PMID: 8950296Jan 1, 1996Paper

Topography and thermotropic properties of cannabinoids in brain sphingomyelin bilayers

Life Sciences
Thomas M MavromoustakosA Makriyannis

Abstract

In our previous publications we compared the locations of the biologically active (-)-delta 8-tetrahydrocannabinol (delta 8-THC) with that of its inactive analog O-methyl-(-)-delta 8-tetrahydrocannabinol (Me-delta 8-THC) in the liquid crystalline phase of partially hydrated dimyristoylphosphatidylcholine (DMPC) bilayers (Mavromoustakos et al. (1990) Biophys. Acta 1024, 336-344; Yang et al. (1993) Life Sci. 53, 117-122). delta 8-THC was shown to localize itself preferentially in the vicinity of the membrane interface with its phenolic hydroxyl group anchored near the carbonyl groups of DMPC while the more lipophilic Me-delta 8-THC is located deeper towards the center of the bilayer. In the present publication we studied and compared the topography of the two analogs in the gel phase of brain sphingomyelin bilayers. Again we found that delta 8-THC is located near the membrane interface approximately 15 A from the center of the bilayer while its inactive analog localizes deeper in the bilayer at an average site only 8 A from the center of the membrane bilayer. It thus, appears that both analogs preferentially localize in distinct sites within the membrane bilayer which are independent of the mesomorphic state and the nature of the...Continue Reading

References

Jan 1, 1976·Annals of the New York Academy of Sciences·E W Gill
Jan 1, 1977·Advances in Lipid Research·M K Jain, H B White
Sep 29, 1978·Biochimica Et Biophysica Acta·H Sandermann
Nov 1, 1991·Pharmacology, Biochemistry, and Behavior·T MavromoustakosA Makriyannis
Nov 1, 1991·Pharmacology, Biochemistry, and Behavior·D P YangA Makriyannis
May 24, 1990·Biochimica Et Biophysica Acta·T MavromoustakosA Makriyannis
Jan 1, 1990·Life Sciences·A Makriyannis, R S Rapaka
Jun 30, 1982·Biochemical and Biophysical Research Communications·P H NaccacheR I Sha'afi
Sep 5, 1993·Biochimica Et Biophysica Acta·P MartelK R Jeffrey

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