Mussel-inspired Polymers: Recent Trends

Author(s): Saad Moulay*.

Journal Name: Current Applied Polymer Science

Volume 3 , Issue 1 , 2019

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Graphical Abstract:


Abstract:

Background: A number of natural and synthetic polymers were subjected to functionalization with catechol-containing modifiers, mimicking the chemical structure of Mytilus foot proteins of marine mussel, and affording materials with specific properties that are related to their adhesion ability.

Objective: This review highlights the various applications of mussel-inspired polymers, worked out within the last five years, in separation processes, hydrogels making, and biomedicals.

Method and Results: Marine mussel-inspired polymers were fashioned either by direct synthesis from catechol-containing monomers or chemical modification of existing polymers. Mostly, the catechol units attached to the polymer matrixes are 3,4-dihydroxyphenyl-L-alanine and dopamine.

Conclusion: Michael addition and/or Schiff base reaction between catechol-containing molecules units and polyamines afford efficient separative membranes. Hydrogel-making from catecholcontaining polymers can be easily realized via oxidation with oxidants and coordination with transition metal ions.

Keywords: Catechol, dopamine, functionalization, hydrogel, mussel, polymers, separation, therapeutics.

[1]
Elbaz A, He Z, Gao B, et al. Recent biomedical applications of bio-sourced materials. Bio-Des Manuf 2018; 1(1): 26-44.
[2]
Waite JH, Tanzer ML. Polyphenolic substance of Mytilus edulis: Novel adhesive containing L-dopa and hydroxyproline. Science 1981; 212(4498): 1038-40.
[3]
Waite JH. Reverse engineering of bioadhesion in marine mussels. Ann N Y Acad Sci 1999; 875: 301-9.
[4]
Waite JH. Adhesion à la moule. Integr Comp Biol 2002; 42(6): 1172-80.
[5]
Lin Q, Gourdon D, Sun C, et al. Adhesion mechanisms of the mussel foot proteins mfp-1 and mfp-3. Proc Natl Acad Sci USA 2007; 104(10): 3782-6.
[6]
Faure E, Falentin-Daudré C, Jérôme C, et al. Catechols as versatile platforms in polymer chemistry. Prog Polym Sci 2013; 38(1): 236-70.
[7]
Moulay S. Dopa/catechol-tethered polymers: Bioadhesives and biomimetic adhesive materials. Polym Rev 2014; 54(3): 436-513.
[8]
Krogsgaard M, Nue V, Birkedal H. Mussel-inspired materials: Self-healing through coordination chemistry. Chemistry Chem Eur J 2016; 22(3): 844-57.
[9]
Forooshani PK, Lee BP. Recent approaches in designing bioadhesive materials inspired by mussel adhesive protein. J Polym Sci Part A Polym Chem 2017; 55(1): 9-33.
[10]
Hofman AH, van Hees IA, Yang J, Kamperman M. Bioinspired underwater adhesives by using the supramolecular toolbox. Adv Mater 2018; 30(19): e1704640.
[11]
Ryu JH, Messersmith PB, Lee H. Polydopamine surface chemistry: A decade of discovery. ACS Appl Mater Interfaces 2018; 10(9): 7523-40.
[12]
Kanitthamniyom P, Zhang Y. Application of polydopamine in biomedical microfluidic devices. Microfluid Nanofluidics 2018; 22: 24.
[13]
d’Ischia M, Ruiz-Molina D. Bioinspired catechol-based systems: Chemistry and applications. Basel, Switzerland: MDPI 2018; p. 198.
[14]
Moulay S. Polymers with dihydroxy/dialkoxybenzene moieties. C R Chim 2009; 12(5): 577-601.
[15]
Dzhardimalieva GI, Uflyand IE. Polymer chelating ligands: Classification, synthesis, structure, and chemical transformations. In: Chemistry of polymeric metal chelates. Springer Series in Materials Science. Cham: Springer; 2018; 257: 13-197. In:
[16]
Patil N, Jérôme C, Detrembleur C. Recent advances in the synthesis of catechol-derived (bio)polymers for applications in energy storage and environment. Prog Polym Sci 2018; 82: 34-91.
