Trypsin-inspired poly(urea-urethane)s containing phenylalanine-lysine ethyl ester-phenylalanine units

A novel tri-peptide derivative phenylalanine-lysine ethyl ester-phenylalanine (PLP) was synthesized by carbodiimide hydrochloride (EDC·HCl) mediated coupling reaction from phenylalanine and lysine ethyl ester in the presence of NHS. Then PLP was used as a chain extender to synthesize a kind of tryps...

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Bibliographic Details
Published in:Polymer degradation and stability 2014-02, Vol.100, p.86-92
Main Authors: Wang, Fangjie, Zheng, Zhen, Wang, Wei, Gu, Zhenqian, Wang, Jing, Wang, Xinling
Format: Article
Language:English
Subjects:
Aminoacid polymers
Applied sciences
Biological and medical sciences
Degradation
Derivatives
Enzymatic
Exact sciences and technology
Hexamethylene diisocyanate
Lysine
Medical sciences
Phenylalanine
Physicochemistry of polymers
Poly(urea-urethane)
Polyethylene glycol
Segments
Surgery (general aspects). Transplantations, organ and tissue grafts. Graft diseases
Synthetic biopolymers
Technology. Biomaterials. Equipments
Tri-peptide
Trypsin
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Summary:A novel tri-peptide derivative phenylalanine-lysine ethyl ester-phenylalanine (PLP) was synthesized by carbodiimide hydrochloride (EDC·HCl) mediated coupling reaction from phenylalanine and lysine ethyl ester in the presence of NHS. Then PLP was used as a chain extender to synthesize a kind of trypsin-inspired poly(urea-urethane)s (PLP-PU) with polyethylene glycol (PEG) as soft segment and hexamethylene diisocyanate (HDI) as hard segment. Enzymatic degradation tests showed that PLP unit was very sensitive to trypsin in its solution. Experimental results indicated that the degradability was obviously improved by introducing PLP into the main chain of poly(urea-urethane) because the PLP was effectively broken by the action of trypsin in the process of degradation.
ISSN:0141-3910
1873-2321
DOI:10.1016/j.polymdegradstab.2013.12.007