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Sphingomyelin from biological membranes forms segregated domains with cholesterol in fluid bilayers. However, a synthetic form of sphingomyelin with an oleoyl chain linked to sphingosine is not incorporated into cholesterol-rich domains. We have studied the properties of mixtures of oleoyl-sphingomyelin and cholesterol as well as mixtures of oleoyl-sphingomyelin with 1-stearoyl-2-oleoyl-phosphatidylcholine by DSC and NMR. Cholesterol has a high miscibility with oleoyl-sphingomyelin and it does not separate in crystalline form until the mol fraction of cholesterol reaches a value above 0.6. A large fraction of the cholesterol crystals that are formed are in the monohydrate form. Furthermore, these crystals rehydrate relatively rapidly compared with pure cholesterol crystals in the absence of phospholipid. The environment of the carbonyl group of the phospholipid indicates that it is similar to other forms of sphingomyelin with saturated acyl chains. Also similar to other forms of sphingomyelin, the quaternary ammonium group of oleoyl-sphingomyelin is more rigid than that of phosphatidylcholines, as indicated by the strong resonance observed with cross-polarization/magic angle spinning. Additionally, oleoyl-sphingomyelin produces a larger alteration than egg sphingomyelin of the phase transition of 1-stearoyl-2-oleoyl-phosphatidylcholine. These studies indicate that oleoyl-sphingomyelin, unlike saturated forms of sphingomyelin, does not form segregated domains with cholesterol because of its greater miscibility with phosphatidylcholine. [Copyright &y& Elsevier]

Five food-grade mineral hydrocarbon (MHC) materials; a low melting point wax (LMPW), a synthetic wax (C80W) and three white oils (N15H, N70H and P70H) were administered orally to female Fischer-344 rats for 28 and 90 days at a dose level of 2% in the diet. Tissues were examined at autopsy for any treatment-related histopathological changes. The histology of target organs was the same as found in previous studies on LMPW and mineral oils and similar effects were also observed from feeding C80W. Chemical analysis showed no detectable levels of MHCs in urine and no discernible differences in the MHC profile in faeces extracts compared to diets. The presence of MHCs in most tissues was not always associated with observable histological changes. The notable observations were MHC material was detected in all tissues of rats fed with diets containing LMPW and C80W. The levels found ranged from 0.04 to 1.52% by weight for the LMPW and from 0.01 to 0.75% for the C80W. MHC material was detected in all samples of small intestine, heart and kidney for all groups. Only the livers from rats administered with LMPW and C80W were analysed, which were found to contain MHC material. Preferential accumulation of MHCs was in the alkane range approximately C20–C35. The findings indicate that the size and the structure of individual components play a role both in determining their propensity to accumulate in different tissues and in the severity of any response that they elicit once they have accumulated. The implication of these findings are discussed in the context of specifications for ‘food-grade’ mineral hydrocarbons such as used as food additives. The data presented here suggests that the current specifications are not prescriptively adequate in controlling the amount of MHC material between C25 and C35 that can accumulate. [Copyright &y& Elsevier]