Influence of fluorine substitution on the site of enzymic O-methylation of fluorinated norepinephrines

…, ET McNeal, D Cantacuzene, KL Kirk

Index: Creveling; McNeal; Cantacuzene; Kirk Journal of Medicinal Chemistry, 1981 , vol. 24, # 12 p. 1395 - 1399

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Citation Number: 26

Abstract

The extent of meta-and para-0-methylation by catechol 0-methyltransferase of 2-fluoro-, 5- fluOrO-, and 6-fluoronorepinephrine (FNE) at pH 7 and 9 was determined. The rank order of preference for para-0-methylation is 5FNE>> NE> 6FNE> 2FNE. In all cases, increasing the pH to 9 results in an increase in para-0-methylation. Results with 2F-and 5FNE demonstrate the importance of ionization in the methyltransferase reaction when fluorine is situated ...