A Mechanism-Based Sphingosine-1-phosphate Lyase Inhibitor

The synthesis of a series of vinylated analogues of sphingosine-1-phosphate together with their unambiguous configurational assignment by VCD methods is reported. Among them, compound RBM10-8 can irreversibly inhibit human sphingosine-1-phosphate lyase (hS1PL) while behaving also as an enzyme substr...

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Detalles Bibliográficos
Autores: Pons, Guillem, Riba, Daniel, Casasampere, Mireia, Izquierdo, Eduardo, Abad, José Luis, Fabriàs, Gemma, Rodríguez Ortega, Pilar G., Montejo, Manuel, López González, Juan J., Casas, Josefina, Delgado Cirilo, Antonio
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:dnet:digitalcsic_::139a60067f4540c3f91e693db31bcebd
Acceso en línea:http://hdl.handle.net/10261/212234
Access Level:acceso abierto
Palabra clave:Sphingosines
Alkanolamines
Enzyme substrates
Descripción
Sumario:The synthesis of a series of vinylated analogues of sphingosine-1-phosphate together with their unambiguous configurational assignment by VCD methods is reported. Among them, compound RBM10-8 can irreversibly inhibit human sphingosine-1-phosphate lyase (hS1PL) while behaving also as an enzyme substrate. These findings, together with the postulated mechanism for S1PL activity, reinforce the role of RBM10-8 as a new mechanism-based hS1PL inhibitor. Copyright © 2019 American Chemical Society.