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Polymers from Functional Macrolactones as Potential Biomaterials: Enzymatic Ring Opening Polymerization, Biodegradation, and Biocompatibility
Abstract
We systematically investigated a series of polymers derived from macrolactones, namely, pentadecalactone, hexadecalactone, and their unsaturated analogues ambrettolide and globalide as potential biomaterials. By enzymatic ring-opening polymerization these monomers can conveniently be polymerized to high molecular weight. The polymers are highly crystalline with melting points around 95 degrees C for the saturated polymers and lower melting points for the unsaturated polymers (46-55 degrees C). All polymers are nontoxic as measured by an MTT assay for metabolic cell activity of a 3T3 mouse fibroblast cell line. Degradation studies showed no hydrolytic or enzymatic degradability of the polymers, which was ascribed to the high crystallinity and hydrophobicity of the materials. The unsaturated polymers were cross-linked in the melt, yielding fully amorphous transparent materials with a gel content of 97%.
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Cites
Synthesis of functionalized biodegradable polyesters
Williams, C. K. (2007) · Chemical Society Reviews · doi:10.1039/b614342n · Cited by 454
Alexis, F. (2005) · Polymer International · doi:10.1002/pi.1697 · Cited by 443
Duda, A., Kowalski, A., Penczek, S., Uyama, H., & Kobayashi, S. (2002) · Macromolecules · doi:10.1021/ma012207y · Cited by 165
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Synthesis of biodegradable polymers from renewable resources
Tschan, M. J.-L., Brulé, E., Haquette, P., & Thomas, C. M. (2012) · Polym. Chem. · doi:10.1039/c2py00452f · Cited by 428
Stempfle, F., Ortmann, P., & Mecking, S. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00705 · Cited by 397
Brannigan, R. P., & Dove, A. P. (2017) · Biomaterials Science · doi:10.1039/c6bm00584e · Cited by 334
Bouyahyi, M., Pepels, M. P. F., Heise, A., & Duchateau, R. (2012) · Macromolecules · doi:10.1021/ma3001675 · Cited by 157
Self-citationvan der Meulen, I., Gubbels, E., Huijser, S., Sablong, R., Koning, C. E., Heise, A., & Duchateau, R. (2011) · Macromolecules · doi:10.1021/ma200685u · Cited by 140
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Metadata
- Authors
- van der Meulen, I., de Geus, M., Antheunis, H., Deumens, R., Joosten, E. A. J., Koning, C. E., & Heise, A.
- Venue
- Biomacromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-11-01
- Volume
- 9
- Issue
- 12
- Pages
- 3404-3410
- ISSN
- 1525-7797 (ISSN-L)
- 1526-4602
- OpenAlex
- W2017240002
- Cited by
- 165
- References
- 3
- FWCI
- 3.85
- Type
- journal article
- Language
- en
- Open access
- closed
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- van der Meulen, I., de Geus, M., Antheunis, H., Deumens, R., Joosten, E. A. J., Koning, C. E., & Heise, A. (2008). Polymers from Functional Macrolactones as Potential Biomaterials: Enzymatic Ring Opening Polymerization, Biodegradation, and Biocompatibility. Biomacromolecules. https://doi.org/10.1021/bm800898c
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