Efficient one-pot enzymatic synthesis of alpha-(1 -> 4)-glucosidic disaccharides through a coupled reaction catalysed by Lactobacillus acidophilus NCFM maltose phosphorylase

Hiroyuki Nakai, Adiphol Dilokpimol, Maher Abou Hachem, Birte Svensson

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    Lactobacillus acidophilus NCFM maltose phosphorylase (LaMalP) of glycoside hydrolase family 65 catalysed enzymatic synthesis of alpha-(1 -> 4)-glucostdic disacchandes from maltose and five monosacchandes in a coupled phosphorolysis/reverse phosphorolysis one-pot reaction Thus phosphorolysis of maltose to 0-glucose I -phosphate circumvented addition of costly 0-glucose 1-phosphate for reverse phosphorolysis with different monosacchande acceptors, resulting in 91%, 89%, 88%, 86% and 84% yield of alpha-a-glucopyranosyl-(1 4)-N-acetyl-a-glucosain inopyranose IN-acetyl-maltosamine I, alpha-b-glucopyranosyl( 1 -> 4)-o-glucosaminopyranose I maltosaminej, a-a-glucopyranosyl-(1 -> 4)-b-mannopyranose, alpha-n-glucopyranosyl-(1 -> 4)-t-fucopyranose and alpha-b-glucopyranosyl-(1 -> 4)-D-xylopyranose, respectively, from 0 1 M maltose, 0.5 M N-acetyl glucosamine, 0.1 M glucosamine. 0.1 M mannose, 1 M t-fucose and 0.5 M xylose in 02 M phosphate-citrate p1-I 62 These current yields of 0.27-0.34 g of disaccharide products from 10 mL reaction mixtures are easy to scale up and moreover the strategy can be applied to large-scale production of other oligosacchandes from low-cost disacchandes as catalysed by phosphorylases with different substrate specificities 2010 Elsevier Ltd All rights reserved.
    Original languageEnglish
    JournalCarbohydrate Research
    Volume345
    Issue number8
    Pages (from-to)1061-1064
    ISSN0008-6215
    DOIs
    Publication statusPublished - 2010

    Keywords

    • alpha-(1 -> 4)-Glucosidic disaccharides
    • Reverse phosphorolysis
    • Glycoside hydrolase family 65
    • beta-Glucose 1-phosphate
    • Phosphorolysis

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