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Título

Synthesis and structural characterization of raffinosyl-oligofructosides upon transfructosylation by Lactobacillus gasseri DSM 20604 inulosucrase

AutorDíez-Municio, M. CSIC ORCID; Herrero, Miguel CSIC ORCID CVN ; Herrero, Miguel CSIC ORCID CVN ; Herrero, Miguel CSIC ORCID CVN ; Rivas, Blanca de las CSIC ORCID; Muñoz, Rosario CSIC ORCID ; Jimeno, M. Luisa CSIC ORCID; Moreno, F. Javier CSIC ORCID
Palabras claveTransfructosylation reaction
Bioactive oligosaccharides
Inulosucrase
α-Galactosides
Raffinose
Fecha de publicación2016
EditorSpringer Nature
CitaciónApplied Microbiology and Biotechnology 100(14): 6251-6263 (2016)
ResumenA new process based on enzymatic synthesis of a series of raffinose-derived oligosaccharides or raffinosyl-oligofructosides (RFOS) with degree of polymerization (DP) from 4 to 8 was developed in the presence of raffinose. This process involves a transfructosylation reaction catalyzed by an inulosucrase from Lactobacillus gasseri DSM 20604 (IS). The main synthesized RFOS were structurally characterized by nuclear magnetic resonance (NMR). According to the elucidated structures, RFOS consist of β-2,1-linked fructose unit(s) to raffinose: α-d-galactopyranosyl-(1 → 6)-α-d-glucopyranosyl-(1↔2)-β-d-fructofuranosyl-((1 ← 2)-β-d-fructofuranoside)n (where n refers to the number of transferred fructose moieties). The maximum yield of RFOS was 33.4 % (in weight respect to the initial amount of raffinose) and was obtained at the time interval of 8–24 h of transfructosylation reaction initiated with 50 % (w/v) of raffinose. Results revealed the high acceptor and donor affinity of IS towards raffinose, being fairly comparable with that of sucrose for the production of fructooligosaccharides (FOS), including when both carbohydrates coexisted (sucrose/raffinose mixture, 250 g L each). The production of RFOS was also attempted in the presence of sucrose/melibiose mixtures; in this case, the predominant acceptor-product formed was raffinose followed by a minor production of a series of oligosaccharides with varying DP. The easiness of RFOS synthesis and the structural similarities with both raffinose and fructan series of oligosaccharides warrant the further study of the potential bioactive properties of these unexplored oligosaccharides.
Versión del editorhttp://dx.doi.org/10.1007/s00253-016-7405-z
URIhttp://hdl.handle.net/10261/139888
DOI10.1007/s00253-016-7405-z
Identificadoresdoi: 10.1007/s00253-016-7405-z
issn: 0175-7598
e-issn: 1432-0614
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