Lipase-catalyzed ring-opening polymerization of lactones to polyesters and its mechanistic aspects.
Lipase catalysis induced a ring-opening polymerization of lactones with different ring-sizes. Small-size (four-membered) and medium-size lactones (six- and seven-membered) as well as macrolides (12-, 13-, 16-, and 17-membered) were subjected to lipase-catalyzed polymerization. The polymerization behaviors depended primarily on the lipase origin and the monomer structure. The macrolides showing much lower anionic polymerizability were enzymatically polymerized faster than epsilon-caprolactone. The granular immobilized lipase derived from Candida antartica showed extremely efficient catalysis in the polymerization of epsilon-caprolactone. Single-step terminal functionalization of the polyester was achieved by initiator and terminator methods. The enzymatic polymerizability of lactones was quantitatively evaluated by Michaelis-Menten kinetics.
Namekawa
S
S
Department of Materials Chemistry, Graduate School of Engineering, Tohoku University, Sendai, Japan.
Suda
S
S
Uyama
H
H
Kobayashi
S
S
D002175:Candida / Q000201:enzymology*; D007700:Kinetics; D007783:Lactones / Q000378:metabolism*; D008049:Lipase / Q000378:metabolism*; D018942:Macrolides / Q000138:chemical synthesis / Q000378:metabolism*; D008970:Molecular Weight; D011091:Polyesters / Q000138:chemical synthesis / Q000378:metabolism*; D011549:Pseudomonas / Q000201:enzymology*
D007783:Lactones; D018942:Macrolides; D011091:Polyesters; D008049:Lipase