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First Bovine Serum Albumin‐Promoted Synthesis of Enones, Cinnamic Acids and Coumarins in Ionic Liquid: An Insight into the Role of Protein Impurities in Porcine Pancreas Lipase for Olefinic Bond Formation
Author(s) -
Sharma Nandini,
Sharma Upendra K.,
Kumar Rajesh,
Katoch Nidhi,
Kumar Rakesh,
Sinha Arun K.
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000870
Subject(s) - chemistry , knoevenagel condensation , ionic liquid , bovine serum albumin , lipase , catalysis , bromide , organic chemistry , trypsin , enzyme , biochemistry
During studies on exploiting the catalytic promiscuity of crude porcine pancreas lipase (PPL) in ionic liquid for CC bond formations, bovine serum albumin (BSA) was found to be competing for these reactions. After a detailed investigation, we establish that these transformations are possible by unspecific protein catalysis rather than catalytic promiscuity of “PPL” – a first insight into the role of protein impurities in crude enzyme. Thus, a novel and highly efficient, environmentally friendly approach involving synergistic catalysis by bovine serum albumin‐1‐butyl‐3‐methylimidazolium bromide (BSA‐[bmim]Br) has been developed for the synthesis of ( E )‐α,β‐unsaturated compounds including a one‐pot cascade synthesis of cinnamic acids and coumarins via aldol, Knoevenagel and Knoevenagel–Doebner condensations.