Fabrication and Characterization of Injectable Polysaccharide-polypeptide Hydrogel Based on Schiff’s Base†

doi:10.7503/cjcu20160088

Abstract

Abstract:

The purpose of gel is applied to body with no toxic. Based on dextran, oxidized dextran(ODEX) with the different oxidation extent was prepared. At the same time, the tri-block polymers poly(lysine)-polyethylene glycol-poly(lysine)(PLL₂₄-PEG-PLL₂₅) was synthesized, which becomes hydrogels through the reaction between the dextran aldehyde groups and the poly-L-lysine amino groups via Schiff’s base formation. The storage modulus, degradation time of gel, and release of doxorubicin(DOX) were characterized. The results showed that gel strength increased gradually with the increasing density of aldehyde in ODEX, and the maximum storage modulus was 3100 Pa. The rheological test indicates that the storage modulus was reduced from 2160 Pa to 1730 Pa, due to the Schiff’s effect between ODEX aldehyde group and DOX amine group. The gel had a long degradation time up to 29 d. Drug release studies showed that DOX released from carrier gel was triggered by the enzyme. In Elastase solution, DOX release rate had reached up to 74.35%. The findings reveal that the hydrogel have promising applications in drug delivery in vivo.

Key words: Oxidized dextran, Polylysine, Enzyme response, Injectable polysaccharide-polypeptide hydrogel, Controlled release, Schiff’s base

TrendMD:

ZHAO Qi, HE Wanying, DUAN Lijie, ZHANG Yu, YU Shuangjiang, GAO Guanghui. Fabrication and Characterization of Injectable Polysaccharide-polypeptide Hydrogel Based on Schiff’s Base^†[J]. Chem. J. Chinese Universities, 2016, 37(9): 1750.

Figures/Tables 10

Scheme 1 Synthesis routes of PLL24-PEG2000-PLL25 and ODEX

Fig.1 1H NMR of PLL24-PEG-PLL25

Fig.2 1H NMR of ODEX

Fig.3 FTIR spectra of ODEX(a) and ODEX/PLL24-PEG-PLL25(b)

Scheme 2 Formation graphic statement of PLL24-PEG-PLL25/ODEX hydrogels

Fig.4 SEM images of Gel 3(A, C) and Gel 3+DOX(B, D)

Fig.5 Storage modulus G' of gels a. Gel 1; b. gel 2; c. gel 3.

Fig.6 Storage modulus G'(a, b) and loss modulus G″(c, d) of Gel 3(a, c) and Gel 3+DOX(b, d)

Fig.7 In vitro degradation test of Gel 3+DOX hydrogels carried out with PBS(a) and Elastase(b) at 37 ℃

Fig.8 Release profile of Gel 3+DOX from Elastase(a), Proteinase K(b), PBS(c) at 37 ℃ over 21 d

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