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PubMed1981

X-ray diffraction and calorimetric study of anhydrous and hydrated N-palmitoylgalactosylsphingosine (cerebroside).

Differential scanning calorimetry and X-ray diffraction of anhydrous and hydrated N-palmitoylgalactosylsphingosine (NPGS) show evidence of complex polymorphic behavior and interconversions between stable and metastable structural forms. Anhydrous NPGS exhibits three lamellar crystal forms (A, B, and B') at temperatures below 143 degrees C and a liquid-crystal form between 143 and 180 degrees C before melting to an isotropic liquid at 180 degrees C. The crystal B leads to liquid-crystal transition is accompanied by an enthalpy change, delta H, of 11.2 kcal/mol of NPGS, while a relatively small enthalpy change (delta H = 0.8 kcal/mol) marks the liquid-crystal leads to liquid transition. The A and B' crystal forms do not hydrate readily at room temperature. When heated, crystal form A in the presence of water undergoes an exothermic transition at 52 degrees C to produce a thermodynamically stable hydrated crystal E form. X-ray diffraction shows that this stable bilayer crystal form has a highly ordered hydrocarbon chain packing arrangement; melting to the bilayer liquid-crystal form occurs at 82 degrees C with a large enthalpy change, delta H = 17.5 kcal/mol of NPGS. A complex liquid-crystal leads to crystal transition is observed on cooling; the cooling rate independent exotherm involves the transition of the hydrated liquid crystal to an intermediate metastable crystal form identical with anhydrous crystal form A. The subsequent cooling rate dependent step involves the conversion of the metastable crystal form A to the stable crystal form E. We suggest that hydrated crystal form E is stabilized by both a highly ordered chain packing mode and a lateral intermolecular hydrogen bonding network involving the sphingosine backbone, the galactosyl group, and interbilayer water molecules. Although disruption of both the specific hydrogen chain packing and H-bonding networks occurs at the high enthalpy transition to the bilayer liquid-crystal L alpha form, these two types of interactions are not reestablished simultaneously on cooling. First, recrystallization of the hydrocarbon chain accompanies removal of water from the lipid interface, leading to "dehydrated" metastable crystal form A. This is followed by a time-dependent, temperature-dependent hydration process which allows a rearrangement of the hydrogen-bonding matrix. Alterations in the NPGS-NPGS and NPGS-water interactions accompany further changes in the hydrocarbon chain packing and lead to the formation of the stable E form.

Animals↗
PubMed1988

Effect of glycerol on the molecular properties of cerebrosides, sulphatides and gangliosides in monolayers.

The presence of glycerol, free from surface-active impurities, modifies the molecular area, surface potential/molecule and thermodynamic parameters of compression of monolayers of galactosylceramide, sulphatide and gangliosides GM1, GD1a and GT1b. This may be due to changes of the composition and structural properties of the glycosphingolipid solvation shell with an influence on the intermolecular organization.

Cerebrosides↗