Thiol-ene mediated neoglycosylation of collagen patches: a preliminary study

Laura Russo, Chiara Battocchio, Valeria Secchi, Elena Magnano, Silvia Nappini, Francesca Taraballi, Luca Gabrielli, Francesca Comelli, Antonio Papagni, Barbara Costa, Giovanni Polzonetti, Francesco Nicotra, Antonino Natalello, Silvia M Doglia, Laura Cipolla

Research output: Contribution to journalArticle

31 Scopus citations

Abstract

Despite the relevance of carbohydrates as cues in eliciting specific biological responses, the covalent surface modification of collagen-based matrices with small carbohydrate epitopes has been scarcely investigated. We report thereby the development of an efficient procedure for the chemoselective neoglycosylation of collagen matrices (patches) via a thiol-ene approach, between alkene-derived monosaccharides and the thiol-functionalized material surface. Synchrotron radiation-induced X-ray photoelectron spectroscopy (SR-XPS), Fourier transform-infrared (FT-IR), and enzyme-linked lectin assay (ELLA) confirmed the effectiveness of the collagen neoglycosylation. Preliminary biological evaluation in osteoarthritic models is reported. The proposed methodology can be extended to any thiolated surface for the development of smart biomaterials for innovative approaches in regenerative medicine.

Original languageEnglish (US)
Pages (from-to)1336-42
Number of pages7
JournalLangmuir
Volume30
Issue number5
DOIs
StatePublished - Feb 11 2014

Keywords

  • Animals
  • Biocompatible Materials
  • Carbohydrate Sequence
  • Carbohydrates
  • Click Chemistry
  • Collagen
  • Disease Models, Animal
  • Enzyme-Linked Immunosorbent Assay
  • Glycosylation
  • Male
  • Molecular Structure
  • Osteoarthritis
  • Photoelectron Spectroscopy
  • Rats
  • Rats, Wistar
  • Spectroscopy, Fourier Transform Infrared
  • Sulfhydryl Compounds
  • Journal Article
  • Research Support, Non-U.S. Gov't

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