% IMPORTANT: The following is UTF-8 encoded. This means that in the presence
% of non-ASCII characters, it will not work with BibTeX 0.99 or older.
% Instead, you should use an up-to-date BibTeX implementation like “bibtex8” or
% “biber”.
@ARTICLE{Ewert:475969,
author = {Ewert, Wiebke and Günther, Sebastian and Miglioli,
Francesca and Falke, Sven and Reinke, Patrick Y. A. and
Niebling, Stephan and Guenther, Christian and Han, Huijong
and Srinivasan, Vasundara and Brognaro, Hévila and Lieske,
Julia and Lorenzen, Kristina and Garcia-Alai, Maria M. and
Betzel, Christian and Carcelli, Mauro and Hinrichs, Winfried
and Rogolino, Dominga and Meents, Alke},
title = {{H}ydrazones and {T}hiosemicarbazones {T}argeting
{P}rotein-{P}rotein-{I}nteractions of {SARS}-{C}o{V}-2
{P}apain-like {P}rotease},
journal = {Frontiers in Chemistry},
volume = {10},
issn = {2296-2646},
address = {Lausanne},
publisher = {Frontiers Media},
reportid = {PUBDB-2022-01546},
pages = {832431},
year = {2022},
abstract = {The papain-like protease (PLpro) of SARS-CoV-2 is essential
for viral propagation and, additionally, dysregulation of
the host innate immune system. Using a library of 40
potential metal-chelating compounds we performed an X-ray
crystallographic screening against PLpro. As outcome we
identified six compounds binding to the target protein. Here
we describe the interaction of one hydrazone (H1) and five
thiosemicarbazone (T1-T5) compounds with the two distinct
natural substrate binding sites of PLpro for ubiquitin and
ISG15. H1 binds to a polar groove at the S1 binding site by
forming several hydrogen bonds with PLpro. T1-T5 bind into a
deep pocket close to the polyubiquitin and ISG15 binding
site S2. Their interactions are mainly mediated by multiple
hydrogen bonds and further hydrophobic interactions. In
particular compound H1 interferes with natural substrate
binding by sterical hindrance and induces conformational
changes in protein residues involved in substrate binding,
while compounds T1-T5 could have a more indirect effect.
Fluorescence based enzyme activity assay and complementary
thermal stability analysis reveal only weak inhibition
properties in the high micromolar range thereby indicating
the need for compound optimization. Nevertheless, the unique
binding properties involving strong hydrogen bonding and the
various options for structural optimization make the
compounds ideal lead structures. In combination with the
inexpensive and undemanding synthesis, the reported
hydrazone and thiosemicarbazones represent an attractive
scaffold for further structure-based development of novel
PLpro inhibitors by interrupting protein-protein
interactions at the S1 and S2 site.},
cin = {FS-CFEL-1-BMX},
ddc = {540},
cid = {I:(DE-H253)FS-CFEL-1-BMX-20210408},
pnm = {633 - Life Sciences – Building Blocks of Life: Structure
and Function (POF4-633) / 6G3 - PETRA III (DESY) (POF4-6G3)
/ FISCOV - FISCOV Helmholtz large research infrastructures
in the fight against epidemic outbreaks (FISCOV) / DFG
project 390715994 - EXC 2056: CUI: Advanced Imaging of
Matter (390715994)},
pid = {G:(DE-HGF)POF4-633 / G:(DE-HGF)POF4-6G3 / G:(DE-HGF)FISCOV
/ G:(GEPRIS)390715994},
experiment = {EXP:(DE-H253)P-P11-20150101},
typ = {PUB:(DE-HGF)16},
pubmed = {35480391},
UT = {WOS:000792403500001},
doi = {10.3389/fchem.2022.832431},
url = {https://bib-pubdb1.desy.de/record/475969},
}