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This study describes a versatile and rational design of carbohydrate\u2010based hydrogelators through <jats:italic>N<\/jats:italic>,<jats:italic>N<\/jats:italic>\u2019\u2010substituted barbituric acid\u2010mediated Knoevenagel condensation onto unprotected carbohydrates in water. Amphiphilic <jats:italic>N<\/jats:italic>\u2010substituted \u03b2\u2010<jats:italic>C<\/jats:italic>\u2010maltosylbarbiturates self\u2010assembled into pH\u2010 and calcium\u2010triggered alginate\u2010like supramolecular hydrogel fibers with a multistimuli responsiveness to temperature, pH and competitive metal chelating agent. In addition, amphiphilic <jats:italic>N<\/jats:italic>,<jats:italic>N<\/jats:italic>\u2019\u2010disubstituted \u03b2\u2010<jats:italic>C<\/jats:italic>\u2010maltosylbarbiturates formed vesicle gels in pure water that were scarcely observed for glyco\u2010hydrogelators. 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