Inhibition of glycosylation processes: the reaction between pyridoxamine and glucose

Show simple item record Adrover Estelrich, Miguel Vilanova Canet, Bartolomé Muñoz Izquierdo, Francisco Donoso Pardo, Josefa Laurentina 2018-11-02T08:20:48Z
dc.description.abstract [eng] Glycosylation of proteins by glucose produces toxic and immunogenic compounds called −advanced glyclosylation end products× (AGEs), which are the origin of pathological symptoms in various chronic diseases. In this work, a kinetic study of the reaction between glucose (2) and pyridoxamine (1) ± a potent inhibitor of AGEs formation both in vivo and in vitro ± was conducted. The NH2 group of pyridoxamine was found to react with the C O group of glucose to form the Schiff base 9 (Scheme 2). Subsequently, the Schiff base gives rise to other products, including compound 3, pyridoxal, pyridoxine, and 4-pyridoxic acid. Compound 3 inhibits the Amadori rearrangement, and prevents the formation of other C O groups capable of triggering glycosylation processes. Pyridoxal and pyridoxine can also inhibit protein glycosylation via other previously reported mechanisms. en
dc.format application/pdf
dc.relation.ispartof Chemistry & Biodiversity, 2005, vol. 2, p. 964-975
dc.rights , 2005
dc.subject.classification 54 - Química
dc.subject.other 54 - Chemistry. Crystallography. Mineralogy
dc.title Inhibition of glycosylation processes: the reaction between pyridoxamine and glucose en
dc.type info:eu-repo/semantics/article 2018-11-02T08:20:48Z info:eu-repo/date/embargoEnd/2075-01-01
dc.embargo 2075-01-01
dc.rights.accessRights info:eu-repo/semantics/embargoedAccess

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