Studies of enzyme-mediated reactions. Part VII. Stereospecific syntheses of tritium-labelled (2R)- and (2S)-dopamines: stereochemical course of hydroxylation of dopamine by dopamine β-hydroxylase (E.C. 1.14.17.1)
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 1056-1062
- https://doi.org/10.1039/p19760001056
Abstract
An efficient synthesis has been developed for the preparation in high configurational purity of dopamines (3,4-di-hydroxyphenethylamines) stereospecifically labelled at C-2 with isotopes of hydrogen. By incubating (2R)-, and (2S)-[2-2H1]dopamines with dopamine β-hydroxylase (E.C. 1.14.17.1) it has been shown that the pro-R-hydrogen atom is lost in the formation of noradrenaline; thus the hydroxylation of the benzylic methylene group occurs with retention of configuration.Keywords
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