Injectable dopamine-modified poly(α,β-aspartic acid) nanocomposite hydrogel as bioadhesive drug delivery system

Journal of Biomedical Materials Research - Part A

Volumn 105, Issue 4, 2017, Pages 1000-1008

  Gong, Chu ^a   Lu, Caicai ^a,b   Li, Bingqiang ^a   Shan, Meng ^a   Wu, Guolin ^a  

^a NANKAI UNIVERSITY   (China)

^b TIANJIN CHENGJIAN UNIVERSITY   (China)

Author keywords

bioadhesion; dopamine; drug delivery; hydrogel; poly(aspartic acid) derivative

Indexed keywords

ADHESIVES; AMINES; AMINO ACIDS; BIOSYNTHESIS; DRUG DELIVERY; FOURIER TRANSFORMS; IRON COMPOUNDS; NEUROPHYSIOLOGY; ORGANIC ACIDS; POLYMERS; PROTEINS;

3 ,4-DIHYDROXYPHENYLALANINE; BIO-ADHESION; BIOADHESIVE DRUG DELIVERY SYSTEM; COLORIMETRIC MEASUREMENT; DOPAMINE; MUSSEL ADHESIVE PROTEINS; POLYASPARTIC ACID; SHEAR ADHESIVE STRENGTHS;

HYDROGELS;

CURCUMIN; DOPAMINE; DRUG CARRIER; EDETIC ACID; ETHANOLAMINE; NANOCOMPOSITE; POLY(ALPHA,BETA ASPARTIC ACID) DERIVATIVE; POLYMER; POLYSUCCINIMIDE; SUCCINIMIDE; TISSUE ADHESIVE; UNCLASSIFIED DRUG; ADHESIVE AGENT; HYDROGEL; PEPTIDE; POLYASPARTIC ACID;

AMINOLYSIS; ARTICLE; BIOCOMPATIBILITY; CELL VIABILITY; CHEMICAL REACTION; COLORIMETRY; CROSS LINKING; CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG SOLUTION; DRUG SYNTHESIS; FOURIER TRANSFORMATION; GELATION; HYDROGEL; IN VITRO STUDY; INFRARED SPECTROSCOPY; PHYSICAL PARAMETERS; RING OPENING; SUSTAINED DRUG RELEASE; TISSUE ADHESION; ULTRAVIOLET SPECTROSCOPY; ANIMAL; CHEMISTRY; MOUSE; NIH 3T3 CELL LINE; PHARMACOKINETICS; PHARMACOLOGY; PROCEDURES;

ADHESIVES; ANIMALS; CURCUMIN; DOPAMINE; DRUG DELIVERY SYSTEMS; HYDROGELS; MICE; NANOCOMPOSITES; NIH 3T3 CELLS; PEPTIDES;

EID: 85011422148     PISSN: 15493296     EISSN: 15524965     Source Type: Journal    
DOI: 10.1002/jbm.a.35931     Document Type: Article

References (51)

