Thiol-ene mediated neoglycosylation of collagen patches: a preliminary study.
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.
Department of Biotechnolgy and Biosciences, University of Milano-Bicocca , P.zza della Scienza 2, 20126 Milano, Italy.
Laura
L
Russo
Chiara
C
Battocchio
Valeria
V
Secchi
Elena
E
Magnano
Silvia
S
Nappini
Francesca
F
Taraballi
Luca
L
Gabrielli
Francesca
F
Comelli
Antonio
A
Papagni
Barbara
B
Costa
Giovanni
G
Polzonetti
Francesco
F
Nicotra
Antonino
A
Natalello
Silvia M
SM
Doglia
Laura
L
Cipolla
D000818:Animals; D001672:Biocompatible Materials / Q000737:chemistry*; D002240:Carbohydrate Sequence; D002241:Carbohydrates / Q000737:chemistry*; D057930:Click Chemistry; D003094:Collagen / Q000737:chemistry*; D004195:Disease Models, Animal; D004797:Enzyme-Linked Immunosorbent Assay; D006031:Glycosylation; D008297:Male; D015394:Molecular Structure; D010003:Osteoarthritis / Q000628:therapy; D056951:Photoelectron Spectroscopy; D051381:Rats; D017208:Rats, Wistar; D017550:Spectroscopy, Fourier Transform Infrared; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D001672:Biocompatible Materials; D002241:Carbohydrates; D013438:Sulfhydryl Compounds; D003094:Collagen