Journal
BIOMACROMOLECULES
Volume 10, Issue 8, Pages 2261-2267Publisher
AMER CHEMICAL SOC
DOI: 10.1021/bm900440v
Keywords
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Funding
- Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan [20034055, 19300170]
- Kansai University
- Grants-in-Aid for Scientific Research [20034055, 19300170] Funding Source: KAKEN
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Biodegradable polyrotaxanes (PRXs) were synthesized from bis-amitio-terminated poly(L-lactide) (PLLA) and alpha-cyclodextrin (alpha-CD), combined with capping by bulky end groups at the amino-termini of PLLA through enzymatically cleavable peptide linkages. The crystalline structure of the PRXs in the solid state was investigated by wide-angle X-ray diffraction (WAXRD), and the results suggested that PRX forms a column-type crystalline structure. Hydrolysis of ester bonds of the PLLA in PRX was prevented due to the supramolecular structure. However, in the presence of a protease (papain), the hydrolysis of PLLA in PRX was induced. The removal of the bulky end groups by the protease acted as a trigger for the release of alpha-CD and allowed hydrolysis of the PLLA ester bonds. Such unique hydrolysis behavior, that is, proteinase-triggered degradation of a polyester, was achieved by the combination of the supramolecular architecture, biodegradable PLLA, and enzymatically cleavable end groups.
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