Fluorescent detection of hydrogen sulfide (H2S) through the formation of pyrene excimers enhances H2S quantification in biochemical systems

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dc.contributor.authorPose, Manuelaen
dc.contributor.authorDillon, Kearsley M.en
dc.contributor.authorDenicola, Anaen
dc.contributor.authorAlvarez, Beatrizen
dc.contributor.authorMatson, John B.en
dc.contributor.authorMoeller, Matias N.en
dc.contributor.authorCuevasanta, Ernestoen
dc.date.accessioned2023-05-05T13:59:42Zen
dc.date.available2023-05-05T13:59:42Zen
dc.date.issued2022-10en
dc.description.abstractHydrogen sulfide (H2S) is produced endogenously by several enzymatic pathways and modulates physiological functions in mammals. Quantification of H2S in biochemical systems re-mains challenging because of the presence of interferents with similar reactivity, particularly thiols. Herein, we present a new quantification method based on the formation of pyrene exci-mers in solution. We synthesized the probe 2-(maleimido)ethyl 4-pyrenylbutanoate (MEPB) and determined that MEPB reacted with H2S in a two-step reaction to yield the thioether-linked dimer (MEPB)2S, which formed excimers upon excita-tion, with a broad peak of fluorescence emission centered at 480 nm. In contrast, we found that the products formed with thiols showed peaks at 378 and 398 nm. The difference in emission between the products prevented the interference. Furthermore, we showed that the excimer fluorescence signal yielded a linear response to H2S, with a limit of detection of 54 nM in a fluorometer. Our quantification method with MEPB was successfully applied to follow the reaction of H2S with glutathione disulfide and to quantify the production of H2S from cysteine by Escherichia coli. In conclusion, this method represents an addition to the toolkit of biochemists to quantify H2S specifically and sensitively in biochemical systems.en
dc.description.notesThis work was supported by grants from Fondo Vaz Ferreira (Ministerio de Educacion y Cultura, Uruguay; grant no.: I/FVF2017/069; to E. C.), Fondo Clemente Estable (ANII, grant no.: FCE_1_2017_1_136043; to M. N. M.), Comision Sectorial de Investigacion Cientifica (Universidad de la Republica, Uruguay) (grant no.: CSIC I+D 2017; to B. A., CSIC I+D 2020; to M. N. M., CSIC Grupos 2014 and 2018; to A. D.), and US National Institutes of Health (grant no.: R01GM123508; to J. B. M.). The authors acknowledge fellowships from Comision Academica de Posgrado (CAP, Universidad de la Republica; to E. C.) and Programa de Desarrollo de las Ciencias Basicas (PEDECIBA, Uruguay; to E. C.). Additional funding was obtained from PEDECIBA. The content is solely the responsibility of the authors and does not necessarily represent the official views of the National Institutes of Health.en
dc.description.sponsorshipFondo Vaz Ferreira (Ministerio de Educacion y Cultura, Uruguay) [I/FVF2017/069]; Fondo Clemente Estable (ANII) [FCE_1_2017_1_136043]; Comision Sectorial de Investigacion Cientifica (Universidad de la Republica, Uruguay); CSIC I+D [2018]; US National Institutes of Health [R01GM123508]; Comision Academica de Posgrado (CAP, Universidad de la Republica); Programa de Desarrollo de las Ciencias Basicas (PEDECIBA, Uruguay); PEDECIBAen
dc.description.versionPublished versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.doihttps://doi.org/10.1016/j.jbc.2022.102402en
dc.identifier.eissn1083-351Xen
dc.identifier.issue10en
dc.identifier.other102402en
dc.identifier.pmid35988644en
dc.identifier.urihttp://hdl.handle.net/10919/114931en
dc.identifier.volume298en
dc.language.isoenen
dc.publisherElsevieren
dc.rightsCreative Commons Attribution 4.0 Internationalen
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.subjectConformational-changeen
dc.subjectn-ethylmaleimideen
dc.subjectprobeen
dc.subjectbindingen
dc.subjectchemistryen
dc.subjecttoolsen
dc.subjectassayen
dc.subjectformen
dc.titleFluorescent detection of hydrogen sulfide (H2S) through the formation of pyrene excimers enhances H2S quantification in biochemical systemsen
dc.title.serialJournal of Biological Chemistryen
dc.typeArticle - Refereeden
dc.type.dcmitypeTexten

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