Lipase-catalyzed ring-opening polymerization of lactones to polyesters and its mechanistic aspects
Abstract
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.
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An alcohol could initiate ROP of lactones by lipase.
“An alcohol could initiate the ring-opening polymerization of lactones by lipase [171,172].”
From Recent advances in the synthesis of aliphatic polyesters by ring-opening polymerization☆ (2008) · cites this paper as [171]
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References 32 · Cited by 139
- Authors
- Namekawa, S., Suda, S., Uyama, H., & Kobayashi, S.
- Affiliations
- Tohoku University (JP)
- Kyoto University (JP)
- Corresponding author
- Kobayashi, Shiro
- ORCID
- Uyama, Hiroshi
- Venue
- International Journal of Biological Macromolecules
- Publisher
- Elsevier BV
- Published
- 1999-06
- Volume
- 25
- Issue
- 1-3
- Pages
- 145-151
- ISSN
- 0141-8130 (ISSN-L)
- OpenAlex
- W2079082548
- Cited by
- 139
- References
- 32
- Citations by year
- 2026: 1 · 2025: 2 · 2024: 2 · 2022: 6 · 2021: 1 · 2020: 3 · 2019: 4 · 2018: 1 · 2017: 6 · 2016: 8 · 2015: 4 · 2014: 7 · 2013: 9 · 2012: 4
- FWCI
- 4.11
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- International Journal of Biological Macromolecules (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Ministry of Education, Culture, Sports, Science and Technology
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme Catalysis and Immobilization
- Physical Sciences › Materials Science › Polymers and Plastics › Polymer composites and self-healing
- Keywords
- lipase-catalyzed polymerization, ring-opening polymerization, lactones, macrolides, polyesters, ε-caprolactone, Candida antarctica lipase, immobilized lipase, polymerization mechanism, Michaelis-Menten kinetics, terminal functionalization
- MeSH terms
- Candida, Kinetics, Lactones, Lipase, Molecular Weight, Polyesters, Pseudomonas, Macrolides
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