Synthesis of potentially-bioactive lactosyl-oligofructosides by a novel bi-enzymatic system using bacterial fructansucrases. (December 2015)

• Record Type: Journal Article
• Authors: Díez-Municio, Marina; González-Santana, Clara; de las Rivas, Blanca; Jimeno, M. Luisa; Muñoz, Rosario; Moreno, F. Javier; Herrero, Miguel
• Is Part Of: Food research international. Volume 78(2015:Dec.)
• Page Start: 258
• Page End: 265
• Publication Date: 2015-12
• Subjects: Lactosylfructoside (PubChem CID: 174626); Lactosyl-oligofructosides -- Lactosucrose -- Inulosucrase -- Levansucrase -- Bi-enzymatic system -- Prebiotic -- Transfructosylation; Food -- Analysis -- Periodicals; Food industry and trade -- Periodicals; Food industry and trade -- Canada -- Periodicals; Food Technology -- Periodicals; Food -- Periodicals; Food-Processing Industry -- Periodicals; Aliments -- Industrie et commerce -- Périodiques; Aliments -- Industrie et commerce -- Canada -- Périodiques; Aliments -- Recherche -- Périodiques; Food industry and trade; Canada; Periodicals; Electronic journals; 664.005
• DOI: 10.1016/j.foodres.2015.09.035
• Languages: English
• ISSNs: 0963-9969

Abstract

Abstract: Efficient enzymatic synthesis of lactosyl-oligofructosides (LFOS) with a degree of polymerization from 4 to 8 was achieved in the presence of sucrose:lactosucrose and sucrose:lactose mixtures by transfructosylation reaction. The main synthesized LFOS which consist of β-2, 1-linked fructose to lactosucrose: β-d -galactopyranosyl-(1 → 4)-α-d -glucopyranosyl-[(1 → 2)-β-d -fructofuranosyl]n-(1 → 2)-β-d -fructofuranoside (where n refers to the number of transferred fructose moieties) was structurally characterized by nuclear magnetic resonance (NMR). The maximum formation of LFOS was 81% (in weight with respect to the initial amount of lactosucrose) and was obtained after 24 h of transfructosylation reaction based on sucrose:lactosucrose (250 g L − 1 each) catalyzed by an inulosucrase from Lactobacillus gasseri DSM 20604 (IS). The production of LFOS in the presence of sucrose:lactose mixtures required a previous high-yield lactosucrose synthesis step catalyzed by using a levansucrase from Bacillus subtilis CECT 39 (LS) before the inulosucrase-catalyzed reaction. This novel one-pot bi-enzymatic system led to the synthesis of about 22% LFOS in weight, with respect to the initial amount of lactose (250 g L − 1 ). The results revealed a high specificity for the substrate involved in the inulosucrase-catalyzed reaction given that, although lactosucrose ( O -β-d -galactopyranosyl-(1 → 4)- O -α-d -glucopyranosyl-(1 → 2)-β-d -fructofuranoside) acted as a strong acceptor of β-2, 1-linked fructose, lactose (β-d -galactopyranosyl-(1 → 4)-α-d -glucose) was found to be an extremely weak acceptor. Highlights: Efficient enzymatic synthesis of lactosyl-oligofructosides (LFOS) with DP from 4 to 8 LFOS of DP 6–8 are described for the first time in this work. Transfructosylation by L. gasseri in the presence of sucrose:lactosucrose mixtures Bi-enzymatic system (levansucrase–inulosucrase) from sucrose:lactose mixtures