1. Ahmed EM. Hydrogel: Preparation, characterization, and applications: A review. J Adv Res 2015;6:105–121.
2. Caló E, Khutoryanskiy VV. Biomedical applications of hydrogels: A review of patents and commercial products. Eur Polym J 2015;65:252–267.
3. Park H, Park K. Biocompatibility issues of implantable drug delivery systems. Pharm Res 1996;13:1770–1776.
4. Bhattarai N, Gunn J, Zhang M. Chitosan-based hydrogels for controlled, localized drug delivery. Adv Drug Deliver Rev 2010;62:83–99.
5. Amin S, Rajabnezhad S, Kohli K. Hydrogels as potential drug delivery systems. Sci Res Essay 2009;3:1175–1183.
6. Nguyen MK, Lee DS. Injectable biodegradable hydrogels. Macromol Biosci 2010;10:563–579.
7. Delair T. In situ forming polysaccharide-based 3D-hydrogels for cell delivery in regenerative medicine. Carbohyd Polym 2012;87:1013–1019.
8. Wichterle O, Lim D. Hydrophilic gels for biological use. Nature 1960;185:117–118.
9. Mehdizadeh M, Yang J. Design strategies and applications of tissue bioadhesives. Macromol Biosci 2013;13:271–288.
10. Donkerwolcke M, Burny F, Muster D. Tissues and bone adhesives historical aspects. Biomaterials 1998;19:1461–1466.
11. Mehdizadeh M, Weng H, Gyawali D, Tang L, Yang J. Injectable citrate-based mussel-inspired tissue bioadhesives with high wet strength for sutureless wound closure. Biomaterials 2012;33:7972–7983.
12. Tseng YC, Tabata Y, Hyon SH, Ikada Y. In vitro toxicity test of 2-cyanoacrylate polymers by cell culture method. J Biomed Mater Res A 1990;24:1355–1367.
13. Tseng YC, Hyon SH, Ikada Y, Shimizu Y, Tamura K, Hitomi S. In vivo evaluation of 2-cyanoacrylates as surgical adhesives. J Appl Biomater 1990;1:111–119.
14. Redl H, Schlag G, Dinges HP. Methods of fibrin seal application. Thorac Cardiovasc Surg 1982;30:223–227.
15. Schlag G, Redl H. Fibrin sealant in orthopedic surgery. Clin Orthop Relat Res 1988;227:269–285.
16. Mo X, Iwata H, Matsuda S, Ikada Y. Soft tissue adhesive composed of modified gelatin and polysaccharides. J Biomat Sci Polym E 2000;11:341–351.
17. Ding K, Zhang YL, Yang Z, Xu JZ. A promising injectable scaffold: The biocompatibility and effect on osteogenic differentiation of mesenchymal stem cells. Biotechnol Bioproc E 2013;18:155–163.
18. Ai Y, Wei Y, Nie J, Yang D. Study on the synthesis and properties of mussel mimetic poly(ethylene glycol) bioadhesive. J Photoch Photobio B 2013;120:183–190.
19. Lee BP, Messersmith PB, Israelachvili JN, Waite JH. Mussel-inspired adhesives and coatings. Annu Rev Mater Res 2011;41:99–132.
20. Cha HJ, Hwang DS, Lim S. Development of bioadhesives from marine mussels. Biotechnol J 2008;3:631–638.
21. Petrone L, Kumar A, Sutanto CN, Patil NJ, Kannan S, Palaniappan A, Amini S, Zappone B, Verma C, Miserez A. Mussel adhesion is dictated by time-regulated secretion and molecular conformation of mussel adhesive proteins. Nat Commun 2015 Oct 28;6:8737. DOI: 10.1038/ncomms9737.
22. Ahn Y, Jang Y, Selvapalam N, Yun G, Kim K. Supramolecular velcro for reversible underwater adhesion. Angew Chem Int Ed 2013;52:3140–3144.
23. Hwang DS, Yoo HJ, Jun JH, Moon WK, Cha HJ. Expression of functional recombinant mussel adhesive protein Mgfp-5 in Escherichia coli. Appl Environ Microb 2004;70:3352–3359.
24. Kim S, Faghihnejad A, Lee Y, Jho Y, Zeng H, Hwang DS. Cation-π interaction in DOPA-deficient mussel adhesive protein mfp-1. J Mater Chem B 2015;3:738–743.
25. Kim BJ, Oh DX, Kim S, Seo JH, Hwang DS, Masic A, Han DK, Cha HJ. Mussel-mimetic protein-based adhesive hydrogel. Biomacromolecules 2014;15:1579–1585.
26. Harrington MJ, Masic A, Andersen NH, Waite JH, Fratzl P. Iron-clad fibers: A metal-based biological strategy for hard flexible coatings. Science 2010;328:216–220.
27. 3+-mediated bridging between dopa-containing protein films in water. Proc Natl Acad Sci USA 2010;107:12850–12853.
