title: Study on the synthesis and properties of mussel mimetic poly(ethylene glycol) bioadhesive.
abstract: The catecholic amino acid 3,4-Dihydroxyphenyl-l-alanine (DOPA) is believed to be responsible for the water-resistant adhesive characteristics of mussel adhesive proteins (MAPs). In this paper, the synthesis of three-armed poly(ethylene glycol)s with dopamine endgroups (PEG-DOPAs) using acylation reaction and Michael addition reaction was described, and PEG-DOPAs was used as bioadhesive under the UV irradiation. The structures of PEG-DOPAs were characterized by FTIR, (1)H NMR spectroscopy. The adhesion properties of PEG-DOPAs were investigated and results were significantly superior to 0.05MPa of the commercially available fibrin adhesives. Moreover, the adhesive strength of PEG-DOPAs (Mw 3000) increased from 0.587MPa to 1.82MPa, PEG-DOPAs (Mw 20,000) increased from 0.338MPa to 1.92MPa with the elongation of the binding time, severally. The photopolymerization kinetic study was taken to evaluate gelation time of bioadhesive indirectly. The cytotoxicity of photocured PEG-DOPAs hydrogels for L929 cells was evaluated by the fluorescence microscopy and MTT (3-[4-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide; Thiazolyl blue) assay, respectively. The results showed that PEG-DOPAs were biocompatible and less cytotoxicity toward the growth of L929 cells. The swelling properties of PEG-DOPAs hydrogels were also tested. PEG-DOPAs (3000) reached swelling equilibrium within 2h at 37°C, and PEG-DOPAs (20,000) within 6h at 37°C.
authors.affiliation: State Key Laboratory of Chemical Resource Engineering, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China.
authors.forename: Yufei
authors.initials: Y
authors.lastname: Ai
authors.forename: Yaohua
authors.initials: Y
authors.lastname: Wei
authors.forename: Jun
authors.initials: J
authors.lastname: Nie
authors.forename: Dongzhi
authors.initials: D
authors.lastname: Yang
mesh_terms: D000269:Adhesives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D049872:Bivalvia; D002448:Cell Adhesion / Q000187:drug effects; D002460:Cell Line; D060326:Chemistry Techniques, Synthetic; D004295:Dihydroxyphenylalanine / Q000737:chemistry; D020100:Hydrogels / Q000737:chemistry; D008422:Materials Testing; D051379:Mice; D055668:Photochemical Processes; D011092:Polyethylene Glycols / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D058105:Polymerization; D013057:Spectrum Analysis
chemical_list: D000269:Adhesives; D020100:Hydrogels; D011092:Polyethylene Glycols; D004295:Dihydroxyphenylalanine