| Polypeptide grafted hyaluronan: synthesis and characterization. | |
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MedLine Citation:
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PMID: 20690642 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Poly(l-leucine) grafted hyaluronan (HA-g-PLeu) has been synthesized via a Michael addition reaction between primary amine terminated poly(l-leucine) and acrylate-functionalized HA (TBAHA-acrylate). The precursor hyaluronan was first functionalized with acrylate groups by reaction with acryloyl chloride in the presence of triethylamine in N,N-dimethylformamide. (1)H NMR analysis of the resulting product indicated that an increase in the concentration of acryloylchoride with respect to hydroxyl groups on HA has only a moderate effect on functionalization efficiency, f. A precise control of stoichiometry was not achieved, which could be attributed to partial solubility of intermolecular aggregates and the hygroscopic nature of HA. Michael addition at high [PLeu-NH(2)]/[acrylate](TBAHA) ratios gave a molar grafting ratio of only 0.20 with respect to the repeat unit of HA, indicating grafting limitation due to insolubility of the grafted HA-g-PLeu. Soluble HA-g-PLeu graft copolymers were obtained for low grafting ratios (<0.039) with <8.6% by mass of PLeu and were characterized thoroughly using light scattering, (1)H NMR, FT-IR, and AFM techniques. Light scattering experiments showed a strong hydrophobic interaction between PLeu chains, resulting in aggregates with segregated nongrafted HA segments. This yields local networks of aggregates, as demonstrated by atomic force microscopy. Circular dichroism spectroscopy showed a β-sheet conformation for aggregates of poly(l-leucine). |
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Authors:
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Xiaojun Wang; Jamie Messman; Jimmy W Mays; Durairaj Baskaran |
Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, Non-P.H.S. |
Journal Detail:
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Title: Biomacromolecules Volume: 11 ISSN: 1526-4602 ISO Abbreviation: Biomacromolecules Publication Date: 2010 Sep |
Date Detail:
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Created Date: 2010-09-13 Completed Date: 2011-01-13 Revised Date: 2012-04-26 |
Medline Journal Info:
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Nlm Unique ID: 100892849 Medline TA: Biomacromolecules Country: United States |
Other Details:
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Languages: eng Pagination: 2313-20 Citation Subset: IM |
Affiliation:
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Department of Chemistry, University of Tennessee, Knoxville, Tennessee 37996, USA. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Biocompatible Materials
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chemical synthesis,
chemistry Circular Dichroism Hyaluronic Acid / chemical synthesis*, chemistry* Magnetic Resonance Spectroscopy Microscopy, Atomic Force Peptides / chemistry* Polymers / chemical synthesis*, chemistry* Spectroscopy, Fourier Transform Infrared |
| Grant Support | |
ID/Acronym/Agency:
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5R21EB4947/EB/NIBIB NIH HHS; R21 EB004947-02/EB/NIBIB NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Biocompatible Materials; 0/Peptides; 0/Polymers; 25248-98-0/polyleucine; 9004-61-9/Hyaluronic Acid |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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