28. Han J, Park W, Park SJ, Na K. Photosensitizer-conjugated hyaluronic acid-shielded polydopamine nanoparticles for targeted photomediated tumor therapy. ACS Appl Mater Interfaces 2016;8:7739–7747.
29. Yu M, Deming TJ. Synthetic polypeptide mimics of marine adhesives. Macromolecules 1998;31:4739–4745.
30. Lee BP, Dalsin JL, Messersmith PB. Synthesis and gelation of DOPA-modified poly(ethylene glycol) hydrogels. Biomacromolecules 2002;3:1038–1047.
31. Obst M, Steinbuchel A. Microbial degradation of poly(amino acid)s. Biomacromolecules 2004;5:1166–1176.
32. Lalatsa A, Schätzlein AG, Mazza M, Le TBH, Uchegbu IF. Amphiphilic poly(l-amino acids)—New materials for drug delivery. J Control Release 2012;161:523–536.
33. Roweton S, Huang SJ, Swift G. Poly(aspartic Acid): Synthesis, biodegradation, and current applications. J Environ Polym Degrad 1997;5:175–181.
34. Jiang TY, Wang ZY, Chen C, Mo FK, Xu YL, Tang LX, Liang JJ. Poly(aspartic-acid) derivatives as polymeric micelle drug delivery systems. J Appl Polym Sci 2006;101:2871–2878.
35. Wang J, Gong C, Wang Y, Wu G. Magnetic nanoparticles with a pH-sheddable layer for antitumor drug delivery. Colloid Surface B 2014;118:218–225.
36. Liu N, Li B, Gong C, Liu Y, Wang Y, Wu G. A pH- and thermo-responsive poly(amino acid)-based drug delivery system. Colloid Surface B 2015;136:562–569.
37. Lu C, Wang X, Wu G, Wang J, Wang Y, Gao H, Ma J. An injectable and biodegradable hydrogel based on poly(α,β-aspartic acid) derivatives for localized drug delivery. J Biomed Mater Res A 2014;102:628–638.
38. Lu C, Zhao D, Wang S, Wang Y, Wang Y, Gao H, Ma J, Wu G. Synthesis and characterization of zwitterionic peptides derived from natural amino acids and their resistance to protein adsorption. RSC Adv 2014;4:20665–20672.
39. Kang HS, Yang SR, Kim JD, Han SH, Chang IS. Effects of grafted alkyl groups on aggregation behavior of amphiphilic poly(aspartic acid). Langmuir 2001;17:7501–7506.
40. Lee F, Chung JE, Kurisawa M. An injectable enzymatically crosslinked hyaluronic acid-tyramine hydrogel system with independent tuning of mechanical strength and gelation rate. Soft Matter 2008;4:880–887.
41. Lee F, Chung JE, Kurisawa M. An injectable hyaluronic acid-tyramine hydrogel system for protein delivery. J Control Release 2009;134:186–193.
42. Cai L, Dinh CB, Heilshorn SC. One-pot synthesis of elastin-like polypeptide hydrogels with grafted VEGF-mimetic peptides. Biomater Sci 2014;2:757–765.
43. Liu L, Liu D, Wang M, Du G, Chen J. Preparation and characterization of sponge-like composites by cross-linking hyaluronic acid and carboxymethylcellulose sodium with adipic dihydrazide. Eur Polym J 2007;43:2672–2681.
44. Hirabayashi TN, Kato K, Iwata H. Hyaluronic acid hydrogel loaded with genetically-engineered brain-derived neurotrophic factor as a neural cell carrier. Biomaterials 2009;30:4581–4589.
45. Huang S, Yang L, Liu M, Phua SL, Yee WA, Liu W, Zhou R, Lu X. Complexes of polydopamine-modified clay and ferric ions as the framework for pollutant-absorbing supramolecular hydrogels. Langmuir 2013;29:1238–1244.
46. Hou S, Ma PX. Stimuli-responsive supramolecular hydrogels with high extensibility and fast self-healing via precoordinated mussel-inspired chemistry. Chem Mater 2015;27:7627–7635.
47. 3+ ion crosslinking. J Mater Chem B 2014;2:201–209.
48. 3+-induced oxidation and coordination crosslinking in catechol-chitosan hydrogels under acidic pH conditions. RSC Adv 2015;5:37377–37384.
49. Aggarwal BB, Kumar A, Bharti AC. Anticancer potential of curcumin: preclinical and clinical studies. Anticancer Res 2003;23:363–398.
50. Anand P, Kunnumakkara AB, Newman RA, Aggarwal BB. Bioavailability of curcumin: problems and promises. Mol Pharmaceut 2007;4:807–818.
51. Prasad S, Tyagi AK, Aggarwal BB. Recent developments in delivery, bioavailability, absorption and metabolism of curcumin: The golden pigment from golden spice. Cancer Res Treat 2014;46:2–18.