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The configuration‐dependent self‐association mode of the two anomers of O‐Ac,N‐Fmoc‐d‐glucosamine, a foldamer building block, leading to gel and/or single crystal formation is described. The β‐anomer of the sugar amino acid (2) forms a gel from various solvents (confirmed by SEM, rheology measurements, NMR, and ECD spectroscopy), whereas the α‐anomer (1) does not form a gel with any solvent tested...