In order to develop a technology platform based on two natural compounds from biorenewable resources, a short series of hyaluronan (HA) copolymers grafted with propargylated ferulic acid (HA-FA-Pg) were designed and synthesized to show different grafting degree values and their optical properties were characterized in comparison with reference compounds containing the same ferulate fluorophore. Interestingly, these studies revealed that the ferulate fluorophore was quite sensitive to the restriction of intramolecular motion and its introduction into the rigid HA backbone, as in HA-FA-Pg graft copolymers, led to higher photoluminescence quantum yield values than those obtained with the isolated fluorophore. Thus, the propargyl groups of HA-FA-Pg derivatives were exploited in the coupling with oleic acid through a biocompatible nona(ethylene glycol) spacer as an example of the possible applications of this technology platform. The resulting HA-FA-NEG-OA materials showed self-assembling capabilities in aqueous environment. Furthermore, HA-FA-NEG-OA derivatives have been shown to interact with phospholipid bilayers both in liposomes and living cells, retaining their fluorogenic properties and showing a high degree of cytocompatibility and for this reason they were proposed as potential biocompatible self-assembled aggregates forming new materials for biomedical applications.

Cappelli, A., Paolino, M., Reale, A., Razzano, V., Grisci, G., Giuliani, G., et al. (2018). Hyaluronan-based graft copolymers bearing aggregation-induced emission fluorogens. RSC ADVANCES, 8(11), 5864-5881 [10.1039/c7ra12543g].

Hyaluronan-based graft copolymers bearing aggregation-induced emission fluorogens

Cappelli, Andrea;Paolino, Marco;Reale, Annalisa;Razzano, Vincenzo;Grisci, Giorgio;Giuliani, Germano;Donati, Alessandro;Bonechi, Claudia;Lamponi, Stefania;Depau, Lorenzo;
2018-01-01

Abstract

In order to develop a technology platform based on two natural compounds from biorenewable resources, a short series of hyaluronan (HA) copolymers grafted with propargylated ferulic acid (HA-FA-Pg) were designed and synthesized to show different grafting degree values and their optical properties were characterized in comparison with reference compounds containing the same ferulate fluorophore. Interestingly, these studies revealed that the ferulate fluorophore was quite sensitive to the restriction of intramolecular motion and its introduction into the rigid HA backbone, as in HA-FA-Pg graft copolymers, led to higher photoluminescence quantum yield values than those obtained with the isolated fluorophore. Thus, the propargyl groups of HA-FA-Pg derivatives were exploited in the coupling with oleic acid through a biocompatible nona(ethylene glycol) spacer as an example of the possible applications of this technology platform. The resulting HA-FA-NEG-OA materials showed self-assembling capabilities in aqueous environment. Furthermore, HA-FA-NEG-OA derivatives have been shown to interact with phospholipid bilayers both in liposomes and living cells, retaining their fluorogenic properties and showing a high degree of cytocompatibility and for this reason they were proposed as potential biocompatible self-assembled aggregates forming new materials for biomedical applications.
2018
Cappelli, A., Paolino, M., Reale, A., Razzano, V., Grisci, G., Giuliani, G., et al. (2018). Hyaluronan-based graft copolymers bearing aggregation-induced emission fluorogens. RSC ADVANCES, 8(11), 5864-5881 [10.1039/c7ra12543g].
File in questo prodotto:
File Dimensione Formato  
Hyaluronan-based graft copolymers bearing aggregation-induced emission fluorogens.pdf

accesso aperto

Tipologia: PDF editoriale
Licenza: Creative commons
Dimensione 2.99 MB
Formato Adobe PDF
2.99 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/1032955