| Chemical conjugation of linear and cyclic RGD moieties to a recombinant elastin-mimetic polypeptide--a versatile approach towards bioactive protein hydrogels. | |
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MedLine Citation:
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PMID: 18350537 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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An elastin-mimetic polypeptide, (EMM)(7), with the amino-acid sequence GRDPSS [VPGVG VPGKG VPGVG VPGVG VPGEG VPGIG](7) was used for chemical conjugation of various integrin ligands (RGD peptides) to prepare bioactive hydrogels. The chemical approach involved (1) chemical protection of lysine residues with Fmoc or Boc groups, (2) chemical ligation of a protected linear or cyclic RGD ligand, with or without a hexanoic-acid spacer to the glutamic acid residue, (3) deprotection of the lysine functionalities and the RGD moieties and (4) cross-linking to form a bioactive hydrogel. (1)H NMR spectroscopy was used to quantify the multiple steps in the reaction. The chemical protection was found to be between 65 and 93% for Fmoc and Boc, respectively. The ligands studied included linear RGD cell-binding [H-FGRGDS-OH (1-l-RGD), H-Ahx--FGRGDS-OH (2-Ahx-FGRGDS) and a cyclic -H(2)N-(CH(2))(6)COHN-cyclo(-RGDfK-) (H-Ahx-c(-RGDfK-)) peptide also with a hexanoic-acid spacer. Cell adhesion with mouse osteoblast cells was dependent on the ligand type, ligand density and the use of a spacer. |
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Authors:
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Doris Kaufmann; Anne Fiedler; Andreas Junger; Jörg Auernheimer; Horst Kessler; Ralf Weberskirch |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Macromolecular bioscience Volume: 8 ISSN: 1616-5195 ISO Abbreviation: Macromol Biosci Publication Date: 2008 Jun |
Date Detail:
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Created Date: 2008-06-11 Completed Date: 2009-09-21 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101135941 Medline TA: Macromol Biosci Country: Germany |
Other Details:
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Languages: eng Pagination: 577-88 Citation Subset: IM |
Affiliation:
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TU München, Department Chemie, WACKER Lehrstuhl für Makromolekulare Chemie, Lichtenbergstr. 4, D-85747 Garching, Germany. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Animals Biomimetic Materials / chemistry* Cell Adhesion Cell Line Cross-Linking Reagents / chemistry Elastin / chemistry*, genetics Hydrogels / chemical synthesis, chemistry Magnetic Resonance Spectroscopy Mice Oligopeptides / chemistry* Osteoblasts / cytology Peptides / chemistry* Recombinant Proteins / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Cross-Linking Reagents; 0/Hydrogels; 0/Oligopeptides; 0/Peptides; 0/Recombinant Proteins; 9007-58-3/Elastin; 99896-85-2/arginyl-glycyl-aspartic acid |
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