Biocatalytic synthesis of silicone polyesters.
The immobilized lipase B from Candida antarctica (CALB) was used to synthesize silicone polyesters. CALB routinely generated between 74-95% polytransesterification depending on the monomers that were used. Low molecular weight diols resulted in the highest rates of esterification. Rate constants were determined for the CALB catalyzed polytransesterifications at various reaction temperatures. The temperature dependence of the CALB-mediated polytransesterifications was examined. A lipase from C. rugosa was only successful in performing esterifications using carboxy-modified silicones that possessed alkyl chains greater than three methylene units between the carbonyl and the dimethylsiloxy groups. The proteases alpha-chymotrypsin and papain were not suitable enzymes for catalyzing any polytransesterification reactions.
Frampton
Mark B
MB
Department of Chemistry and Centre for Biotechnology, Brock University, 500 Glenridge Avenue, St. Catharines, Ontario, Canada.
Subczynska
Izabela
I
Zelisko
Paul M
PM
D055162:Biocatalysis; D002175:Candida / Q000201:enzymology; D004800:Enzymes, Immobilized / Q000378:metabolism*; D004951:Esterification; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D011091:Polyesters / Q000138:chemical synthesis*; D012828:Silicones / Q000138:chemical synthesis*; D013696:Temperature
D004800:Enzymes, Immobilized; D011091:Polyesters; D012828:Silicones; D008049:Lipase