Literature DB >> 23896375

Carbamoylation abrogates the antioxidant potential of hydrogen sulfide.

Monika Praschberger1, Marcela Hermann, Christian Laggner, Leopold Jirovetz, Markus Exner, Stylianos Kapiotis, Bernhard M K Gmeiner, Hilde Laggner.   

Abstract

Hydrogen sulfide (H2S) has been identified as the third gasotransmitter. Beside its role as signaling molecule in the cardiovascular and nervous system the antioxidant and cyto-protective properties of H2S have gained much attention. In the present study we show that cyanate, an uremic toxin which is found in abundant concentration in sera of patients suffering from chronic kidney disease (CKD), can abrogate the antioxidant and cytoprotective activity of H2S via S-carbamoylation reaction, a reaction that previously has only been shown to have a physiological effect on cysteine groups, but not on H2S. Carbamoylation strongly inhibited the free radical scavenging (ABTS(+·) and alkylperoxyl ROO(·)) properties of H2S. The extent of intracellular ROS formation induced by ROO(·) was diminished by H2S whereas carbamoylation counteracted the protective effect. Reagent HOCl was rapidly inactivated by H2S in contrast to the carbamoylated compound. Protein modification by HOCl was inhibited by H2S but carbamoylation significantly reduced the effect. Thus, S-carbamoylation of low molecular weight thiols by abrogating their antioxidant potential may contribute to the higher oxidative stress observed in CKD.
Copyright © 2013 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  (3,3′,5,5′-tetramethylbenzidine); 2,2′-azinobis (3-ethylbenzothiazoline-6-sulfonic acid)diammonium salt; 2,2′-azobis(2-amidinopropane) hydrochloride; 2′,7′-dichlorofluorescein; AAPH; ABTS; Antioxidant; Chronic kidney disease; Cyanate; DCF; Hydrogen sulfide; Isocyanic acid; S-Carbamoylation; TMB

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Year:  2013        PMID: 23896375     DOI: 10.1016/j.biochi.2013.07.018

Source DB:  PubMed          Journal:  Biochimie        ISSN: 0300-9084            Impact factor:   4.079


  3 in total

Review 1.  Mechanisms and consequences of carbamoylation.

Authors:  Sigurd Delanghe; Joris R Delanghe; Reinhart Speeckaert; Wim Van Biesen; Marijn M Speeckaert
Journal:  Nat Rev Nephrol       Date:  2017-07-31       Impact factor: 28.314

2.  AP39, a novel mitochondria-targeted hydrogen sulfide donor, stimulates cellular bioenergetics, exerts cytoprotective effects and protects against the loss of mitochondrial DNA integrity in oxidatively stressed endothelial cells in vitro.

Authors:  Bartosz Szczesny; Katalin Módis; Kazunori Yanagi; Ciro Coletta; Sophie Le Trionnaire; Alexis Perry; Mark E Wood; Matthew Whiteman; Csaba Szabo
Journal:  Nitric Oxide       Date:  2014-04-19       Impact factor: 4.427

Review 3.  Avenues for post-translational protein modification prevention and therapy.

Authors:  Mengyao Tang; Sahir Kalim
Journal:  Mol Aspects Med       Date:  2022-02-25
  3 in total

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