| Synthesis, characterization and biodegradation of functionalized amino acid-based poly(ester amide)s. | |
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MedLine Citation:
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PMID: 20171734 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A series of biodegradable functional amino acid-based poly(ester amide)s (PEA-AG) were designed and synthesized by the solution co-polycondensation of amino acid (L-phenylalanine and DL-2-allylglycine) based monomers and dicarboxylic acid based monomers. Pendant carbon-carbon double bonds located in the DL-2-allylglycine were incorporated into these PEA-AGs, and the double bond contents could be adjusted by tuning the feed ratio of L-phenylalanine to DL-2-allylglycine monomers. Chemical structures of this new functional PEA-AG family were confirmed by FTIR and NMR spectra. The thermal properties of these polymers were investigated; increasing the methylene chain in both the amino acid and dicarboxlic acid segments resulted in a reduction in the polymer glass-transition temperature. The short-term in vitro biodegradation properties of PEA-AGs were investigated as a function of PEA-AG chemical structures and enzymes. Based on the weight loss data, PEA-AGs biodegraded much faster in an enzyme solution than in a PBS buffer solution. The utility of the pendant functional carbon-carbon double bonds in PEA-AG was demonstrated by synthesizing additional functional PEA derivatives. The incorporation of the functional pendant carbon-carbon double bonds along the PEA-AG chains could significantly expand the biomedical applications of these functional PEA-AGs via either their capability to conjugate bioactive agents or prepare additional useful functional derivatives. |
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Authors:
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Xuan Pang; Chih-Chang Chu |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2010-02-19 |
Journal Detail:
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Title: Biomaterials Volume: 31 ISSN: 1878-5905 ISO Abbreviation: Biomaterials Publication Date: 2010 May |
Date Detail:
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Created Date: 2010-03-15 Completed Date: 2010-06-21 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8100316 Medline TA: Biomaterials Country: England |
Other Details:
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Languages: eng Pagination: 3745-54 Citation Subset: IM |
Copyright Information:
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Copyright 2009. Published by Elsevier Ltd. |
Affiliation:
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Department of Fiber Science and Apparel Design, Cornell University, Ithaca, NY 14853-4401, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Allylglycine
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chemistry Amides / chemical synthesis*, chemistry* Amino Acids / chemistry* Benzenesulfonates / chemical synthesis, chemistry Biocompatible Materials / chemical synthesis*, chemistry* Biodegradation, Environmental Chymotrypsin / metabolism Dicarboxylic Acids / chemical synthesis, chemistry Esters / chemical synthesis, chemistry Hydrogen-Ion Concentration Microscopy, Electron, Scanning Phenylalanine / chemistry Solubility Spectroscopy, Fourier Transform Infrared Sulfhydryl Compounds / chemistry Surface Properties Temperature Time Factors |
| Chemical | |
Reg. No./Substance:
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0/Amides; 0/Amino Acids; 0/Benzenesulfonates; 0/Biocompatible Materials; 0/Dicarboxylic Acids; 0/Esters; 0/Sulfhydryl Compounds; 104-15-4/4-toluenesulfonic acid; 1069-48-3/Allylglycine; 63-91-2/Phenylalanine; EC 3.4.21.1/Chymotrypsin |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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