Synthesis of gizzerosine, a toxic substance found in fish meal

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dc.contributor.authorHerrera, C
dc.contributor.authorTello, M
dc.contributor.authorIbañez, I
dc.contributor.authorValenzuela, O
dc.contributor.authorOlivares, L
dc.date.accessioned2025-01-21T01:32:09Z
dc.date.available2025-01-21T01:32:09Z
dc.date.issued1999
dc.description.abstractA simple methodology was used for the synthesis of racemic gizzerosine, whose S-enantiomer has been considered as the main responsible substance for producing the black vomit syndrome in birds. This work has been carried out using classical reactions of the traditional organic chemistry, based on the Gabriel synthesis for the preparation of synthetic amino acids. With the use of easily available materials and reactants, this substance was obtained in reasonable yields and at a lower cost, than that reported previously by others. The intermediaries were analyzed using physical and spectroscopic techniques. The synthetic gizzerosine, obtained in the present work, was confirmed as the expected product, corroborating the structure, by means of the proton nuclear magnetic resonance spectra. The results of the analyses were consistent with the data reported previously in literature, respect to the physical and chemical characterization of the final product of the described synthesis pathway.
dc.fuente.origenWOS
dc.identifier.issn0366-1644
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/97213
dc.identifier.wosidWOS:000079614900014
dc.issue.numero1
dc.language.isoen
dc.pagina.final121
dc.pagina.inicio117
dc.revistaBoletin de la sociedad chilena de quimica
dc.rightsacceso restringido
dc.subjectgizzerosine
dc.subjectsynthesis
dc.subjectblack vomit
dc.subjectfish meal
dc.subjectH-1-NMR
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titleSynthesis of gizzerosine, a toxic substance found in fish meal
dc.typeartículo
dc.volumen44
sipa.indexWOS
sipa.trazabilidadWOS;2025-01-12
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