[17]
Halake K, Cho S, Kim J, et al. Applications using the metal affinity of polyphenols with mussel-inspired chemistry. Macromol Res 2018; 26(2): 93-9.
[18]
Moulay S. Recent trends in mussel-inspired catechol-containing polymers. Orient J Chem 2018; 34(3): 1153-97.
[19]
Wang Z, Kang H, Zhang W, et al. Improvement of interfacial adhesion by bio-inspired catechol-functionalized soy protein with versatile reactivity: Preparation of fully utilizable soy-based film. Polymers 2017; 9(3): 95.
[20]
Ahn S, Halake K, Lee J. Antioxidant and ion-induced gelation functions of pectins enabled by polyphenol conjugation. Int J Biol Macromol 2017; 101: 776-82.
[21]
Burke KA, Roberts DC, Kaplan DL. Silk fibroin aqueous-based adhesives inspired by mussel adhesive proteins. Biomacromolecules 2016; 17(1): 237-45.
[22]
Zhang W, Pan Z, Yang FK, et al. A facile in situ approach to polypyrrole functionalization through bioinspired catechols. Adv Funct Mater 2015; 25(10): 1588-97.
[23]
Patil N, Cordella D, Aqil A, et al. Surface- and redox-active multifunctional polyphenol-derived poly(ionic liquid)s: Controlled synthesis and characterization. Macromolecules 2016; 49(20): 7676-91.
[24]
Li A, Mu Y, Jiang W, et al. A mussel-inspired adhesive with stronger bonding strength under underwater conditions than under dry conditions. Chem Commun 2015; 51(44): 9117-20.
[25]
Sun J, Su C, Zhang X, et al. Reversible swelling-shrinking behavior of hydrogen-bonded free-standing thin film stabilized by catechol reaction. Langmuir 2015; 31(18): 5147-54.
[26]
Wang B, Ye Z, Tang Y, et al. Loading of antibiotics into polyelectrolyte multilayers after self-assembly and tunable release by catechol reaction. J Phys Chem C 2016; 120(11): 6145-55.
[27]
Maerten C, Garnier T, Lupattelli P, et al. Morphogen electrochemically triggered self-construction of polymeric films based on mussel-inspired chemistry. Langmuir 2015; 31(49): 13385-93.
[28]
Sadaba N, Salsamendi M, Casado N, et al. Catechol end-functionalized polylactide by organocatalyzed ring-opening polymerization. Polymers 2018; 10(2): 155.
[29]
Sa R, Wei Z, Yan Y, et al. Catechol and epoxy functionalized ultrahigh molecular weight polyethylene (UHMWPE) fibers with improved surface activity and interfacial adhesion. Compos Sci Technol 2015; 113: 54-62.
[30]
Si S, Gao T, Wang J, et al. Mussel inspired polymerized P(TA-TETA) for facile functionalization of carbon nanotube. Appl Surf Sci 2018; 433: 94-100.
[31]
Fu J, Chen Z, Wang M, et al. Adsorption of methylene blue by a high-efficiency adsorbent (polydopamine microspheres): Kinetics, isotherm, thermodynamics and mechanism analysis. Chem Eng J 2015; 259: 53-61.
[32]
Huang Q, Liu M, Chen J, et al. Enhanced removal capability of kaolin toward methylene blue by mussel-inspired functionalization. J Mater Sci 2016; 51(17): 8116-30.
[33]
Xie Y, He C, Liu L, et al. Carbon nanotube based polymer nanocomposites: Biomimic preparation and organic dye adsorption applications. RSC Adv 2015; 5(100): 82503-12.
[34]
Xie Y, Huang Q, Liu M, et al. Mussel inspired functionalization of carbon nanotubes for heavy metal ion removal. RSC Adv 2015; 5(84): 68430-8.
[35]
Zhang X, Huang Q, Liu M, et al. Preparation of amine functionalized carbon nanotubes via a bioinspired strategy and their application in Cu2+ removal. Appl Surf Sci 2015; 343: 19-27.
