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@ARTICLE{Marker:298993,
author = {T. Marker$^*$ and R. Steimbach$^*$ and C. Perez-Borrajero
and M. Luzarowski and E. Hartmann and S. Schleich$^*$ and D.
Pastor-Flores$^*$ and E. Espinet and A. Trumpp$^*$ and A.
Teleman$^*$ and F. Gräter and B. Simon and A. Miller$^*$
and T. Dick$^*$},
title = {{S}ite-specific activation of the proton pump inhibitor
rabeprazole by tetrathiolate zinc centres.},
journal = {Nature chemistry},
volume = {17},
number = {4},
issn = {1755-4330},
address = {London},
publisher = {Nature Publishing Group},
reportid = {DKFZ-2025-00403},
pages = {507-517},
year = {2025},
note = {DKFZ-ZMBH Alliance / 2025 Apr;17(4):507-517 /#EA:
A160#LA:A160#},
abstract = {Proton pump inhibitors have become top-selling drugs
worldwide. Serendipitously discovered as prodrugs that are
activated by protonation in acidic environments, proton pump
inhibitors inhibit stomach acid secretion by covalently
modifying the gastric proton pump. Despite their widespread
use, alternative activation mechanisms and potential target
proteins in non-acidic environments remain poorly
understood. Employing a chemoproteomic approach, we found
that the proton pump inhibitor rabeprazole selectively forms
covalent conjugates with zinc-binding proteins. Focusing on
DENR, a protein with a C4 zinc cluster (that is, zinc
coordinated by four cysteines), we show that rabeprazole is
activated by the zinc ion and subsequently conjugated to
zinc-coordinating cysteines. Our results suggest that drug
binding, activation and conjugation take place rapidly
within the zinc coordination sphere. Finally, we provide
evidence that other proton pump inhibitors can be activated
in the same way. We conclude that zinc acts as a Lewis acid,
obviating the need for low pH, to promote the activation and
conjugation of proton pump inhibitors in non-acidic
environments.},
cin = {A160 / A390 / B140 / A010 / HD01},
ddc = {540},
cid = {I:(DE-He78)A160-20160331 / I:(DE-He78)A390-20160331 /
I:(DE-He78)B140-20160331 / I:(DE-He78)A010-20160331 /
I:(DE-He78)HD01-20160331},
pnm = {311 - Zellbiologie und Tumorbiologie (POF4-311)},
pid = {G:(DE-HGF)POF4-311},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:39979415},
doi = {10.1038/s41557-025-01745-8},
url = {https://inrepo02.dkfz.de/record/298993},
}