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Anesthetic steroid mobility in model membrane preparations as examined by high-resolution 1H and 2H NMR spectroscopy.

Makriyannis A, DiMeglio CM, Fesik SW
J Med Chem. 1991 34 (5): 1700-3

PMID: 2033593 · DOI:10.1021/jm00109a024

A series of structurally related pregnane analogues which exhibit a wide range of anesthetic potencies were incorporated into unilamellar egg lecithin vesicles and their relative mobilities examined with 1H and 2H high-resolution NMR spectroscopy. The data from this study reveal a trend suggesting a relationship between the motional properties of a steroid and its anesthetic potency. The data are congruent with the idea that anesthetic activity is associated with perturbation of the membrane bilayer by the steroid molecule; the degree to which the membrane is perturbed is apparently dependent upon the specific structural and stereochemical features of the steroid. This study supports the hypothesis that lipid bilayers are capable of a high degree of structural discrimination.

MeSH Terms (6)

Anesthetics Cell Membrane Lipid Bilayers Magnetic Resonance Spectroscopy Pregnanes Structure-Activity Relationship

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