Inverting the Regioselectivity of the Berberine Bridge Enzyme by Employing Customized Fluorine??Containing Substrates

…, H Lechner, JH Schrittwieser, S Wallner…

文献索引：Resch, Verena; Lechner, Horst; Schrittwieser, Joerg H.; Wallner, Silvia; Gruber, Karl; MacHeroux, Peter; Kroutil, Wolfgang Chemistry - A European Journal, 2012 , vol. 18, # 41 p. 13173 - 13179

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被引用次数: 18

摘要

Abstract Fluorine is commonly applied in pharmaceuticals to block the degradation of bioactive compounds at a specific site of the molecule. Blocking of the reaction center of the enzyme-catalyzed ring closure of 1, 2, 3, 4-tetrahydrobenzylisoquinolines by a fluoro moiety allowed redirecting the berberine bridge enzyme (BBE)-catalyzed transformation of these compounds to give the formation of an alternative regioisomeric product namely 11- ...