Autor: |
Tasnádi, Gábor, Winkler, Christoph K., Clay, Dorina, Sultana, Nargis, Fabian, Walter M. F., Hall, Mélanie, Ditrich, Klaus, Faber, Kurt |
Zdroj: |
Chemistry - A European Journal; Aug2012, Vol. 18 Issue 33, p10362-10367, 6p |
Abstrakt: |
The degree of CC bond activation in the asymmetric bioreduction of α,β-unsaturated carboxylic esters by ene-reductases was studied, and general recommendations to render these 'borderline-substrates' more reactive towards enzymatic reduction are proposed. The concept of 'supported substrate activation' was developed. In general, an additional α-halogenated substituent proved to be beneficial for enzymatic activity, whereas β-alkyl or β-aryl substituents were detrimental for the reactivity of nonhalogenated substrates, and α-cyano groups showed little effect. The alcohol moiety of the ester functionality was found to have a strong influence on the reaction rate. Overall, activities were determined by both steric and electronic effects. [ABSTRACT FROM AUTHOR] |
Databáze: |
Complementary Index |
Externí odkaz: |
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