[36]
Jiang X, An DA, Xiao ZY, et al. Mussel-inspired surface modification of untreated wasted husks with stable polydopamine/polyethylenimine for efficient continuous Cr(VI) removal. Mater Res Bull 2018; 102: 218-25.
[37]
Wan Q, Liu M, Xie Y, et al. Facile and highly efficient fabrication of graphene oxide-based polymer nanocomposites through mussel-inspired chemistry and their environmental pollutant removal application. J Mater Sci 2017; 52(1): 504-18.
[38]
Wang W, Julaiti P, Ye G, et al. Controlled architecture of macrocyclic ligand functionalized polymer brushes from glass fibers using surface-initiated ICAR ATRP technique for adsorptive separation of lithium isotopes. Chem Eng J 2018; 336: 669-78.
[39]
Long Y, Xiao L, Cao Q. Co-polymerization of catechol and polyethylenimine on magnetic nanoparticles for efficient selective removal of anionic dyes from water. Powder Technol 2017; 310: 24-34.
[40]
Cui K, Yan B, Xie Y, et al. Regenerable urchin-like Fe3O4@PDA-Ag hollow microspheres as catalyst and adsorbent for enhanced removal of organic dyes. J Hazard Mater 2018; 350: 66-75.
[41]
Liu Y, Qiu WZ, Yang HC, et al. Polydopamine-assisted deposition of heparin for selective adsorption of low-density lipoprotein. RSC Adv 2015; 5(17): 12922-30.
[42]
Wang E, Wang H, Liu Z, et al. One-step fabrication of a nickel foam-based superhydrophobic and superoleophilic box for continuous oil-water separation. J Mater Sci 2015; 50(13): 4707-16.
[43]
Wang Z, Xu Y, Liu Y, et al. A novel mussel-inspired strategy toward superhydrophobic surfaces for self-driven crude oil spill cleanup. J Mater Chem A 2015; 3(23): 12171-8.
[44]
Zhang Q, Yang Q, Phanlavong P, et al. Highly efficient Lead(II) sequestration using size-controllable polydopamine microspheres with superior application capability and rapid capture. ACS Sustain Chem& Eng 2017; 5(5): 4161-70.
[45]
Zhang Q, Li Y, Yang Q, et al. Distinguished Cr (VI) capture with rapid and superior capability using polydopamine microsphere: Behavior and mechanism. J Hazard Mater 2018; 342: 732-40.
[46]
Yang HC, Luo J, Lv Y, et al. Surface engineering of polymer membranes via mussel-inspired chemistry. J Membr Sci 2015; 483(1): 42-59.
[47]
Yang HC, Waldman RZ, Wu MB, et al. Dopamine: Just the right medicine for membranes. Adv Funct Mater 2018; 28(8): 1705327.
[48]
Ponzio F, Le Houerou V, Zafeiratos S, et al. Robust alginate-catechol@polydopamine free-standing membranes obtained from the water/air interface. Langmuir 2017; 33(9): 2420-6.
[49]
Zhang C, Ou Y, Lei WX, et al. CuSO4/H2O2-Induced rapid deposition of polydopamine coatings with high uniformity and enhanced stability. Angew Chem Int Ed 2016; 128(9): 3106-9.
[50]
Zhang C, Li HN, Du Y, et al. CuSO4/H2O2-Triggered polydopamine/poly(sulfobetaine methacrylate) coatings for antifouling membrane surfaces. Langmuir 2017; 33(5): 1210-6.
[51]
Wang ZX, Lau CH, Zhang NQ, et al. Mussel-inspired tailoring of membrane wettability for harsh water treatment. J Mater Chem A 2015; 3(6): 2650-7.
[52]
Wang Z, Jiang X, Cheng X, et al. Mussel-inspired hybrid coatings that transform membrane hydrophobicity into high hydrophilicity and underwater superoleophobicity for oil-in-water emulsion separation. ACS Appl Mater Interfaces 2015; 7(18): 9534-45.
[53]
Shi H, He Y, Pan Y, et al. A modified mussel-inspired method to fabricate TiO2 decorated superhydrophilic PVDF membrane for oil/water separation. J Membr Sci 2016; 506: 60-70.
