New fluorogenic probes for neutral and alkaline ceramidases

New fluorogenic ceramidase substrates derived from the N acyl modification of our previously reported probes (RBM14) are reported. While none of the new probes were superior to the known RBM14C12 as acid ceramidase substrates, the corresponding nervonic acid amide (RBM14C24:1) is an efficient and se...

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Autores: Casasampere, Mireia, Bielsa, Núria, Riba, Daniel, Bassas, Laura, Ruijuan, Xu, Cungui, Mao, Fabriàs, Gemma, Abad, José Luis, Delgado Cirilo, Antonio, Casas, Josefina
Tipo de recurso: artículo
Estado:Versión enviada para evaluación y publicación
Fecha de publicación:2019
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/179544
Acceso en línea:http://hdl.handle.net/10261/179544
Access Level:acceso abierto
Palabra clave:Cancer
Ceramides
Lipids
Ceramidases
Lipase
Fluorogenic
Substrate
Chemical synthesis
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spelling New fluorogenic probes for neutral and alkaline ceramidasesCasasampere, MireiaBielsa, NúriaRiba, DanielBassas, LauraRuijuan, XuCungui, MaoFabriàs, GemmaAbad, José LuisDelgado Cirilo, AntonioCasas, JosefinaCancerCeramidesLipidsCeramidasesLipaseFluorogenicSubstrateChemical synthesisNew fluorogenic ceramidase substrates derived from the N acyl modification of our previously reported probes (RBM14) are reported. While none of the new probes were superior to the known RBM14C12 as acid ceramidase substrates, the corresponding nervonic acid amide (RBM14C24:1) is an efficient and selective substrate for the recombinant human neutral ceramidase, both in cell lysates and in intact cells. A second generation of substrates, incorporating the natural 2 (N acylamino) 1,3 diol 4 ene framework (compounds RBM15) is also reported. Among them, the corresponding fatty acyl amides with an unsaturated N acyl chain can be used as substrates to determine ACER1 and ACER2 activities. In particular, compound RBM15C18:1 has emerged as the best fluorogenic probe reported so far to measure ACER1 and ACER2 activities in a 96 well plate format.Peer reviewedAmerican Society for Biochemistry and Molecular BiologyFabriàs, Gemma [0000-0001-7162-3772]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]201920192019info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Preprintinfo:eu-repo/semantics/submittedVersionhttp://hdl.handle.net/10261/179544reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés10.1194/jlr.D092759Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/1795442026-05-22T06:33:51Z
dc.title.none.fl_str_mv New fluorogenic probes for neutral and alkaline ceramidases
title New fluorogenic probes for neutral and alkaline ceramidases
spellingShingle New fluorogenic probes for neutral and alkaline ceramidases
Casasampere, Mireia
Cancer
Ceramides
Lipids
Ceramidases
Lipase
Fluorogenic
Substrate
Chemical synthesis
title_short New fluorogenic probes for neutral and alkaline ceramidases
title_full New fluorogenic probes for neutral and alkaline ceramidases
title_fullStr New fluorogenic probes for neutral and alkaline ceramidases
title_full_unstemmed New fluorogenic probes for neutral and alkaline ceramidases
title_sort New fluorogenic probes for neutral and alkaline ceramidases
dc.creator.none.fl_str_mv Casasampere, Mireia
Bielsa, Núria
Riba, Daniel
Bassas, Laura
Ruijuan, Xu
Cungui, Mao
Fabriàs, Gemma
Abad, José Luis
Delgado Cirilo, Antonio
Casas, Josefina
author Casasampere, Mireia
author_facet Casasampere, Mireia
Bielsa, Núria
Riba, Daniel
Bassas, Laura
Ruijuan, Xu
Cungui, Mao
Fabriàs, Gemma
Abad, José Luis
Delgado Cirilo, Antonio
Casas, Josefina
author_role author
author2 Bielsa, Núria
Riba, Daniel
Bassas, Laura
Ruijuan, Xu
Cungui, Mao
Fabriàs, Gemma
Abad, José Luis
Delgado Cirilo, Antonio
Casas, Josefina
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Fabriàs, Gemma [0000-0001-7162-3772]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Cancer
Ceramides
Lipids
Ceramidases
Lipase
Fluorogenic
Substrate
Chemical synthesis
topic Cancer
Ceramides
Lipids
Ceramidases
Lipase
Fluorogenic
Substrate
Chemical synthesis
description New fluorogenic ceramidase substrates derived from the N acyl modification of our previously reported probes (RBM14) are reported. While none of the new probes were superior to the known RBM14C12 as acid ceramidase substrates, the corresponding nervonic acid amide (RBM14C24:1) is an efficient and selective substrate for the recombinant human neutral ceramidase, both in cell lysates and in intact cells. A second generation of substrates, incorporating the natural 2 (N acylamino) 1,3 diol 4 ene framework (compounds RBM15) is also reported. Among them, the corresponding fatty acyl amides with an unsaturated N acyl chain can be used as substrates to determine ACER1 and ACER2 activities. In particular, compound RBM15C18:1 has emerged as the best fluorogenic probe reported so far to measure ACER1 and ACER2 activities in a 96 well plate format.
publishDate 2019
dc.date.none.fl_str_mv 2019
2019
2019
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Preprint
info:eu-repo/semantics/submittedVersion
format article
status_str submittedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/179544
url http://hdl.handle.net/10261/179544
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv 10.1194/jlr.D092759
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv American Society for Biochemistry and Molecular Biology
publisher.none.fl_str_mv American Society for Biochemistry and Molecular Biology
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869408147851968512
score 15,812429

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