A series of eight n-octyl (thio)glycosides (1a, b-4a, b) with D-glucose or D-galactose-configured head groups and varying anomeric configuration were synthesized and evaluated for glass transition behaviour, membrane permeability, and ice recrystallization inhibition (IRI) activity. Of these, n-octyl b-D-glucopyranoside (2b) exhibited a high glass transition temperatures (T g ), both as a neat sample and 20 wt-% aqueous solution. Membrane permeability studies of this compound revealed cellular

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... ptake to concentrations relevant to the inhibition of intracellular ice formation, thus presenting a promising lead candidate for further biophysical and cryopreservation studies. Compounds were also evaluated as ice recrystallization inhibitors; however, no detectable activity was observed for the newly tested compounds.