[54]
Zuo JH, Cheng P, Chen XF, et al. Ultrahigh flux of polydopamine-coated PVDF membranes quenched in air via thermally induced phase separation for oil/water emulsion separation. Separ Purif Tech 2018; 192: 348-59.
[55]
Meng FN, Zhang MQ, Ding K, et al. Cell membrane mimetic PVDF microfiltration membrane with enhanced antifouling and separation performance for oil/water mixtures. J Mater Chem A 2018; 6(7): 3231-41.
[56]
Wu W, Huang R, Qi W, et al. Bioinspired peptide-coated superhydrophilic poly(vinylidene fluoride) membrane for oil/water emulsion separation. Langmuir 2018; 34(22): 6621-7.
[57]
Liang L, Huang Y, Zhan H, et al. Modification of cotton fabric by mussel-inspired for oil/water separation. Fibers Polym 2017; 18(9): 1763-8.
[58]
Xiang Y, Liu F, Xue L. Under seawater superoleophobic PVDF membrane inspired by polydopamine for efficient oil/sea water separation. J Membr Sci 2015; 476: 321-9.
[59]
Wang J, Wu Z, Li T, et al. Catalytic PVDF membrane for continuous reduction and separation of p-nitrophenol and methylene blue in emulsified oil solution. Chem Eng J 2018; 334: 579-86.
[60]
Wu Y, Yan M, Liu X, et al. Accelerating the design of multi-component nanocomposite imprinted membranes by integrating a versatile metal-organic methodology with a mussel-inspired secondary reaction platform. Green Chem 2015; 17(6): 3338-49.
[61]
Cheng XQ, Zhang C, Wang ZX, et al. Tailoring nanofiltration membrane performance for highly-efficient antibiotics removal by mussel-inspired modification. J Membr Sci 2016; 499: 326-34.
[62]
Xu YC, Tang Y, Liu LF, et al. Nanocomposite organic solvent nanofiltration membranes by a highly-efficient mussel-inspired co-deposition strategy. J Membr Sci 2017; 526: 32-42.
[63]
Lv Y, Yang HC, Liang HQ, et al. Nanofiltration membranes via co-deposition of polydopamine/polyethylenimine followed by cross-linking. J Membr Sci 2015; 476: 50-8.
[64]
Lv Y, Yang HC, Liang HQ, et al. Novel nanofiltration membrane with ultrathin zirconia film as selective layer. J Membr Sci 2016; 500: 265-71.
[65]
Du Y, Qiu WZ, Lv Y, et al. Nanofiltration membranes with narrow pore size distribution via contra-diffusion-induced mussel-inspired chemistry. ACS Appl Mater Interfaces 2016; 8(43): 29696-704.
[66]
Xu YC, Wang ZX, Cheng XQ, et al. Positively charged nanofiltration membranes via economically mussel-substance-simulated co-deposition for textile wastewater treatment. Chem Eng J 2016; 303: 555-64.
[67]
Lv Y, Du Y, Chen ZX, et al. Nanocomposite membranes of polydopamine/electropositive nanoparticles/polyethyleneimine for nanofiltration. J Membr Sci 2018; 545: 99-106.
[68]
Qiu WZ, Yang HC, Wan LS, et al. Co-deposition of catechol/polyethyleneimine on porous membranes for efficient decolorization of dye water. J Mater Chem A Mater Energy Sustain 2015; 3(27): 14438-44.
[69]
Qiu WZ, Wu GP, Xu ZK. Robust coatings via catechol-Amine codeposition: Mechanism, kinetics, and application. ACS Appl Mater Interfaces 2018; 10(6): 5902-8.
[70]
Yang HC, Wu MB, Li YJ, et al. Effects of polyethyleneimine molecular weight and proportion on the membrane hydrophilization by codepositing with dopamine. J Appl Polym Sci 2016; 133(32): 43792.
[71]
Qiu WZ, Lv Y, Du Y, et al. Composite nanofiltration membranes via the co-deposition and cross-linking of catechol/polyethylene-mine. RSC Advances 2016; 6(41): 34096-102.
