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Issue 2, 2012
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Pepsin-inspired polyurethanes containing a tyrosine–fumaric acid–tyrosine segment

Haoxiang Lu,a  Wei Wang,a  Zhen Zheng,a  Peiyu Sun,a  Xinling Wang*a  and  Feng-Chih Changb 
Author affiliations

* Corresponding authors

a School of Chemistry and Chemical Technology, Shanghai Jiaotong University, State Key Laboratory of Metal Matrix Composites (Shanghai Jiao Tong University), 800 Dongchuan Road, Shanghai, China
E-mail: xlwang@sjtu.edu.cn, zzheng@sjtu.edu.cn
Fax: +86-21-5474 1297
Tel: +86-21-5474 5817

b Department of Applied Chemistry, National Chiao-Tung University, Hsin-Chu, China

Abstract

Two kinds of novel peptide mimetic pepsin-inspired degradable polyurethanes were synthesized and characterized. A synthetic pseudo tripeptide acted as chain extender and provided active sites for pepsin biodegradation. In vitrodegradation behavior was investigated in simulated gastric fluid containing pepsin, and assessed by 1H NMR, mass loss and SEM. The results indicated that the pseudo peptide bonds in polyurethanes were effectively digested by the action of pepsin. Furthermore, the rate and degree of pepsin-inspired polyurethanes in simulated gastric fluid containing pepsin could be controlled by alteration of the soft segments and activity of pepsin. The influence of the polymers on human umbilical vein endothelial cells was evaluated by WST-1 assay. The results indicated that the polymers sustained much higher cell viability than the controls.

Graphical abstract: Pepsin-inspired polyurethanes containing a tyrosine–fumaric acid–tyrosine segment

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Publication details

The article was received on 12 Oct 2011, accepted on 02 Dec 2011 and first published on 15 Dec 2011


Article type: Paper
DOI: 10.1039/C2PY00481J
Citation: Polym. Chem., 2012,3, 498-503
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    Pepsin-inspired polyurethanes containing a tyrosine–fumaric acid–tyrosine segment

    H. Lu, W. Wang, Z. Zheng, P. Sun, X. Wang and F. Chang, Polym. Chem., 2012, 3, 498
    DOI: 10.1039/C2PY00481J

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