Fast in vitro hydrolytic degradation of polyester urethane acrylate biomaterials: Structure elucidation, separation and quantification of degradation products
| Autor: | Sj. van der Wal, P.G. Verschuren, J. Berard, Bartholomeus Johannes Margretha Plum, Abdul Ghaffar, Peter J. Schoenmakers, T. Handels, A.A. Dias, J.A.J. Geenevasen |
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| Přispěvatelé: | Analytical Chemistry and Forensic Science (HIMS, FNWI), Synthetic Organic Chemistry (HIMS, FNWI) |
| Rok vydání: | 2011 |
| Předmět: |
Spectrometry
Mass Electrospray Ionization Methacrylate Biochemistry Analytical Chemistry chemistry.chemical_compound Hydrolysis Polylactic Acid-Polyglycolic Acid Copolymer Materials Testing Polyamines Lactic Acid Nuclear Magnetic Resonance Biomolecular Chromatography High Pressure Liquid Polyhydroxyethyl Methacrylate Glycolic acid Chromatography Organic Chemistry Diethylene glycol Biomaterial General Medicine PLGA chemistry Methacrylic acid Chromatography Gel Ethylene glycol Polyglycolic Acid |
| Zdroj: | Journal of Chromatography A, 1218(3), 449-458. Elsevier |
| ISSN: | 0021-9673 |
| DOI: | 10.1016/j.chroma.2010.11.053 |
| Popis: | Synthetic biomaterials have evoked extensive interest for applications in the field of health care. Prior to administration to the body a quantitative study is necessary to evaluate their composition. An in vitro method was developed for the quick hydrolytic degradation of poly-2-hydroxyethyl methacrylate (pHEMA), poly(lactide-co-glycolide50/50)1550-diol (PLGA(50:50)(1550)-diol), PLGA(50:50)(1550)-diol(HEMA)(2) and PLGA(50:50)(1550)-diol(etLDI-HEMA)(2) containing ethyl ester lysine diisocyanate (etLDI) linkers using a microwave instrument. Hydrolysis time and temperature were optimized while monitoring the degree of hydrolysis by (1)H NMR spectroscopy. Complete hydrolytic degradation was achieved at 120°C and 3 bar pressure after 24 h. Chemical structure elucidations of the degradation products were carried out using (1)H and (13)C NMR spectroscopy. The molecular weight (MW) of the polymethacrylic backbone was estimated via size-exclusion chromatography coupled to refractive index detection (SEC-dRI). A bimodal MW distribution was found experimentally, also in the pHEMA starting material. The number average molecular weights (M(n)) of the PLGA-links (PLGA(50:50)(1550)-diol) were calculated by high pressure liquid chromatography-time-of-flight mass spectrometry (HPLC-TOF-MS) and (1)H NMR. The amounts of the high and low MW degradation products were determined by SEC-dRI and, HPLC-TOF-MS, respectively. The main hydrolysis products poly (methacrylic acid) (PMAA), ethylene glycol (EG), diethylene glycol (DEG), lactic acid (LA), glycolic acid (GA) and lysine were recovered almost quantitatively. The current method leads to the complete hydrolytic degradation of these materials and will be helpful to study the degradation behavior of these novel cross-linked polymeric biomaterials. |
| Databáze: | OpenAIRE |
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