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. 1976 Aug;57(4):517–519. doi: 10.1111/j.1476-5381.1976.tb10378.x

The effects of pH on the activity of coryneine and related phenolic quaternary ammonium salts on the frog rectus preparation.

R B Barlow
PMCID: PMC1667033  PMID: 9174

Abstract

The activity of m-hydroxybenzyltrimethylammonium, coryneine (3:4-dihydroxyphenethyltrimethylammonium, 'quaternary dopamine'), and m-hydroxyphenylpropyltrimethylammonium relative to tetramethylammonium has been measured on the frog rectus preparation (Rana pipiens) at pH 7 and pH 9. 2 The compounds are more active in the more acid environment indicating that ionization of the phenolic group reduces activity to between one-half and one-tenth of that of the form with the intact hydroxyl group. 3 In contrast with the situation at aminoacid receptors, there is no reason to believe that at other receptors zwitterions are likely to be more active than the uncharged forms with which they are in equilibrium.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Armstrong J., Barlow R. B. The ionization of phenolic amines, including apomorphine, dopamine and catecholamines and an assessment of zwitterion constants. Br J Pharmacol. 1976 Aug;57(4):501–516. doi: 10.1111/j.1476-5381.1976.tb10377.x. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Barlow R. B., Thompson G. M., Scott N. C. The affinity and activity of compounds related to nicotine on the rectus abdominis muscle of the frog (Rana pipiens). Br J Pharmacol. 1969 Nov;37(3):555–584. doi: 10.1111/j.1476-5381.1969.tb08496.x. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. HAMILTON J. T. The influence of pH on the activity of nicotine at the neuromuscular junction. Can J Biochem Physiol. 1963 Feb;41:283–289. [PubMed] [Google Scholar]
  4. KALOW W. The influence of pH on the ionization and biological activity of d-tubocurarine. J Pharmacol Exp Ther. 1954 Apr;110(4):433–442. [PubMed] [Google Scholar]

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