About: Evidence of covalent interaction of fumaric acid esters with sulfhydryl groups in peptides

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Fumaric acid esters, namely dimethylfumarate, have been used for the treatment of psoriasis for many years. Still, their mode of action is not fully clear. Because addition of nucleophiles to the double bonds of fumarates can occur (Michael analogous addition), a study of the interaction of fumarates with cysteine and cysteine-containing peptides possessing nucleophilic sulfhydryl group was carried out. Experiments were performed in aqueous medium at pH7.4 and at 37 C to simulate physiological conditions. It was proven by mass spectrometric measurements using an ion-trap and time-of-flight instrument that a covalent bond can form between fumarates and the sulfhydryl group of cysteine or cysteinyl residues in peptides. Structures of the interaction products were elucidated by multistage mass spectrometry applying collision-induced dissociation. Higher reactivity of dimethylfumarate in comparison to monomethylfumarate and fumaric acid was observed. Fumaric acid esters, namely dimethylfumarate, have been used for the treatment of psoriasis for many years. Still, their mode of action is not fully clear. Because addition of nucleophiles to the double bonds of fumarates can occur (Michael analogous addition), a study of the interaction of fumarates with cysteine and cysteine-containing peptides possessing nucleophilic sulfhydryl group was carried out. Experiments were performed in aqueous medium at pH7.4 and at 37 C to simulate physiological conditions. It was proven by mass spectrometric measurements using an ion-trap and time-of-flight instrument that a covalent bond can form between fumarates and the sulfhydryl group of cysteine or cysteinyl residues in peptides. Structures of the interaction products were elucidated by multistage mass spectrometry applying collision-induced dissociation. Higher reactivity of dimethylfumarate in comparison to monomethylfumarate and fumaric acid was observed. (en)
Title	Evidence of covalent interaction of fumaric acid esters with sulfhydryl groups in peptides Evidence of covalent interaction of fumaric acid esters with sulfhydryl groups in peptides (en)
skos:prefLabel	Evidence of covalent interaction of fumaric acid esters with sulfhydryl groups in peptides Evidence of covalent interaction of fumaric acid esters with sulfhydryl groups in peptides (en)
skos:notation	RIV/00216224:14310/05:00021448!RIV10-MSM-14310___
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM0021622415), Z(MSM6198959216)
http://linked.open...iv/cisloPeriodika	10
http://linked.open...vai/riv/dodaniDat	2010
http://linked.open...aciTvurceVysledku	Zdráhal, Zbyněk
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Masarykova univerzita / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	520794
http://linked.open...ai/riv/idVysledku	RIV/00216224:14310/05:00021448
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	mass spectrometry; fumarates; cysteine; peptides with sulfhydryl group; identification of covalent interaction (en)
http://linked.open.../riv/klicoveSlovo	mass spectrometry cysteine fumarates identification of covalent interaction peptides with sulfhydryl group
http://linked.open...odStatuVydavatele	CZ - Česká republika
http://linked.open...ontrolniKodProRIV	[7427EB6A7DDA]
http://linked.open...i/riv/nazevZdroje	Journal of Mass Spectrometry
http://linked.open...in/vavai/riv/obor	CE
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	5 (xsd:int)
http://linked.open...UplatneniVysledku	2005
http://linked.open...v/svazekPeriodika	40
http://linked.open...iv/tvurceVysledku	Lemr, Karel Ulrichová, Jitka Zdráhal, Zbyněk Frycák, Petr Wiegrebe, Wolfgang
http://linked.open...ain/vavai/riv/wos	000233019900005
http://linked.open...n/vavai/riv/zamer	Molecular basis of cell and tissue regulations Modulation of signalling and regulatory pathways in normal and cancer cells
issn	1076-5174
number of pages	10 (xsd:int)
http://localhost/t...ganizacniJednotka	14310
is http://linked.open...avai/riv/vysledek of	Evidence of covalent interaction of fumaric acid esters with sulfhydryl groups in peptides

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