[72]
Qiu WZ, Du Y, Lv Y, et al. Codeposition of catechol-polyethyleneimine followed by interfacial polymerization for nanofiltration membranes with enhanced stability. J Appl Polym Sci 2017; 134(42): 45422.
[73]
Li P, Wang Z, Li W, et al. High-performance multilayer composite membranes with mussel-inspired polydopamine as a versatile molecular bridge for CO2 separation. ACS Appl Mater Interfaces 2015; 7(28): 15481-93.
[74]
Zhao J, Fang C, Zhu Y, et al. Manipulating the interfacial interactions of composite membranes via a mussel-inspired approach for enhanced separation selectivity. J Mater Chem A 2015; 3(39): 19980-8.
[75]
Yang HC, Zhong W, Hou J, et al. Janus hollow fiber membrane with a mussel-inspired coating on the lumen surface for direct contact membrane distillation. J Membr Sci 2017; 523: 1-7.
[76]
Fu Q, Li X, Zhang Q, et al. A facile and versatile approach for controlling electroosmotic flow in capillary electrophoresis via mussel inspired polydopamine/polyethyleneimine co-deposition. J Chromatogr A 2015; 1416: 94-102.
[77]
Ren PF, Yang HC, Jin YN, et al. Underwater superoleophobic meshes fabricated by poly(sulfobetaine)/polydopamine co-deposition. RSC Advances 2015; 5(59): 47592-8.
[78]
Li J, Zhu J, Yuan S, et al. Mussel-inspired monovalent selective cation exchange membranes containing hydrophilic MIL53(Al) framework for enhanced ion flux. Ind Eng Chem Res 2018; 57(18): 6275-83.
[79]
Li J, Yuan S, Wang J, et al. Mussel-inspired modification of ion exchange membrane for monovalent separation. J Membr Sci 2018; 553: 139-50.
[80]
Ruan H, Zheng Z, Pan J, et al. Mussel-inspired sulfonated polydopamine coating on anion exchange membrane for improving permselectivity and anti-fouling property. J Membr Sci 2018; 550: 427-35.
[81]
Xu Y, Li Z, Su K, et al. Mussel-inspired modification of PPS membrane to separate and remove the dyes from the wastewater. Chem Eng J 2018; 341: 371-82.
[82]
Xing R, Wang W, Jiao T, et al. Bioinspired polydopamine sheathed nanofibers containing carboxylate graphene oxide nanosheet for high-efficient dyes scavenger. ACS Sustain Chem& Eng 2017; 5: 4948-56.
[83]
Rahimnejad M, Zhong W. Mussel-inspired hydrogel tissue adhesives for wound closure. RSC Advances 2017; 7(75): 47380-96.
[84]
Liu Y, He W, Zhang Z, et al. Recent developments in tough hydrogels for biomedical applications. Gels 2018; 4: 46.
[85]
Moulay S. Hydrogels from catechol-conjugated polymeric materials.In: Thakur VK, Thakur MK, Eds.Hydrogels: Recent advancesSingapore: Springer, 2018; Chap 16, 2018, pp 435-470.
[86]
Ye M, Jiang R, Zhao J, et al. In situ formation of adhesive hydrogels based on PL with laterally grafted catechol groups and their bonding efficacy to wet organic substrates. J Mater Sci Mater Med 2015; 26(12): 273.
[87]
Ma L, Cheng C, He C, et al. Substrate-independent robust and heparin-mimetic hydrogel thin film coating via combined LbL self-assembly and mussel-inspired post-cross-linking. ACS Appl Mater Interfaces 2015; 7(47): 26050-62.
[88]
Hou S, Ma PX. Stimuli-responsive supramolecular hydrogels with high extensibility and fast self-healing via precoordinated mussel-inspired chemistry. Chem Mater 2015; 27(22): 7627-35.
[89]
Zhao X, Zhang M, Guo B, et al. Mussel-inspired injectable supramolecular and covalent bond crosslinked hydrogels with rapid self-healing and recovery properties via a facile approach under metal-free conditions. J Mater Chem B 2016; 4(41): 6644-51.
