Hydrolytic degradation of oligo(lactic acid): a kinetic and mechanistic study
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At acidic pH the hydrolysis proceeds through a preferential scission of the end groups and spits out one lactic acid unit at a time, while the base catalyzed hydrolysis proceeds preferentially via a backbiting process from the OH chain end leading to the formation of lactide, which is eventually hydrolyzed to lactate.
“While at acidic pH the hydrolysis proceeds through a preferential scission of the end groups and spits out one lactic acid unit at a time, the base catalyzed hydrolysis proceeds preferentially via a backbiting process from the OH chain end leading to the formation of lactide, which is eventually hydrolyzed to lactate.”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [428]
These mechanisms are supported by the fact that when the OH chain end is capped via acetylation, the degradation rate significantly decreases and the relatively slow random chain scission become dominant.
“These mechanisms are supported by the fact that when the OH chain end is capped via acetylation, the degradation rate significantly decreases and the relatively slow random chain scission become dominant.428”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [428]
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References 24 · Cited by 150
- Authors
- van Nostrum, C. F., Veldhuis, T. F. J., Bos, G. W., & Hennink, W. E.
- Affiliations
- Utrecht University (NL)
- ORCID
- Hennink, Wim E.
- Venue
- Polymer
- Publisher
- Elsevier BV
- Published
- 2004-09
- Volume
- 45
- Issue
- 20
- Pages
- 6779-6787
- ISSN
- 0032-3861 (ISSN-L)
- OpenAlex
- W2098815680
- Cited by
- 150
- References
- 24
- Citations by year
- 2026: 1 · 2025: 9 · 2024: 8 · 2023: 5 · 2022: 8 · 2021: 13 · 2020: 11 · 2019: 7 · 2018: 8 · 2017: 5 · 2016: 7 · 2015: 6 · 2014: 8 · 2013: 9 · 2012: 8
- FWCI
- 1.82
- Type
- journal article
- Language
- en
- Open access
- green
- dspace.library.uu.nl
- Licence
- Locations
- Polymer (publishedVersion)
- Utrecht University Repository (Utrecht University) (submittedVersion, other-oa)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Medicine › Hydrogels: synthesis, properties, applications
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmaceutical Science › Advanced Drug Delivery Systems
- Keywords
- hydrolytic degradation, random chain scission, degradation kinetics, degradation mechanism, tissue engineering materials
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