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@ARTICLE{Mazzei:1018321,
author = {Mazzei, Luca and Paul, Arundhati and Cianci, Michele and
Devodier, Marta and Mandelli, Davide and Carloni, Paolo and
Ciurli, Stefano},
title = {{K}inetic and structural details of urease inactivation by
thiuram disulphides},
journal = {Journal of inorganic biochemistry},
volume = {250},
issn = {0162-0134},
address = {New York, NY [u.a.]},
publisher = {Elsevier},
reportid = {FZJ-2023-04706},
pages = {112398 -},
year = {2024},
abstract = {This paper reports on the molecular details of the
reactivity of urease, a nickel-dependent enzyme that
catalyses the last step of organic nitrogen mineralization,
with thiuram disulphides, a class of molecules known to
inac- tivate the enzyme with high efficacy but for which the
mechanism of action had not been yet established. IC50
values of tetramethylthiuram disulphide (TMTD or Thiram) and
tetraethylthiuram disulphide (TETD or Disul- firam) in the
low micromolar range were determined for plant and bacterial
ureases. The X-ray crystal structure of Sporosarcina
pasteurii urease inactivated by Thiram, determined at 1.68
Å resolution, revealed the presence of a covalent
modification of the catalytically essential cysteine
residue. This is located on the flexible flap that modulates
the size of the active site channel and cavity. Formation of
a Cys-S-S-C(S)-N(CH3)2 functionality responsible for enzyme
inactivation was observed. Quantum-mechanical calculations
carried out to rationalise the large reactivity of the
active site cysteine support the view that a conserved
histidine residue, adjacent to the cysteine in the active
site flap, modulates the charge and electron density along
the thiol S–H bond by shifting electrons towards the
sulphur atom and rendering the thiol proton more reactive.
We speculate that this proton could be transferred to the
nickel-coordinated urea amide group to yield a molecule of
ammonia from the generated Curea-NH3+ functionality during
catalysis.},
cin = {IAS-5 / INM-9},
ddc = {540},
cid = {I:(DE-Juel1)IAS-5-20120330 / I:(DE-Juel1)INM-9-20140121},
pnm = {5241 - Molecular Information Processing in Cellular Systems
(POF4-524)},
pid = {G:(DE-HGF)POF4-5241},
typ = {PUB:(DE-HGF)16},
pubmed = {37879152},
UT = {WOS:001104731700001},
doi = {10.1016/j.jinorgbio.2023.112398},
url = {https://juser.fz-juelich.de/record/1018321},
}