[90]
Li Z, Lu W, Ngai T, et al. Mussel-inspired multifunctional supramolecular hydrogels with self-healing shape memory and adhesive properties. Polym Chem 2016; 7(34): 5343-6.
[91]
Hou J, Li C, Guan Y, et al. Enzymatically crosslinked alginate hydrogels with improved adhesion properties. Polym Chem 2015; 6(12): 2204-13.
[92]
Mateescu M, Baixe S, Garnier T, et al. Antibacterial peptide-based gel for prevention of medical implanted-device infection. PLoS One 2015; 10(12): e0145143.
[93]
Shi D, Liu R, Dong W, et al. pH-dependent and self-healing properties of mussel modified poly(vinyl alcohol) hydrogels in a metal-free environment. RSC Adv 2015; 5(100): 82252-8.
[94]
Zhang J, Tao X, Liu J, et al. Fe3+-induced bioinspired chitosan hydrogels for the sustained and controlled release of doxorubicin. RSC Adv 2016; 6(53): 47940-7.
[95]
Lee D, Park JP, Koh MY, et al. Chitosan-catechol: A writable bioink under serum culture media. Biomater Sci 2018; 6(5): 1040-7.
[96]
Mehdizadeh M, Weng H, Gyawali D, et al. Injectable citrate-based mussel inspired tissue bioadhesives with high wet strength for sutureless wound closure. Biomaterials 2012; 33: 7972-83.
[97]
Guo J, Wang W, Hu J, et al. Synthesis and characterization of anti-bacterial and anti-fungal citrate-based mussel-inspired bioadhesives. Biomaterials 2016; 85: 204-17.
[98]
Guo J, Kim GB, Shan D, et al. Click chemistry improved wet adhesion strength of mussel-inspired citrate-based antimicrobial bioadhesives. Biomaterials 2017; 112: 275-86.
[99]
Highley CB, Prestwich GD, Burdick JA. Recent advances in hyaluronic acid hydrogels for biomedical applications. Curr Opin Biotechnol 2016; 40: 35-40.
[100]
Neves NM, Reis RL, Eds. Biomaterials from nature for advanced devices and therapies. Hoboken: John Wiley & Sons, Inc 2016; pp. 63-78.
[101]
Khunmanee S, Jeong Y, Park H. Crosslinking method of hyaluronic-based hydrogel for biomedical applications. J Tissue Eng 2017; 8: 1-16.
[102]
Park HJ, Jin Y, Shin J, et al. Catechol-functionalized hyaluronic a cid hydrogels enhance angiogenesis and osteogenesis of human adipose-derived stem cells in critical tissue defects. Biomacromolecules 2016; 17(6): 1939-48.
[103]
Lee J, Chang K, Kim S, et al. Phase controllable hyaluronic acid hydrogel with iron(III) ion-catechol induced dual cross-linking by utilizing the gap of gelation kinetics. Macromolecules 2016; 49(19): 7450-9.
[104]
Li Y, Meng H, Liu Y, et al. Gelatin microgel incorporated poly(ethylene glycol)-based bioadhesive with enhanced adhesive property and bioactivity. ACS Appl Mater Interfaces 2016; 8(19): 11980-9.
[105]
Cencer M, Murley M, Liu Y, et al. Effect of nitro-functionalization on the cross-linking and bioadhesion of biomimetic adhesive moiety. Biomacromolecules 2015; 16: 404-10.
[106]
Perrini M, Barrett D, Ochsenbein-Koelble N, et al. A comparative investigation of mussel-mimetic sealants for fetal membrane repair. J Mech Behav Biomed Mater 2016; 58: 57-64.
[107]
Zhang H, Zhao T, Newland B, et al. On-demand and negative-thermo-swelling tissue adhesive based on highly branched ambivalent PEG-catechol copolymers. J Mater Chem B 2015; 3(31): 6420-8.
[108]
Deng CC, Brooks WA, Abboud KA, et al. Boronic acid-based hydrogels undergo self-healing at neutral and acidic pH. ACS Macro Lett 2015; 4: 220-4.
