caa a22 4500 44531852X CHVBK 20180317142655.0 cr unu---uuuuu 170323e20110801xx s 000 0 eng 10.1007/s10126-010-9339-2 doi (NATIONALLICENCE)springer-10.1007/s10126-010-9339-2 Hydrosoluble Antioxidants by Enzymatic Glucosylation of a Vitamin E Derivative Using Marine α- d -Glucosidase from Aplysia fasciata [Elektronische Daten] [Annabella Tramice, Giuseppina Andreotti, Antonio Trincone] Relevant examples of polyglycosylating exo-glycosidases were reported among enzymes of marine origin (Aplysia fasciata, Geobacillus, and Pecten maximus). Herein we describe the enzymatic polyglucosylation of a chromane-methanol (2-hydroxymethyl-2,5,7,8-tetramethylchroman-6-ol) performed by using the α-d-glucosidase from the sea hare Aplysia fasciata. New di-, tri-, and tetrasaccharide derivatives were synthesized and their antioxidant activities were evaluated by DPPH test. High enzymatic substrate conversion was assessed by NMR spectroscopy, and the products were easily purified. These findings suggest that the proposed procedure is an effective process both for the molecular diversity of products and for the peculiar stereochemistry of the enzyme. At the beginning of the enzymatic reaction, only (S)-diastereomer of the monoglucoside was obtained. The isomaltoside was the most abundant disaccharide obtained and showed a radical scavenging activity similar to that of the chromane-methanol. The disaccharide can be considered a new hydrosoluble antioxidant agent useful for various technological applications (cosmetics, food industry, etc.). A relationship between the interglycosidic linkage present in disaccharides and trisaccharides and their scavenging activity was also pointed out. Springer Science+Business Media, LLC, 2010 α-Glucosidase nationallicence Transglycosylation nationallicence Oligosaccharide synthesis nationallicence Marine organism nationallicence Aplysia fasciata nationallicence Biocatalysis nationallicence Tramice Annabella Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072, Pozzuoli, Naples, Italy aut Andreotti Giuseppina Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072, Pozzuoli, Naples, Italy aut Trincone Antonio Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072, Pozzuoli, Naples, Italy aut Marine Biotechnology Springer-Verlag 13/4(2011-08-01), 773-781 1436-2228 13:4<773 2011 13 10126 https://doi.org/10.1007/s10126-010-9339-2 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10126-010-9339-2 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Tramice Annabella Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072, Pozzuoli, Naples, Italy aut NATIONALLICENCE 700 1- Andreotti Giuseppina Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072, Pozzuoli, Naples, Italy aut NATIONALLICENCE 700 1- Trincone Antonio Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072, Pozzuoli, Naples, Italy aut NATIONALLICENCE 773 0- Marine Biotechnology Springer-Verlag 13/4(2011-08-01), 773-781 1436-2228 13:4<773 2011 13 10126 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer