The DOPA‐functionalized bioadhesive with properties of photocrosslinked and thermoresponsive

Abstract

The unusual amino acid l‐3,4‐dihydroxyphenylalanine (DOPA), which was found in mussel adhesive protein, was recognized as crucial element for the adhesive of mussel. In this work, the synthesis of thermoresponsive and photocrosslinkable bioadhesive with ternary networks prepared by incorporating dopamine acrylamide (DAM) and N‐isopropylacrylamide (NIPAAm) into a crosslinked network based on poly(ethylene glycol)‐triacrylate (PEG‐TA) was reported. The effects of DAM and NIPAAm on polymerization kinetics, swelling kinetics, adhesion strength, thermomechanical properties, and cytotoxicity assays were systematically evaluated. The results showed that DAM could affect photopolymerization kinetics of terpolymer due to inhibitory effects of the catechol. The terpolymer has not only strong adhesion strength which was better than that of the commercial fibrin adhesives (0.05 MPa), but also the good humid‐resistant property. The thermoresponsive properties of the system were investigated by the measurement of swelling kinetics. The equilibrium swelling ratio of gels was obviously higher at 25°C than at 37°C. The thermomechanical properties of terpolymer indicated that the presence of the catechol moiety increased significantly the glass transition temperature (Tg) and crosslink density of ternary network. The results of cytotoxicity of gels indicated that terpolymer were biocompatible and less cytotoxicity towards the growth of mouse fibroblast cells (L929 cells). The obtained products could have the potential to serve as the bioadhesive in the future. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 41102.

Heavy metal pollution and human health risk assessment at mercury smelting sites in Wanshan district of Guizhou Province, China

“…Con(CR k ) ij ¼ Con(CR ois ) ij + Con(CR dsc ) ij + Con(CR pis ) ij (11) Con(HQ k ) ij ¼ Con(HQ ois ) ij + Con(HQ dsc ) ij + Con(HQ pis ) ij (12) ConðTotal…”

“…PMF model has been extensively applied to the analysis of heavy metal contamination sources in soil. [11][12][13] Taking farmland soil around the Shuikoushan lead-zinc mine in Hunan Province as an example, Wei combined PMF model with spatial distribution of heavy metals concentration to determine that Pb, Zn, Cd and Sb mainly came from industrial activity sources such as lead-zinc mine mining and smelting (26.81%); As and Hg were mainly from agricultural activities such As sewage irrigation and agrochemical fertilizers (14.68%) and the main components of Cr, Ni, Co and Mo were parent material (24.41%). 14 According to the analysis of heavy metal pollution sources of surface soil in Zhundong open-pit mining area by Blial, the contribution rates of coal burning, transportation, atmospheric dust removal, industrial emission and natural factors are 20.79%, 16.83%, 16.83%, 27.72% and 17.82%, respectively.…”

Boc‐Protection on L‐DOPA: an Easy Way to Promote Underwater Adhesion

“…The preparation of this molecule was suggested by the strong adhesive properties of oligomers containing more than one catechol group. [ 43–45 ]…”

“…The preparation of this molecule was suggested by the strong adhesive properties of oligomers containing more than one catechol group. [43][44][45] Boc-(L-DOPA) 2 -OMe 4 was prepared through some easy steps in good yield starting from the already described Boc-L-DOPA(OBn) 2 -OMe (Scheme S4).…”

Surgical adhesive: Synthesis and properties of thermoresponsive Pluronic L‐31–3,4–dihydroxyphenylalanine–arginine derivatives

“…[10][11][12][13] Inspired by the mussel adhesion mechanism, there has been extensive research focusing on the incorporation of the L-DOPA motif into polymeric backbones to yield materials with advanced adhesive properties. 16 The variety of polymeric structures reported is enormous and has ranged from natural polymers to poly(ethylene glycol)s to poly(a-amino acid)s, and so on. 16 The variety of polymeric structures reported is enormous and has ranged from natural polymers to poly(ethylene glycol)s to poly(a-amino acid)s, and so on.…”