Application of Chemoenzymatic Hydrolysis in the Synthesis of 2-Monoacylglycerols

The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty...

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Bibliographic Details
Published in:Tetrahedron
Main Authors: Whitten, Kyle M., Makriyannis, Alexandros, Vadivel, Subramanian K.
Format: Text
Language:English
Published: 2012
Subjects:
Online Access:http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3398708
http://www.ncbi.nlm.nih.gov/pubmed/22822273
https://doi.org/10.1016/j.tet.2012.04.101
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Summary:The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized Candida antarctica within 2h with yields ranging from 36%–83%. Similar reaction conditions with immobilized Rhizomucor miehei yielded exclusively the 2-MAG after 24h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved.