http://www.cnr.it/ontology/cnr/individuo/prodotto/ID50640

OH radical oxidation of Sorbitylfurfural furanic ring to sugar derivatives, induced by radiolysis in aerobic environment. (Articolo in rivista)

Type

Label

OH radical oxidation of Sorbitylfurfural furanic ring to sugar derivatives, induced by radiolysis in aerobic environment. (Articolo in rivista) (literal)

Anno

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

Alternative label

Russo, M.; Poggi, G.; Navacchia, M. L.; D'Angelantonio, M.; Emmi, S.S. (2005)
OH radical oxidation of Sorbitylfurfural furanic ring to sugar derivatives, induced by radiolysis in aerobic environment.
in Research on chemical intermediates (Print); VSP BV, Leiden (Paesi Bassi)
(literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

Russo, M.; Poggi, G.; Navacchia, M. L.; D'Angelantonio, M.; Emmi, S.S. (literal)

Pagina inizio

Pagina fine

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

Rivista

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

Note

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

Russo, M. - Istituto per la Sintesi Organica e la Fotoreattività - CNR - Bologna Poggi, G. - Università di Bologna, Dipartimento di Chimica \"G. Ciamician\" Navacchia, M. L. - Istituto per la Sintesi Organica e la Fotoreattività - CNR - Bologna D'Angelantonio, M, - Istituto per la Sintesi Organica e la Fotoreattività - CNR - Bologna Emmi, S.S. - Istituto per la Sintesi Organica e la Fotoreattività - CNR - Bologna (literal)

Titolo

OH radical oxidation of Sorbitylfurfural furanic ring to sugar derivatives, induced by radiolysis in aerobic environment. (literal)

Abstract

Chemical radiolytic oxidation induced by OH addition on 1-(2-furan-2-yl-5-hydroxy6-hydroxymethyl-[1,3]dioxan-4-yl)-ethan-1,2-diol (sorbitylfurfural, SF) leads, in the presence of controlled amounts of oxygen, to a permanent functional modification of the target molecule. The yield of conversion reaches 60% of the starting material. LC-MS analysis allowed the identification, as final products, of carboxylic acids, butenal and hydroxy-furan derivatives in which the sugar chain remains unbroken, while the furanic ring is attacked first by OH and then by oxygen, giving in succession an intra-/inter-molecular rearrangement of the allylperoxyl radicals thus formed. The proposed oxidation of the furanic ring envisages the peroxyl intermediates undergoing mono- and/or bi-molecular reactions; a reaction path has been outlined and is reported here. The presence of unsaturated bonds in the final products could provide a further site for radical scavenger activity. Therefore, the fast reaction with O-2 and the rearrangement of the produced peroxyl radicals to species, which are likely to be effective OH-capturers, reinforces the antioxidant ability of SF. (literal)

Editore