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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

The selectivity of the (-)-and (+)-forms of hyoscine methiodide and of hyoscyamine camphorsulphonate for muscarinic (M2) receptors.

The affinities of (-)-S-hyoscyamine (+)-camphorsulphonate, (+)-R-hyoscyamine (-)-camphorsulphonate, (-)-S-hyoscine methiodide and (+)-R-hyoscine methiodide for muscarinic acetylcholine receptors in guinea-pig atria and ileum at 30 degrees C and in ileum at 37 degrees C have been measured in dose-ratio experiments. The agonists were carbachol, arecaidine propargyl ester (APE) and ethoxyethyl trimethylammonium iodide (EOE). The effects produced by the agonists confirmed that, relative to carbachol, arecaidine propargyl ester is more active on atria than on ileum whereas ethoxyethyl trimethylammonium iodide is more active on ileum than on atria. There was no striking difference between estimates of affinity based on the effects of agonists on atrial size and the effects on atrial rate nor was there any striking difference between the affinities measured with the different agonists. With the isomers of hyoscyamine there was no striking difference between the affinity for receptors in atria and those in ileum, which is consistent with the low selectivity reported for atropine (racemic hyoscyamine). (-)-S-Hyoscine methiodide had greater affinity for muscarinic receptors in ileum than for those in atria, though the difference is smaller than has been previously observed. (+)-R-Hyoscine methiodide had no detectable selectivity. The phenomenon of selectivity cannot be wholly ascribed to differences in physiochemical properties of the antagonists: the three-dimensional structures with which the antagonists interact cannot be identical.[1]


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