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Science 15 June 1979:
Vol. 204. no. 4398, pp. 1217 - 1219
DOI: 10.1126/science.221978
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Articles

Science, Vol 204, Issue 4398, 1217-1219
Copyright © 1979 by American Association for the Advancement of Science

articles

Effect of fluorine substitution on the agonist specificity of norepinephrine

D Cantacuzene, KL Kirk, DH McCulloh, and CR Creveling

Substitution of fluorine for hydrogen in position 2, 5, or 6 of the aromatic ring of norepinephrine markedly alters the alpha- and beta-adrenergic agonist properties of norephinephrine. The 6-fluoro isomer is an beta-adrenergic agonist with virtually no beta agonist activity, while the 2-fluoro isomer is a beta-adrenergic agonist with little alpha activity. The 5-fluoro isomer is equipotent with norepinephrine as an alpha agonist and significantly more potent as a beta agonist. The possible physiochemical basis for these differences is discussed.




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Science. ISSN 0036-8075 (print), 1095-9203 (online)