Allure of HFIP in Unsaturated Carbon−Carbon Bond Functionalization
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(12)
Published: Feb. 14, 2024
Abstract
Hexafluoroisopropanol
(HFIP)
stands
out
as
a
versatile
solvent
in
synthetic
chemists’
repertoire,
facilitating
diverse
array
of
intricate
chemical
reactions.
It
demonstrates
multifaceted
role
that
extends
beyond
conventional
uses
and,
many
cases,
the
mechanism
appears
to
be
complicated.
This
feature
article
elucidates
significance
HFIP
context
Lewis
and
Brønsted
acid‐catalyzed
reactions
with
specific
emphasis
on
regio‐
stereoselective
functionalization
unsaturated
carbon‐carbon
bonds.
Language: Английский
Structure-guided design and synthesis of ATP-competitive N-acyl-substituted sulfamide d-alanine-d-alanine ligase inhibitors
Bioorganic & Medicinal Chemistry,
Journal Year:
2023,
Volume and Issue:
96, P. 117509 - 117509
Published: Oct. 26, 2023
d-Alanine-d-alanine
ligase
(Ddl)
catalyses
the
ATP-dependent
formation
of
d-Ala-d-Ala,
a
critical
component
in
bacterial
cell
wall
biosynthesis
and
is
validated
target
for
new
antimicrobial
agents.
Here,
we
describe
structure-guided
design,
synthesis,
evaluation
ATP-competitive
N-acyl-substituted
sulfamides
27-36,
42,
46,
47
as
inhibitors
Staphylococcus
aureus
Ddl
(SaDdl).
A
crystal
structure
SaDdl
complexed
with
ATP
d-Ala-d-Ala
(PDB:
7U9K)
identified
ATP-mimetic
8
an
initial
scaffold
further
inhibitor
design.
Evaluation
enzyme
inhibition
assays
revealed
ability
to
reduce
activity
72
±
%
(IC
Language: Английский