Gelatin is a biopolymer with interesting properties that can be useful for biomaterial design for different applications such as drug delivery systems, or 3D scaffolds for tissue engineering. However, gelatin suffers from poor mechanical stability at physiological temperature, hence methods for improving its properties are highly desirable. In the present work, a new chemical cross-linking strategy based on triazolinedione ene-type chemistry towards stable hydrogel is proposed. Two different homobifunctional 1,2,4-triazoline-3,5(4H)-diones, namely 4,40-hexane-1,6-diylbis(3H-1,2,4-triazoline-3,5(4H)-dione) 1 and 4,40-[methylenebis(4,1-phenylene)]bis(3H-1,2,4-triazoline-3,5(4H)-dione) 2 were used as cross-linkers in different ratio to tyrosine residues in gelatin. The reaction was proved effective in all experimented conditions and hydrogels featured with different thermal stability were obtained. In general, the higher the cross-linker/tyrosine ratio, the more thermostable the hydrogel. The swelling properties are strictly dependent upon the chemical nature of the cross-linker.

Guizzardi, R., Vaghi, L., Marelli, M., Natalello, A., Andreosso, I., Papagni, A., et al. (2019). Gelatin-based hydrogels through homobifunctional triazolinediones targeting tyrosine residues. MOLECULES, 24(3), 589 [10.3390/molecules24030589].

Gelatin-based hydrogels through homobifunctional triazolinediones targeting tyrosine residues

Guizzardi, Roberto
Co-primo
;
Vaghi, Luca;Natalello, Antonino;Andreosso, Ivan;Papagni, Antonio
;
Cipolla, Laura
2019

Abstract

Gelatin is a biopolymer with interesting properties that can be useful for biomaterial design for different applications such as drug delivery systems, or 3D scaffolds for tissue engineering. However, gelatin suffers from poor mechanical stability at physiological temperature, hence methods for improving its properties are highly desirable. In the present work, a new chemical cross-linking strategy based on triazolinedione ene-type chemistry towards stable hydrogel is proposed. Two different homobifunctional 1,2,4-triazoline-3,5(4H)-diones, namely 4,40-hexane-1,6-diylbis(3H-1,2,4-triazoline-3,5(4H)-dione) 1 and 4,40-[methylenebis(4,1-phenylene)]bis(3H-1,2,4-triazoline-3,5(4H)-dione) 2 were used as cross-linkers in different ratio to tyrosine residues in gelatin. The reaction was proved effective in all experimented conditions and hydrogels featured with different thermal stability were obtained. In general, the higher the cross-linker/tyrosine ratio, the more thermostable the hydrogel. The swelling properties are strictly dependent upon the chemical nature of the cross-linker.
Articolo in rivista - Articolo scientifico
Chemical cross-linking; Cyclic diazodicarboxamides; Ene-type chemistry; Gelatin; Hydrogel; Natural polymers; Triazolinediones; Tyrosine;
Chemical cross-linking; Cyclic diazodicarboxamides; Ene-type chemistry; Gelatin; Hydrogel; Natural polymers; Triazolinediones; Tyrosine; Analytical Chemistry; Chemistry (miscellaneous); Molecular Medicine; 3003; Drug Discovery3003 Pharmaceutical Science; Physical and Theoretical Chemistry; Organic Chemistry
English
589
Guizzardi, R., Vaghi, L., Marelli, M., Natalello, A., Andreosso, I., Papagni, A., et al. (2019). Gelatin-based hydrogels through homobifunctional triazolinediones targeting tyrosine residues. MOLECULES, 24(3), 589 [10.3390/molecules24030589].
Guizzardi, R; Vaghi, L; Marelli, M; Natalello, A; Andreosso, I; Papagni, A; Cipolla, L
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/222645
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