reactive
ylide
intermediates,
these
evolvable
biocatalysts
promote
transformation
which
cannot
currently
be
performed
using
other
catalyst
classes.