[109]
Narkar AR, Barker B, Clisch M, et al. pH Responsive and oxidation resistant wet adhesive based on reversible catechol-boronate complexation. Chem Mater 2016; 28(15): 5432-9.
[110]
Obiweluozor FO, Maharjan B, Emechebe AG, et al. Mussel-inspired elastic interpenetrated network hydrogel as an alternative for anti-thrombotic stent coating membrane. Chem Eng J 2018; 347: 932-43.
[111]
Zeng Z, Wang H, Morsi Y, et al. Synthesis and characterization of incorporating mussel mimetic moieties into photoactive hydrogel adhesive. Colloids Surf B Biointerfaces 2018; 161: 94-102.
[112]
Jing X, Mi HY, Lin YJ, et al. Highly stretchable and biocompatible strain sensors based on mussel-inspired super-adhesive self-healing hydrogels for human motion monitoring. ACS Appl Mater Interfaces 2018; 10(24): 20897-909.
[113]
Paez JI, Ustahüseyin O, Serrano C, et al. Gauging and tuning cross-linking kinetics of catechol-PEG adhesives via catecholamine functionalization. Biomacromolecules 2015; 16(12): 3811-8.
[114]
Wang X, Liu Z, Ye X, et al. A facile one-pot method to two kinds of graphene oxide-based hydrogels with broad-spectrum antimicrobial properties. Chem Eng J 2015; 260: 331-7.
[115]
Fan C, Fu J, Zhu W, et al. A mussel-inspired double-crosslinked tissue adhesive intended for internal medical use. Acta Biomater 2016; 33: 51-63.
[116]
Zhu W, Yang J, Iqbal J, et al. A mussel-inspired double-crosslink tissue adhesive on rat mastectomy model: Seroma prevention and in vivo biocompatibility. J Surg Res 2017; 215: 173-82.
[117]
Han L, Liu K, Wang M, et al. Mussel-inspired adhesive and conductive hydrogel with long-lasting moisture and extreme temperature tolerance. Adv Funct Mater 2018; 28(3): 1704195.
[118]
Liu F, Long Y, Zhao Q, et al. Gallol-containing homopolymers and block copolymers: ROMP synthesis and gelation properties by metal-coordination and oxidation. Polymer 2018; 143: 212-27.
[119]
Pandey N, Hakamivala A, Xu C, et al. Biodegradable nanoparticles enhanced adhesiveness of mussel-like hydrogels at tissue interface. Adv Haelthcare Mater 2018; 7(7): 1701069.
[120]
Kaushik NK, Kaushik N, Pardeshi S, et al. Biomedical and clinical importance of mussel-inspired polymers and materials. Mar Drugs 2015; 13(11): 6792-817.
[121]
Zhang H, Zhao T, Newland B, et al. Catechol functionalized hyperbranched polymers as biomedical materials. Prog Polym Sci 2018; 78: 47-55.
[122]
Chan JMW, Tan JPK, Engler AC, et al. Organocatalytic anticancer drug loading of degradable polymeric mixed micelles via a biomimetic mechanism. Macromolecules 2016; 49(6): 2013-21.
[123]
Lee J, Yoo KC, Ko J, et al. Hollow hyaluronic acid particles by competition between adhesive and cohesive properties of catechol for anticancer drug carrier. Carbohydr Polym 2017; 164: 309-16.
[124]
Choi DH, Kang SN, Kim SM, et al. Growth factors-loaded stents modified with hyaluronic acid and heparin for induction of rapid and tight re-endothelialization. Colloids Surf B Biointerfaces 2016; 141: 602-10.
[125]
Lih E, Choi SG, Ahn DJ, et al. Optimal conjugation of catechol group onto hyaluronic acid in coronary stent substrate coating for the prevention of restenosis. J Tissue Eng 2016; 7: 11.
[126]
Joo H, Byun E, Lee M, et al. Biofunctionalization via flow shear stress resistant adhesive polysaccharide, hyaluronic acid-catechol, for enhanced in vitro endothelialization. J Ind Eng Chem 2016; 34: 4-20.
[127]
Neto AI, Vasconcelos NL, Oliveira SM, et al. High-throughput topographic, mechanical, and biological screening of multilayer films containing mussel-inspired biopolymers. Adv Funct Mater 2016; 26(16): 2745-55.
[128]
Sousa MP, Mano JF. Cell-adhesive bioinspired and catechol-based multilayer freestanding membranes for bone tissue engineering. Biomimetics 2017; 2(4): 19.
[129]
Scognamiglio F, Travan A, Borgogna M, et al. Enhanced bioadhesivity of dopamine functionalized polysaccharidic membranes for general surgery applications. Acta Biomater 2016; 44: 232-42.
[130]
Longo J, Garnier T, Mateescu M, et al. Stable bioactive enzyme-containing multilayer films based on covalent cross-linking from mussel-inspired adhesives. Langmuir 2015; 31(45): 12447-54.
[131]
Zhang H, Luo J, Li S, et al. Biocatalytic membrane based on polydopamine coating: A platform for studying immobilization mechanisms. Langmuir 2018; 34(8): 2585-94.
[132]
Shi D, Shen J, Zhao Z, et al. Studies on preparation of poly(3,4-dihydroxyphenylalanine)-polylactide copolymers and the effect of the structure of the copolymers on their properties. Polymers 2016; 8(3): 92.
[133]
Du S, Liao Z, Qin Z, et al. Polydopamine microparticles as redox mediators for catalytic reduction of methylene blue and rhodamine B. Catal Commun 2015; 72: 86-90.
[134]
Yin Xn, Wang J. Zhou Jj, et al Mussel-inspired modification of microporous polypropylene membranes for functional catalytic degradation. Chin J Polym Sci 2015; 33(12): 1721-9.
[135]
Yang Y, Qi P, Ding Y, et al. A biocompatible and functional adhesive amine-rich coating based on dopamine polymerization. J Mater Chem B 2015; 3(1): 72-81.
[136]
Wu J, Cai C, Zhou Z, et al. Low-cost mussel inspired poly (catechol/polyamine) coating with superior anti-corrosion capability on copper. J Colloid Interface Sci 2016; 463: 214-21.
[137]
Zhang Y, Lynge ME, Teo BM, et al. Mixed poly(dopamine)/ poly(L-lysine)(composite) coatings: From assembly to interaction with endothelial cells. Biomater Sci 2015; 3(8): 1188-96.
[138]
Yuan C, Chen J, Yu S, et al. Protein-responsive assemblies from catechol-metal ion supramolecular coordination. Soft Matter 2015; 11(11): 2243-50.
[139]
Li J, Ejima H, Yoshie N. Seawater-assisted self-healing of catechol polymers via hydrogen bonding and coordination interactions. ACS Appl Mater Interfaces 2016; 8(29): 19047-53.
[140]
Kim C, Ejima H, Yoshie N. Non-swellable self-healing polymer with long-term stability under seawater. RSC Adv 2017; 7(31): 19288-95.
[141]
Yang J, Bos I, Pranger W, et al. A clear coat from a water soluble precursor: A bioinspired paint concept. J Mater Chem A 2016; 4(18): 6868-77.
[142]
Lin J, Yang Z, Hu X, et al. The effect of alkali treatment on properties of dopamine modification of bamboo Ffber/polylactic acid composites. Polymers 2018; 10: 403.
[143]
Hong G, Cheng H, Meng Y, et al. Mussel-inspired polydopamine as a green, efficient, and stable platform to functionalize bamboo fiber with amino-terminated alkyl for hgh performance poly(butylene succinate) composites. Polymers 2018; 10(4): 461.
[144]
Hlushko R, Hlushko H, Sukhishvili SA. A family of linear phenolic polymers with controlled hydrophobicity, adsorption and antioxidant properties. Polym Chem 2018; 9(4): 506-16.


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Article Details

VOLUME: 3
ISSUE: 1
Year: 2019
Page: [30 - 63]
Pages: 34
DOI: 10.2174/2452271602666180910141623
Price: $58

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