Enzyme catalytic promiscuity: The papain-catalyzed Knoevenagel reaction |
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Authors: | Hu Wen Guan Zhi Deng Xiang He Yan-Hong |
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Affiliation: | School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, PR China. |
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Abstract: | Papain as a sustainable and inexpensive biocatalyst was used for the first time to catalyze the Knoevenagel reactions in DMSO/water. A wide range of aromatic, hetero-aromatic and α,β-unsaturated aldehydes could react with less active methylene compounds acetylacetone and ethyl acetoacetate. The products were obtained in moderate to excellent yields with Z/E selectivities of up to 100:0. This case of biocatalytic promiscuity not only widens the application of papain to new chemical transformations, but also could be developed into a potentially valuable method for organic synthesis. |
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Keywords: | Knoevenagel reaction Papain Enzyme promiscuity Biocatalysis |
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