TY - JOUR
T1 - Terminal-end functionalization of chondroitin sulfate for the synthesis of biomimetic proteoglycans
AU - Sarkar, S.
AU - Lightfoot-Vidal, S. E.
AU - Schauer, C. L.
AU - Vresilovic, E.
AU - Marcolongo, M.
N1 - Funding Information:
We would like to acknowledge the Palmese Lab of Drexel University for use of ATR-FTIR and The Coulter Foundation for funding this work.
Copyright:
Copyright 2012 Elsevier B.V., All rights reserved.
PY - 2012/9/1
Y1 - 2012/9/1
N2 - Chondroitin sulfate (CS) based bottle brush proteoglycan mimetics may be employed to restore tissue functionality. Synthesis of CS bottle brush structures requires immobilization of CS at its terminal end. In this study, we investigated commercially available natural CS for use in CS bottle brush synthesis. A terminal primary amine on CS was identified and utilized to conjugate amine-reactive vinyl monomers (i.e. acrylic acid and allyl glycidyl ether). Conjugation of vinyl monomers to the CS terminal amine was confirmed using a fluorescamine assay, 1H NMR, and ATR-FTIR. CS was also immobilized onto epoxy functionalized surfaces via the CS terminal primary amine as confirmed by contact angle measurements of surface wettability. Attachment of polymeriziable end groups to CS and attachment of CS to functionalized substrates demonstrated here are the first steps towards synthesis of CS bottle brush PG mimics.
AB - Chondroitin sulfate (CS) based bottle brush proteoglycan mimetics may be employed to restore tissue functionality. Synthesis of CS bottle brush structures requires immobilization of CS at its terminal end. In this study, we investigated commercially available natural CS for use in CS bottle brush synthesis. A terminal primary amine on CS was identified and utilized to conjugate amine-reactive vinyl monomers (i.e. acrylic acid and allyl glycidyl ether). Conjugation of vinyl monomers to the CS terminal amine was confirmed using a fluorescamine assay, 1H NMR, and ATR-FTIR. CS was also immobilized onto epoxy functionalized surfaces via the CS terminal primary amine as confirmed by contact angle measurements of surface wettability. Attachment of polymeriziable end groups to CS and attachment of CS to functionalized substrates demonstrated here are the first steps towards synthesis of CS bottle brush PG mimics.
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U2 - 10.1016/j.carbpol.2012.05.062
DO - 10.1016/j.carbpol.2012.05.062
M3 - Article
C2 - 24751062
AN - SCOPUS:84864145487
SN - 0144-8617
VL - 90
SP - 431
EP - 440
JO - Carbohydrate Polymers
JF - Carbohydrate Polymers
IS - 1
ER -