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@ARTICLE{Guenther:437962,
author = {Guenther, Sebastian and Reinke, Patrick and Oberthuer,
Dominik and Yefanov, Oleksandr and Ginn, Helen and Meier,
Susanne and Lane, Thomas and Lorenzen, Kristina and Gelisio,
Luca and Brehm, Wolfgang and Dunkel, Ilona and Domaracky,
Martin and Saouane, Sofiane and Lieske, Julia and Ehrt,
Christiane and Koua, Faisal and Tolstikova, Alexandra and
White, Thomas and Groessler, Michael and Fleckenstein,
Holger and Trost, Fabian and Galchenkova, Marina and
Gevorkov, Yaroslav and Li, Chufeng and Awel, Salah and Peck,
Ariana and Xavier, P. Lourdu and Barthelmess, Miriam and
Schlünzen, Frank and Werner, Nadine and Andaleeb, Hina and
Ullah, Najeeb and Falke, Sven and Franca, Bruno Alves and
Schwinzer, Martin and Brognaro, Hevila and Seychell, Brandon
and Gieseler, Henry and Melo, Diogo and Zaitsev-Doyle, Jo J.
and Norton-Baker, Brenna and Knoska, Juraj and Pena Murillo,
Gisel Esperanza and Mashhour, Aida Rahmani and Guicking,
Filip and Hennicke, Vincent and Fischer, Pontus and Rogers,
Cromarte and Monteiro, Diana C. F. and Hakanpää, Johanna
and Meyer, Jan and Noei, Heshmat and Gribbon, Phil and
Ellinger, Bernhard and Kuzikov, Maria and Wolf, Markus and
Zhang, Linlin and Sun, Xinyuanyuan and Pletzer-Zelgert,
Jonathan and Wollenhaupt, Jan and Feiler, Christian and
Weiss, Manfred and Schulz, Eike-Christian and Mehrabi,
Pedram and Schmidt, Christina and Schubert, Robin and Han,
Huijong and Krichel, Boris and Fernández-García, Yaiza and
Escudero-Pérez, Beatriz and Günther, Stephan and Turk,
Dusan and Uetrecht, Charlotte and Beck, Tobias and Tidow,
Henning and Chari, Aschwin and Zaliani, Andrea and Rarey,
Matthias and Cox, Russel and Hilgenfeld, Rolf and Chapman,
Henry N and Pearson, Arwen R. and Betzel, Christian and
Meents, Alke},
title = {{C}atalytic cleavage of {HEAT} and subsequent covalent
binding of the tetralone moiety by the {SARS}-{C}o{V}-2 main
protease},
publisher = {Zenodo},
reportid = {PUBDB-2020-01727},
year = {2020},
note = {PrePrint:
https://www.biorxiv.org/content/10.1101/2020.05.02.043554},
abstract = {Here we present the crystal structure of SARS-CoV-2 main
protease (Mpro) covalently bound to 2-methyl-1-tetralone.
This complex was obtained by co-crystallization of Mpro with
HEAT
(2-(((4-hydroxyphenethyl)amino)methyl)-3,4-dihydronaphthalen-1(2H)-one)
in the framework of a large X-ray crystallographic screening
project of Mpro against a drug repurposing library,
consisting of 5632 approved drugs or compounds in clinical
phase trials. Further investigations showed that HEAT is
cleaved by Mpro in an E1cB-like reaction mechanism into
2-methylene-1-tetralone and tyramine. The catalytic Cys145
subsequently binds covalently in a Michael addition to the
methylene carbon atom of 2-methylene-1-tetralone. According
to this postulated model HEAT is acting in a pro-drug-like
fashion. It is metabolized by Mpro, followed by covalent
binding of one metabolite to the active site. The structure
of the covalent adduct elucidated in this study opens up a
new path for developing non-peptidic inhibitors.},
cin = {FS-CFEL-1 / CFEL-I / CFEL-TRSB / FS-PET-D / IT / CFEL-ARD /
FS-NL / EMBL / UNI/CUI / UNI/PHY},
cid = {I:(DE-H253)FS-CFEL-1-20120731 / I:(DE-H253)CFEL-I-20161114
/ I:(DE-H253)CFEL-TRSB-20161025 /
I:(DE-H253)FS-PET-D-20190712 / I:(DE-H253)IT-20120731 /
I:(DE-H253)CFEL-ARD-20160914 / I:(DE-H253)FS-NL-20120731 /
I:(DE-H253)EMBL-20120731 / $I:(DE-H253)UNI_CUI-20121230$ /
$I:(DE-H253)UNI_PHY-20170505$},
pnm = {6215 - Soft Matter, Health and Life Sciences (POF3-621) /
HIDSS-0002 - DASHH: Data Science in Hamburg - Helmholtz
Graduate School for the Structure of Matter
$(2019_IVF-HIDSS-0002)$},
pid = {G:(DE-HGF)POF3-6215 / $G:(DE-HGF)2019_IVF-HIDSS-0002$},
experiment = {EXP:(DE-H253)P-P11-20150101 /
EXP:(DE-H253)CFEL-Exp-20150101},
typ = {PUB:(DE-HGF)25},
doi = {10.1101/2020.05.02.043554},
url = {https://bib-pubdb1.desy.de/record/437962},
}